diff --git a/Cargo.lock b/Cargo.lock
index 9f20c7a5..1696e807 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -1285,6 +1285,7 @@ version = "0.1.0"
 dependencies = [
  "anyhow",
  "async-trait",
+ "color-eyre",
  "cosmos-sdk-proto",
  "cosmrs",
  "hex",
diff --git a/crates/cli/src/cache.rs b/crates/cli/src/cache.rs
index 71485024..1fde2843 100644
--- a/crates/cli/src/cache.rs
+++ b/crates/cli/src/cache.rs
@@ -1,5 +1,6 @@
 use std::path::{Path, PathBuf};
 
+use color_eyre::{eyre::eyre, Result};
 use serde::{Deserialize, Serialize};
 use tokio::{
     fs::File,
@@ -8,7 +9,7 @@ use tokio::{
 use tracing::debug;
 use xxhash_rust::xxh3::Xxh3;
 
-use crate::{config::Config, error::Error};
+use crate::config::Config;
 
 const BUFFER_SIZE: usize = 16384; // 16 KB buffer
 type Hash = u64;
@@ -22,7 +23,7 @@ struct DeployedContract {
 // Porcelain
 
 impl Config {
-    pub async fn contract_has_changed(&self, file: &Path) -> Result<bool, Error> {
+    pub async fn contract_has_changed(&self, file: &Path) -> Result<bool> {
         let cur_hash: Hash = Self::gen_hash(file).await?;
         debug!("current file hash: {}", cur_hash);
 
@@ -39,20 +40,17 @@ impl Config {
     }
 
     /// Return a hash of the given file's contents
-    pub async fn gen_hash(file: &Path) -> Result<Hash, Error> {
-        let file = File::open(file)
-            .await
-            .map_err(|e| Error::GenericErr(e.to_string()))?;
+    pub async fn gen_hash(file: &Path) -> Result<Hash> {
+        let file = File::open(file).await?;
+
         let mut reader = BufReader::new(file);
 
         let mut hasher = Xxh3::new();
 
         let mut buffer = [0; BUFFER_SIZE];
         loop {
-            let bytes_read = reader
-                .read(&mut buffer)
-                .await
-                .map_err(|e| Error::GenericErr(e.to_string()))?;
+            let bytes_read = reader.read(&mut buffer).await?;
+
             if bytes_read == 0 {
                 break;
             }
@@ -65,7 +63,7 @@ impl Config {
         Ok(hash)
     }
 
-    pub async fn save_codeid_to_cache(&self, file: &Path, code_id: u64) -> Result<(), Error> {
+    pub async fn save_codeid_to_cache(&self, file: &Path, code_id: u64) -> Result<()> {
         let contract_hash = Self::gen_hash(file).await?;
         let dest = Self::to_cache_path(self, file)?;
         let deployed_contract = DeployedContract {
@@ -76,7 +74,7 @@ impl Config {
         Self::write_to_cache(dest.as_path(), &deployed_contract).await
     }
 
-    pub async fn get_cached_codeid(&self, file: &Path) -> Result<u64, Error> {
+    pub async fn get_cached_codeid(&self, file: &Path) -> Result<u64> {
         let cache_path = Self::to_cache_path(self, file)?;
         let code_id = Self::read_from_cache(cache_path.as_path()).await?.code_id;
 
@@ -85,12 +83,16 @@ impl Config {
 
     // Plumbing
 
-    fn to_cache_path(&self, file: &Path) -> Result<PathBuf, Error> {
+    fn to_cache_path(&self, file: &Path) -> Result<PathBuf> {
         // Get cache filepath (".quartz/cache/example.wasm.json") from "example.wasm" filepath
         let mut filename = file
             .file_name()
-            .ok_or(Error::PathNotFile(file.display().to_string()))?
+            .ok_or(eyre!(
+                "file at cache filepath does not exist {}",
+                file.display()
+            ))?
             .to_os_string();
+
         filename.push(".json");
 
         let cached_file_path = Self::cache_dir(self)?.join::<PathBuf>(filename.into());
@@ -99,42 +101,43 @@ impl Config {
     }
 
     /// Retreive hash from cache file
-    async fn read_from_cache(cache_file: &Path) -> Result<DeployedContract, Error> {
-        let content = tokio::fs::read_to_string(cache_file)
-            .await
-            .map_err(|e| Error::GenericErr(e.to_string()))?;
-        serde_json::from_str(&content).map_err(|e| Error::GenericErr(e.to_string()))
+    async fn read_from_cache(cache_file: &Path) -> Result<DeployedContract> {
+        let content = tokio::fs::read_to_string(cache_file).await?;
+
+        serde_json::from_str(&content).map_err(|e| eyre!(e))
     }
 
     /// Write a given file's contents hash to a file in cache directory
-    async fn write_to_cache(cache_file: &Path, data: &DeployedContract) -> Result<(), Error> {
-        let content = serde_json::to_string(data).map_err(|e| Error::GenericErr(e.to_string()))?;
+    async fn write_to_cache(cache_file: &Path, data: &DeployedContract) -> Result<()> {
+        let content = serde_json::to_string(data)?;
+
         tokio::fs::write(cache_file, content)
             .await
-            .map_err(|e| Error::GenericErr(e.to_string()))
+            .map_err(|e| eyre!(e))
     }
-
-    pub fn cache_dir(&self) -> Result<PathBuf, Error> {
-        Ok(self.app_dir.join(".cache/"))
+    pub fn cache_dir(&self) -> Result<PathBuf> {
+        let cache_dir = self.app_dir.join(".cache/");
+        std::fs::create_dir_all(&cache_dir)?;
+        Ok(cache_dir)
     }
 
-    pub fn build_log_dir(&self) -> Result<PathBuf, Error> {
-        Ok(self.app_dir.join(".cache/log/"))
+    pub fn build_log_dir(&self) -> Result<PathBuf> {
+        let build_log_dir = self.app_dir.join(".cache/log/");
+        std::fs::create_dir_all(&build_log_dir)?;
+        Ok(build_log_dir)
     }
 
     /// Creates the build log if it isn't created already, returns relative path from app_dir to log directory
-    pub async fn create_build_log(&self) -> Result<PathBuf, Error> {
+    pub async fn create_build_log(&self) -> Result<PathBuf> {
         let log_dir = Self::build_log_dir(self)?;
         if !log_dir.exists() {
-            tokio::fs::create_dir_all(&log_dir)
-                .await
-                .map_err(|e| Error::GenericErr(e.to_string()))?;
+            tokio::fs::create_dir_all(&log_dir).await?;
         }
 
         Ok(log_dir)
     }
 
-    pub async fn log_build(&self, is_enclave: bool) -> Result<(), Error> {
+    pub async fn log_build(&self, is_enclave: bool) -> Result<()> {
         let log_dir = Self::create_build_log(self).await?;
 
         let filename = match is_enclave {
@@ -142,9 +145,7 @@ impl Config {
             false => "contract",
         };
 
-        tokio::fs::write(log_dir.join(filename), "test")
-            .await
-            .map_err(|e| Error::GenericErr(e.to_string()))?;
+        tokio::fs::write(log_dir.join(filename), "log").await?;
 
         Ok(())
     }
diff --git a/crates/cli/src/config.rs b/crates/cli/src/config.rs
index e43c108a..ecae1ed4 100644
--- a/crates/cli/src/config.rs
+++ b/crates/cli/src/config.rs
@@ -79,7 +79,7 @@ fn default_ws_url() -> Url {
 }
 
 fn default_grpc_url() -> Url {
-    "http://127.0.0.1:9090,"
+    "http://127.0.0.1:9090"
         .parse()
         .expect("valid hardcoded URL")
 }
diff --git a/crates/cli/src/error.rs b/crates/cli/src/error.rs
deleted file mode 100644
index 96a57c2a..00000000
--- a/crates/cli/src/error.rs
+++ /dev/null
@@ -1,58 +0,0 @@
-use displaydoc::Display;
-use thiserror::Error;
-
-#[derive(Debug, Display, Error)]
-pub enum Error {
-    /// Specified path `{0}` is not a directory
-    PathNotDir(String),
-    /// Specified file `{0}` does not exist
-    PathNotFile(String),
-    /// unspecified error: {0}
-    GenericErr(String),
-    /// IoError: {0}
-    IoError(String),
-    /// TOML Error : {0}
-    TomlError(String),
-    /// Tendermint error: {0}
-    TendermintError(String),
-    /// Clearscreen error: {0}
-    ClearscreenError(String),
-    /// JSON Error: {0}
-    JsonError(String),
-}
-
-impl From<std::io::Error> for Error {
-    fn from(err: std::io::Error) -> Self {
-        Error::IoError(err.to_string())
-    }
-}
-
-impl From<toml::de::Error> for Error {
-    fn from(err: toml::de::Error) -> Self {
-        Error::TomlError(err.to_string())
-    }
-}
-
-impl From<toml::ser::Error> for Error {
-    fn from(err: toml::ser::Error) -> Self {
-        Error::TomlError(err.to_string())
-    }
-}
-
-impl From<tendermint::Error> for Error {
-    fn from(err: tendermint::Error) -> Self {
-        Error::TendermintError(err.to_string())
-    }
-}
-
-impl From<clearscreen::Error> for Error {
-    fn from(err: clearscreen::Error) -> Self {
-        Error::ClearscreenError(err.to_string())
-    }
-}
-
-impl From<serde_json::Error> for Error {
-    fn from(err: serde_json::Error) -> Self {
-        Error::JsonError(err.to_string())
-    }
-}
diff --git a/crates/cli/src/handler.rs b/crates/cli/src/handler.rs
index 7d5d882f..be800c96 100644
--- a/crates/cli/src/handler.rs
+++ b/crates/cli/src/handler.rs
@@ -1,6 +1,7 @@
 use async_trait::async_trait;
+use color_eyre::{Report, Result};
 
-use crate::{config::Config, error::Error, request::Request, response::Response};
+use crate::{config::Config, request::Request, response::Response};
 
 pub mod utils;
 // commands
@@ -14,24 +15,16 @@ pub mod init;
 
 #[async_trait]
 pub trait Handler {
-    type Error;
     type Response;
 
-    async fn handle<C: AsRef<Config> + Send>(
-        self,
-        config: C,
-    ) -> Result<Self::Response, Self::Error>;
+    async fn handle<C: AsRef<Config> + Send>(self, config: C) -> Result<Self::Response, Report>;
 }
 
 #[async_trait]
 impl Handler for Request {
-    type Error = Error;
     type Response = Response;
 
-    async fn handle<C: AsRef<Config> + Send>(
-        self,
-        config: C,
-    ) -> Result<Self::Response, Self::Error> {
+    async fn handle<C: AsRef<Config> + Send>(self, config: C) -> Result<Self::Response, Report> {
         match self {
             Request::Init(request) => request.handle(config).await,
             Request::Handshake(request) => request.handle(config).await,
diff --git a/crates/cli/src/handler/contract_build.rs b/crates/cli/src/handler/contract_build.rs
index c059c9d1..123d733a 100644
--- a/crates/cli/src/handler/contract_build.rs
+++ b/crates/cli/src/handler/contract_build.rs
@@ -1,12 +1,11 @@
 use std::process::Command;
 
 use async_trait::async_trait;
-use color_eyre::owo_colors::OwoColorize;
+use color_eyre::{eyre::eyre, owo_colors::OwoColorize, Report, Result};
 use tracing::{debug, info};
 
 use crate::{
     config::Config,
-    error::Error,
     handler::Handler,
     request::contract_build::ContractBuildRequest,
     response::{contract_build::ContractBuildResponse, Response},
@@ -14,13 +13,9 @@ use crate::{
 
 #[async_trait]
 impl Handler for ContractBuildRequest {
-    type Error = Error;
     type Response = Response;
 
-    async fn handle<C: AsRef<Config> + Send>(
-        self,
-        config: C,
-    ) -> Result<Self::Response, Self::Error> {
+    async fn handle<C: AsRef<Config> + Send>(self, config: C) -> Result<Self::Response, Report> {
         let config = config.as_ref();
         info!("{}", "\nPeforming Contract Build".blue().bold());
 
@@ -46,15 +41,10 @@ impl Handler for ContractBuildRequest {
         }
 
         info!("{}", "🚧 Building contract binary ...".green().bold());
-        let status = command
-            .status()
-            .map_err(|e| Error::GenericErr(e.to_string()))?;
+        let status = command.status()?;
 
         if !status.success() {
-            return Err(Error::GenericErr(format!(
-                "Couldn't build contract. \n{:?}",
-                status
-            )));
+            return Err(eyre!("Couldn't build contract. \n{:?}", status));
         }
 
         config.log_build(false).await?;
diff --git a/crates/cli/src/handler/contract_deploy.rs b/crates/cli/src/handler/contract_deploy.rs
index 35bcdf26..cca19ed1 100644
--- a/crates/cli/src/handler/contract_deploy.rs
+++ b/crates/cli/src/handler/contract_deploy.rs
@@ -2,7 +2,11 @@ use std::path::Path;
 
 use async_trait::async_trait;
 use cargo_metadata::MetadataCommand;
-use color_eyre::owo_colors::OwoColorize;
+use color_eyre::{
+    eyre::{eyre, Context},
+    owo_colors::OwoColorize,
+    Report, Result,
+};
 use cw_client::{CliClient, CwClient};
 use serde_json::json;
 use tendermint_rpc::HttpClient;
@@ -11,7 +15,6 @@ use tracing::{debug, info};
 use super::utils::{helpers::block_tx_commit, types::WasmdTxResponse};
 use crate::{
     config::Config,
-    error::Error,
     handler::{utils::relay::RelayMessage, Handler},
     request::contract_deploy::ContractDeployRequest,
     response::{contract_deploy::ContractDeployResponse, Response},
@@ -19,24 +22,18 @@ use crate::{
 
 #[async_trait]
 impl Handler for ContractDeployRequest {
-    type Error = Error;
     type Response = Response;
 
-    async fn handle<C: AsRef<Config> + Send>(
-        self,
-        config: C,
-    ) -> Result<Self::Response, Self::Error> {
+    async fn handle<C: AsRef<Config> + Send>(self, config: C) -> Result<Self::Response, Report> {
         let config = config.as_ref();
         info!("{}", "\nPeforming Contract Deploy".blue().bold());
 
         // Get contract package name in snake_case
         let package_name = MetadataCommand::new()
             .manifest_path(&self.contract_manifest)
-            .exec()
-            .map_err(|e| Error::GenericErr(e.to_string()))?
+            .exec()?
             .root_package()
-            .ok_or("No root package found in the metadata")
-            .map_err(|e| Error::GenericErr(e.to_string()))?
+            .ok_or(eyre!("No root package found in the metadata"))?
             .name
             .clone()
             .replace('-', "_");
@@ -47,9 +44,7 @@ impl Handler for ContractDeployRequest {
             .join(package_name)
             .with_extension("wasm");
 
-        let (code_id, contract_addr) = deploy(wasm_bin_path.as_path(), self, config)
-            .await
-            .map_err(|e| Error::GenericErr(e.to_string()))?;
+        let (code_id, contract_addr) = deploy(wasm_bin_path.as_path(), self, config).await?;
 
         Ok(ContractDeployResponse {
             code_id,
@@ -63,17 +58,23 @@ async fn deploy(
     wasm_bin_path: &Path,
     args: ContractDeployRequest,
     config: &Config,
-) -> Result<(u64, String), anyhow::Error> {
+) -> Result<(u64, String), Report> {
     let tmrpc_client = HttpClient::new(config.node_url.as_str())?;
     let cw_client = CliClient::neutrond(config.node_url.clone());
 
     info!("🚀 Deploying {} Contract", args.label);
     let code_id = if config.contract_has_changed(wasm_bin_path).await? {
-        let deploy_output: WasmdTxResponse = serde_json::from_str(&cw_client.deploy(
-            &config.chain_id,
-            &config.tx_sender,
-            wasm_bin_path.display().to_string(),
-        )?)?;
+        let deploy_output: WasmdTxResponse = serde_json::from_str(
+            &cw_client
+                .deploy(
+                    &config.chain_id,
+                    &config.tx_sender,
+                    wasm_bin_path.display().to_string(),
+                )
+                .map_err(|err| eyre!(Box::new(err)))?,
+        )
+        .wrap_err("Error calling deploy on cw client")?;
+
         let res = block_tx_commit(&tmrpc_client, deploy_output.txhash).await?;
 
         // Find the 'code_id' attribute
@@ -89,15 +90,21 @@ async fn deploy(
                     .find(|attr| attr.key_str().unwrap_or("") == "code_id")
             })
             .and_then(|attr| attr.value_str().ok().and_then(|v| v.parse().ok()))
-            .ok_or_else(|| anyhow::anyhow!("Failed to find code_id in the transaction result"))?;
+            .ok_or_else(|| eyre!("Failed to find code_id in the transaction result"))?;
 
         info!("Code ID: {}", code_id);
 
-        config.save_codeid_to_cache(wasm_bin_path, code_id).await?;
+        config
+            .save_codeid_to_cache(wasm_bin_path, code_id)
+            .await
+            .wrap_err("Error saving contract code id to cache")?;
 
         code_id
     } else {
-        config.get_cached_codeid(wasm_bin_path).await?
+        config
+            .get_cached_codeid(wasm_bin_path)
+            .await
+            .wrap_err("Error getting contract code id from cache")?
     };
 
     info!("🚀 Communicating with Relay to Instantiate...");
@@ -116,6 +123,7 @@ async fn deploy(
         json!(init_msg),
         &format!("{} Contract #{}", args.label, code_id),
     )?)?;
+
     let res = block_tx_commit(&tmrpc_client, init_output.txhash).await?;
 
     // Find the '_contract_address' attribute
@@ -131,9 +139,7 @@ async fn deploy(
                 .find(|attr| attr.key_str().unwrap_or("") == "_contract_address")
         })
         .and_then(|attr| attr.value_str().ok().and_then(|v| v.parse().ok()))
-        .ok_or_else(|| {
-            anyhow::anyhow!("Failed to find contract_address in the transaction result")
-        })?;
+        .ok_or_else(|| eyre!("Failed to find contract_address in the transaction result"))?;
 
     info!("🚀 Successfully deployed and instantiated contract!");
     info!("🆔 Code ID: {}", code_id);
diff --git a/crates/cli/src/handler/dev.rs b/crates/cli/src/handler/dev.rs
index 8be483a6..7caa2b09 100644
--- a/crates/cli/src/handler/dev.rs
+++ b/crates/cli/src/handler/dev.rs
@@ -1,9 +1,11 @@
 use std::{path::PathBuf, time::Duration};
 
 use async_trait::async_trait;
-use color_eyre::owo_colors::OwoColorize;
-// todo get rid of this?
-use miette::{IntoDiagnostic, Result};
+use color_eyre::{
+    eyre::{eyre, Context},
+    owo_colors::OwoColorize,
+    Report, Result,
+};
 use quartz_common::proto::core_client::CoreClient;
 use tokio::{sync::mpsc, time::sleep};
 use tracing::{debug, info};
@@ -11,7 +13,6 @@ use watchexec::Watchexec;
 use watchexec_signals::Signal;
 
 use crate::{
-    error::Error,
     handler::{utils::helpers::wasmaddr_to_id, Handler},
     request::{
         contract_build::ContractBuildRequest, contract_deploy::ContractDeployRequest,
@@ -24,13 +25,9 @@ use crate::{
 
 #[async_trait]
 impl Handler for DevRequest {
-    type Error = Error;
     type Response = Response;
 
-    async fn handle<C: AsRef<Config> + Send>(
-        self,
-        config: C,
-    ) -> Result<Self::Response, Self::Error> {
+    async fn handle<C: AsRef<Config> + Send>(self, config: C) -> Result<Self::Response, Report> {
         let config = config.as_ref();
         info!("\nPeforming Dev");
 
@@ -58,7 +55,7 @@ async fn dev_driver(
     mut rx: mpsc::Receiver<DevRebuild>,
     args: &DevRequest,
     config: Config,
-) -> Result<(), Error> {
+) -> Result<(), Report> {
     // State
     let mut first_enclave_message = true;
     let mut first_contract_message = true;
@@ -82,7 +79,10 @@ async fn dev_driver(
                 let contract_build = ContractBuildRequest {
                     contract_manifest: args.contract_manifest.clone(),
                 };
-                contract_build.handle(&config).await?;
+                contract_build
+                    .handle(&config)
+                    .await
+                    .wrap_err("Could not run `contract build`")?;
 
                 // Start enclave in background
                 spawn_enclave_start(args, &config)?;
@@ -99,9 +99,7 @@ async fn dev_driver(
                         info!("{}", "Enclave is listening for requests...".green().bold());
                     }
                     Err(e) => {
-                        eprintln!("Error launching quartz app");
-
-                        return Err(e);
+                        return Err(e).wrap_err("Error initializing `quartz dev`");
                     }
                 }
             }
@@ -132,9 +130,7 @@ async fn dev_driver(
                         info!("{}", "Enclave is listening for requests...".green().bold());
                     }
                     Err(e) => {
-                        eprintln!("Error restarting enclave and handshake");
-
-                        return Err(e);
+                        return Err(e).wrap_err("Error restarting enclave after rebuild");
                     }
                 }
             }
@@ -154,7 +150,7 @@ async fn dev_driver(
                     Err(e) => {
                         eprintln!("Error deploying contract and handshake:");
 
-                        return Err(e);
+                        return Err(e).wrap_err("Error redeploying contract after rebuild");
                     }
                 }
 
@@ -167,7 +163,7 @@ async fn dev_driver(
 }
 
 // Spawns enclve start in a separate task which runs in the background
-fn spawn_enclave_start(args: &DevRequest, config: &Config) -> Result<(), Error> {
+fn spawn_enclave_start(args: &DevRequest, config: &Config) -> Result<()> {
     // In separate process, launch the enclave
     let enclave_start = EnclaveStartRequest {
         unsafe_trust_latest: args.unsafe_trust_latest,
@@ -180,10 +176,8 @@ fn spawn_enclave_start(args: &DevRequest, config: &Config) -> Result<(), Error>
 
     tokio::spawn(async move {
         if let Err(e) = enclave_start.handle(config_cpy).await {
-            eprintln!("Error running enclave start.\n {}", e);
+            eprintln!("Error running enclave start.\n {:?}", e);
         }
-
-        Ok::<(), Error>(())
     });
 
     Ok(())
@@ -194,7 +188,7 @@ async fn deploy_and_handshake(
     contract: Option<&str>,
     args: &DevRequest,
     config: &Config,
-) -> Result<String, Error> {
+) -> Result<String> {
     info!("Waiting for enclave start to deploy contract and handshake");
 
     // Wait at most 60 seconds to connect to enclave
@@ -210,9 +204,7 @@ async fn deploy_and_handshake(
         i -= 1;
 
         if i == 0 {
-            return Err(Error::GenericErr(
-                "Could not connect to enclave".to_string(),
-            ));
+            return Err(eyre!("Could not connect to enclave"));
         }
     }
     // Calls which interact with enclave
@@ -231,34 +223,33 @@ async fn deploy_and_handshake(
             contract_manifest: args.contract_manifest.clone(),
         };
         // Call handler
-        let cd_res = contract_deploy.handle(config).await;
-
-        // Return contract address or shutdown enclave & error
-        match cd_res {
-            Ok(Response::ContractDeploy(res)) => res.contract_addr,
-            Err(e) => return Err(e),
-            _ => unreachable!("Unexpected response variant"),
+        let cd_res = contract_deploy
+            .handle(config)
+            .await
+            .wrap_err("Could not run `quartz contract deploy`")?;
+
+        if let Response::ContractDeploy(res) = cd_res {
+            res.contract_addr
+        } else {
+            unreachable!("Unexpected response variant")
         }
     };
 
     // Run handshake
     info!("Running handshake on contract `{}`", contract);
     let handshake = HandshakeRequest {
-        contract: wasmaddr_to_id(&contract).map_err(|_| Error::GenericErr(String::default()))?,
+        contract: wasmaddr_to_id(&contract)?,
         unsafe_trust_latest: args.unsafe_trust_latest,
     };
 
-    let h_res = handshake.handle(config).await;
-
-    match h_res {
-        Ok(Response::Handshake(res)) => {
-            info!("Handshake complete: {}", res.pub_key);
-        }
-        Err(e) => {
-            return Err(e);
-        }
-        _ => unreachable!("Unexpected response variant"),
-    };
+    let h_res = handshake
+        .handle(config)
+        .await
+        .wrap_err("Could not run `quartz handshake`")?;
+    println!("got here");
+    if let Response::Handshake(res) = h_res {
+        info!("Handshake complete: {}", res.pub_key);
+    }
 
     Ok(contract)
 }
@@ -304,7 +295,7 @@ async fn watcher(tx: mpsc::Sender<DevRebuild>, log_dir: PathBuf) -> Result<()> {
     wx.config.pathset([log_dir]);
 
     // Keep running until Watchexec quits
-    let _ = main.await.into_diagnostic()?;
+    let _ = main.await?;
 
     Ok(())
 }
diff --git a/crates/cli/src/handler/enclave_build.rs b/crates/cli/src/handler/enclave_build.rs
index 3ba4ef54..36654722 100644
--- a/crates/cli/src/handler/enclave_build.rs
+++ b/crates/cli/src/handler/enclave_build.rs
@@ -1,11 +1,10 @@
 use async_trait::async_trait;
-use color_eyre::owo_colors::OwoColorize;
+use color_eyre::{eyre::eyre, owo_colors::OwoColorize, Report, Result};
 use tokio::process::Command;
 use tracing::{debug, info};
 
 use crate::{
     config::Config,
-    error::Error,
     handler::Handler,
     request::enclave_build::EnclaveBuildRequest,
     response::{enclave_build::EnclaveBuildResponse, Response},
@@ -13,13 +12,9 @@ use crate::{
 
 #[async_trait]
 impl Handler for EnclaveBuildRequest {
-    type Error = Error;
     type Response = Response;
 
-    async fn handle<C: AsRef<Config> + Send>(
-        self,
-        config: C,
-    ) -> Result<Self::Response, Self::Error> {
+    async fn handle<C: AsRef<Config> + Send>(self, config: C) -> Result<Self::Response, Report> {
         let config = config.as_ref();
         info!("{}", "\nPeforming Enclave Build".blue().bold());
 
@@ -43,16 +38,10 @@ impl Handler for EnclaveBuildRequest {
         }
 
         info!("{}", "🚧 Running build command ...".green().bold());
-        let status = command
-            .status()
-            .await
-            .map_err(|e| Error::GenericErr(e.to_string()))?;
+        let status = command.status().await?;
 
         if !status.success() {
-            return Err(Error::GenericErr(format!(
-                "Couldn't build enclave. {:?}",
-                status
-            )));
+            return Err(eyre!("Couldn't build enclave. {:?}", status));
         }
 
         config.log_build(true).await?;
diff --git a/crates/cli/src/handler/enclave_start.rs b/crates/cli/src/handler/enclave_start.rs
index 053eff28..617220a5 100644
--- a/crates/cli/src/handler/enclave_start.rs
+++ b/crates/cli/src/handler/enclave_start.rs
@@ -2,7 +2,11 @@ use std::{fs, path::Path};
 
 use async_trait::async_trait;
 use cargo_metadata::MetadataCommand;
-use color_eyre::owo_colors::OwoColorize;
+use color_eyre::{
+    eyre::{eyre, Context},
+    owo_colors::OwoColorize,
+    Report, Result,
+};
 use cosmrs::AccountId;
 use quartz_common::enclave::types::Fmspc;
 use reqwest::Url;
@@ -12,7 +16,6 @@ use tracing::{debug, info};
 
 use crate::{
     config::Config,
-    error::Error,
     handler::{utils::helpers::write_cache_hash_height, Handler},
     request::enclave_start::EnclaveStartRequest,
     response::{enclave_start::EnclaveStartResponse, Response},
@@ -20,18 +23,16 @@ use crate::{
 
 #[async_trait]
 impl Handler for EnclaveStartRequest {
-    type Error = Error;
     type Response = Response;
 
-    async fn handle<C: AsRef<Config> + Send>(
-        self,
-        config: C,
-    ) -> Result<Self::Response, Self::Error> {
+    async fn handle<C: AsRef<Config> + Send>(self, config: C) -> Result<Self::Response, Report> {
         let config = config.as_ref().clone();
         info!("{}", "\nPeforming Enclave Start".blue().bold());
 
         // Get trusted height and hash
-        let (trusted_height, trusted_hash) = self.get_hash_height(&config)?;
+        let (trusted_height, trusted_hash) = self
+            .get_hash_height(&config)
+            .wrap_err("Error getting trusted hash and height")?;
         write_cache_hash_height(trusted_height, trusted_hash, &config).await?;
 
         if config.mock_sgx {
@@ -59,27 +60,21 @@ impl Handler for EnclaveStartRequest {
             handle_process(enclave_child).await?;
         } else {
             let Some(fmspc) = self.fmspc else {
-                return Err(Error::GenericErr(
-                    "FMSPC is required if MOCK_SGX isn't set".to_string(),
-                ));
+                return Err(eyre!("FMSPC is required if MOCK_SGX isn't set"));
             };
 
             let Some(tcbinfo_contract) = self.tcbinfo_contract else {
-                return Err(Error::GenericErr(
-                    "tcbinfo_contract is required if MOCK_SGX isn't set".to_string(),
-                ));
+                return Err(eyre!("tcbinfo_contract is required if MOCK_SGX isn't set"));
             };
 
             let Some(dcap_verifier_contract) = self.dcap_verifier_contract else {
-                return Err(Error::GenericErr(
-                    "dcap_verifier_contract is required if MOCK_SGX isn't set".to_string(),
+                return Err(eyre!(
+                    "dcap_verifier_contract is required if MOCK_SGX isn't set"
                 ));
             };
 
-            if let Err(_) = std::env::var("ADMIN_SK") {
-                return Err(Error::GenericErr(
-                    "ADMIN_SK environment variable is not set".to_string(),
-                ));
+            if std::env::var("ADMIN_SK").is_err() {
+                return Err(eyre!("ADMIN_SK environment variable is not set"));
             };
 
             let enclave_dir = fs::canonicalize(config.app_dir.join("enclave"))?;
@@ -119,17 +114,11 @@ impl Handler for EnclaveStartRequest {
     }
 }
 
-async fn handle_process(mut child: Child) -> Result<(), Error> {
-    let status = child
-        .wait()
-        .await
-        .map_err(|e| Error::GenericErr(e.to_string()))?;
+async fn handle_process(mut child: Child) -> Result<()> {
+    let status = child.wait().await?;
 
     if !status.success() {
-        return Err(Error::GenericErr(format!(
-            "Couldn't build enclave. {:?}",
-            status
-        )));
+        return Err(eyre!("Couldn't build enclave. {:?}", status));
     }
     Ok(())
 }
@@ -138,18 +127,17 @@ async fn create_mock_enclave_child(
     app_dir: &Path,
     release: bool,
     enclave_args: Vec<String>,
-) -> Result<Child, Error> {
+) -> Result<Child> {
     let enclave_dir = app_dir.join("enclave");
     let target_dir = app_dir.join("target");
 
     // Use the enclave package metadata to get the path to the program binary
     let package_name = MetadataCommand::new()
         .manifest_path(enclave_dir.join("Cargo.toml"))
-        .exec()
-        .map_err(|e| Error::GenericErr(e.to_string()))?
+        .exec()?
         .root_package()
         .ok_or("No root package found in the metadata")
-        .map_err(|e| Error::GenericErr(e.to_string()))?
+        .map_err(|e| eyre!(e))?
         .name
         .clone();
 
@@ -166,26 +154,18 @@ async fn create_mock_enclave_child(
     debug!("Enclave Start Command: {:?}", command);
 
     info!("{}", "🚧 Spawning enclave process ...".green().bold());
-    let child = command
-        .kill_on_drop(true)
-        .spawn()
-        .map_err(|e| Error::GenericErr(e.to_string()))?;
+    let child = command.kill_on_drop(true).spawn()?;
 
     Ok(child)
 }
 
-async fn gramine_sgx_gen_private_key(enclave_dir: &Path) -> Result<(), Error> {
+async fn gramine_sgx_gen_private_key(enclave_dir: &Path) -> Result<()> {
     // Launch the gramine-sgx-gen-private-key command
     Command::new("gramine-sgx-gen-private-key")
         .current_dir(enclave_dir)
         .output()
         .await
-        .map_err(|e| {
-            Error::GenericErr(format!(
-                "Failed to execute gramine-sgx-gen-private-key: {}",
-                e
-            ))
-        })?;
+        .map_err(|e| eyre!("Failed to execute gramine-sgx-gen-private-key: {}", e))?;
 
     // Continue regardless of error
     // > /dev/null 2>&1 || :  # may fail
@@ -205,7 +185,7 @@ async fn gramine_manifest(
     node_url: &Url,
     ws_url: &Url,
     grpc_url: &Url,
-) -> Result<(), Error> {
+) -> Result<()> {
     let host = target_lexicon::HOST;
     let arch_libdir = format!(
         "/lib/{}-{}-{}",
@@ -214,7 +194,7 @@ async fn gramine_manifest(
 
     let ra_client_spid = "51CAF5A48B450D624AEFE3286D314894";
     let home_dir = dirs::home_dir()
-        .ok_or(Error::GenericErr("home dir not set".to_string()))?
+        .ok_or_else(|| eyre!("Home directory not set"))?
         .display()
         .to_string();
 
@@ -243,19 +223,19 @@ async fn gramine_manifest(
         .current_dir(enclave_dir)
         .status()
         .await
-        .map_err(|e| Error::GenericErr(e.to_string()))?;
+        .map_err(|e| eyre!("Failed to execute gramine-manifest: {}", e))?;
 
     if !status.success() {
-        return Err(Error::GenericErr(format!(
-            "Couldn't run gramine manifest. {:?}",
+        return Err(eyre!(
+            "gramine-manifest command failed with status: {:?}",
             status
-        )));
+        ));
     }
 
     Ok(())
 }
 
-async fn gramine_sgx_sign(enclave_dir: &Path) -> Result<(), Error> {
+async fn gramine_sgx_sign(enclave_dir: &Path) -> Result<()> {
     let status = Command::new("gramine-sgx-sign")
         .arg("--manifest")
         .arg("quartz.manifest")
@@ -264,26 +244,27 @@ async fn gramine_sgx_sign(enclave_dir: &Path) -> Result<(), Error> {
         .current_dir(enclave_dir)
         .status()
         .await
-        .map_err(|e| Error::GenericErr(e.to_string()))?;
+        .map_err(|e| eyre!("Failed to execute gramine-sgx-sign: {}", e))?;
 
     if !status.success() {
-        return Err(Error::GenericErr(format!(
-            "gramine-sgx-sign command failed. {:?}",
+        return Err(eyre!(
+            "gramine-sgx-sign command failed with status: {:?}",
             status
-        )));
+        ));
     }
 
     Ok(())
 }
 
-async fn create_gramine_sgx_child(enclave_dir: &Path) -> Result<Child, Error> {
+async fn create_gramine_sgx_child(enclave_dir: &Path) -> Result<Child> {
     info!("🚧 Spawning enclave process ...");
 
     let child = Command::new("gramine-sgx")
         .arg("./quartz")
         .kill_on_drop(true)
         .current_dir(enclave_dir)
-        .spawn()?;
+        .spawn()
+        .map_err(|e| eyre!("Failed to spawn gramine-sgx child process: {}", e))?;
 
     Ok(child)
 }
diff --git a/crates/cli/src/handler/handshake.rs b/crates/cli/src/handler/handshake.rs
index 5ea4bfc1..c23b93c5 100644
--- a/crates/cli/src/handler/handshake.rs
+++ b/crates/cli/src/handler/handshake.rs
@@ -1,6 +1,5 @@
-use anyhow::anyhow;
 use async_trait::async_trait;
-use color_eyre::owo_colors::OwoColorize;
+use color_eyre::{eyre::eyre, owo_colors::OwoColorize, Report, Result};
 use cw_client::{CliClient, CwClient};
 use futures_util::stream::StreamExt;
 use quartz_tm_prover::{config::Config as TmProverConfig, prover::prove};
@@ -11,7 +10,6 @@ use tracing::{debug, info};
 use super::utils::{helpers::block_tx_commit, types::WasmdTxResponse};
 use crate::{
     config::Config,
-    error::Error,
     handler::{
         utils::{helpers::read_cached_hash_height, relay::RelayMessage},
         Handler,
@@ -22,27 +20,21 @@ use crate::{
 
 #[async_trait]
 impl Handler for HandshakeRequest {
-    type Error = Error;
     type Response = Response;
 
-    async fn handle<C: AsRef<Config> + Send>(
-        self,
-        config: C,
-    ) -> Result<Self::Response, Self::Error> {
+    async fn handle<C: AsRef<Config> + Send>(self, config: C) -> Result<Self::Response, Report> {
         let config = config.as_ref().clone();
 
         info!("{}", "\nPeforming Handshake".blue().bold());
 
         // TODO: may need to import verbosity here
-        let pub_key = handshake(self, config)
-            .await
-            .map_err(|e| Error::GenericErr(e.to_string()))?;
+        let pub_key = handshake(self, config).await?;
 
         Ok(HandshakeResponse { pub_key }.into())
     }
 }
 
-async fn handshake(args: HandshakeRequest, config: Config) -> Result<String, anyhow::Error> {
+async fn handshake(args: HandshakeRequest, config: Config) -> Result<String> {
     let tmrpc_client = HttpClient::new(config.node_url.as_str())?;
     let cw_client = CliClient::neutrond(config.node_url.clone());
 
@@ -64,7 +56,8 @@ async fn handshake(args: HandshakeRequest, config: Config) -> Result<String, any
                 json!(res),
                 "11000untrn",
             )
-            .await?
+            .await
+            .map_err(|err| eyre!(Box::new(err)))?// TODO: change
             .as_str(),
     )?;
     debug!("\n\n SessionCreate tx output: {:?}", output);
@@ -92,7 +85,7 @@ async fn handshake(args: HandshakeRequest, config: Config) -> Result<String, any
 
     let proof_output = prove(prover_config)
         .await
-        .map_err(|report| anyhow!("Tendermint prover failed. Report: {}", report))?;
+        .map_err(|report| eyre!("Tendermint prover failed. Report: {}", report))?;
 
     // Execute SessionSetPubKey on enclave
     info!("Running SessionSetPubKey");
@@ -113,7 +106,8 @@ async fn handshake(args: HandshakeRequest, config: Config) -> Result<String, any
                 json!(res),
                 "11000untrn",
             )
-            .await?
+            .await
+            .map_err(|err| eyre!(Box::new(err)))? // todo change
             .as_str(),
     )?;
 
@@ -121,7 +115,9 @@ async fn handshake(args: HandshakeRequest, config: Config) -> Result<String, any
     block_tx_commit(&tmrpc_client, output.txhash).await?;
     info!("SessionSetPubKey tx committed");
 
-    let output: WasmdTxResponse = cw_client.query_tx(&output.txhash.to_string())?;
+    let output: WasmdTxResponse = cw_client
+        .query_tx(&output.txhash.to_string())
+        .map_err(|err| eyre!(Box::new(err)))?; // todo change
 
     let wasm_event = output
         .events
@@ -136,11 +132,11 @@ async fn handshake(args: HandshakeRequest, config: Config) -> Result<String, any
     }) {
         Ok(pubkey.value_str()?.to_string())
     } else {
-        Err(anyhow!("Failed to find pubkey from SetPubKey message"))
+        Err(eyre!("Failed to find pubkey from SetPubKey message"))
     }
 }
 
-async fn two_block_waitoor(wsurl: &str) -> Result<(), anyhow::Error> {
+async fn two_block_waitoor(wsurl: &str) -> Result<()> {
     let (client, driver) = WebSocketClient::new(wsurl).await?;
 
     let driver_handle = tokio::spawn(async move { driver.run().await });
diff --git a/crates/cli/src/handler/init.rs b/crates/cli/src/handler/init.rs
index 8e523560..2aecb4a1 100644
--- a/crates/cli/src/handler/init.rs
+++ b/crates/cli/src/handler/init.rs
@@ -2,13 +2,12 @@ use std::path::PathBuf;
 
 use async_trait::async_trait;
 use cargo_generate::{generate, GenerateArgs, TemplatePath, Vcs};
-use color_eyre::owo_colors::OwoColorize;
+use color_eyre::{eyre::Context, owo_colors::OwoColorize, Report, Result};
 use tokio::fs;
 use tracing::info;
 
 use crate::{
     config::Config,
-    error::Error,
     handler::Handler,
     request::init::InitRequest,
     response::{init::InitResponse, Response},
@@ -16,14 +15,10 @@ use crate::{
 
 #[async_trait]
 impl Handler for InitRequest {
-    type Error = Error;
     type Response = Response;
 
     // TODO: Add non-template init method
-    async fn handle<C: AsRef<Config> + Send>(
-        self,
-        config: C,
-    ) -> Result<Self::Response, Self::Error> {
+    async fn handle<C: AsRef<Config> + Send>(self, config: C) -> Result<Self::Response, Report> {
         let config = config.as_ref();
         info!("{}", "\nPeforming Init".blue().bold());
 
@@ -36,7 +31,7 @@ impl Handler for InitRequest {
             .expect("path already validated");
         fs::create_dir_all(&parent)
             .await
-            .map_err(|e| Error::GenericErr(e.to_string()))?;
+            .wrap_err("Error creating directories to target app folder")?;
 
         let file_name = self
             .name
diff --git a/crates/cli/src/handler/utils/helpers.rs b/crates/cli/src/handler/utils/helpers.rs
index f98c37bc..6e9a1272 100644
--- a/crates/cli/src/handler/utils/helpers.rs
+++ b/crates/cli/src/handler/utils/helpers.rs
@@ -1,6 +1,9 @@
 use std::time::Duration;
 
-use anyhow::anyhow;
+use color_eyre::{
+    eyre::{eyre, WrapErr},
+    Result,
+};
 use cosmrs::{AccountId, ErrorReport};
 use cw_client::{CliClient, CwClient};
 use regex::Regex;
@@ -13,15 +16,15 @@ use tendermint_rpc::{
 use tokio::fs::{self};
 use tracing::debug;
 
-use crate::{config::Config, error::Error};
+use crate::config::Config;
 
-pub fn wasmaddr_to_id(address_str: &str) -> Result<AccountId, anyhow::Error> {
-    let _ = bech32_decode(address_str).map_err(|e| anyhow!(e))?;
-    address_str.parse().map_err(|e: ErrorReport| anyhow!(e))
+pub fn wasmaddr_to_id(address_str: &str) -> Result<AccountId> {
+    let _ = bech32_decode(address_str).map_err(|e| eyre!(e))?;
+    address_str.parse().map_err(|e: ErrorReport| eyre!(e))
 }
 
 // Note: time until tx commit is empiraclly 800ms on DO wasmd chain.
-pub async fn block_tx_commit(client: &HttpClient, tx: Hash) -> Result<TmTxResponse, anyhow::Error> {
+pub async fn block_tx_commit(client: &HttpClient, tx: Hash) -> Result<TmTxResponse> {
     let re = Regex::new(r"tx \([A-F0-9]{64}\) not found")?;
 
     tokio::time::sleep(Duration::from_millis(400)).await;
@@ -35,7 +38,7 @@ pub async fn block_tx_commit(client: &HttpClient, tx: Hash) -> Result<TmTxRespon
                 match e.0 {
                     ErrorDetail::Response(subdetail) => {
                         if !re.is_match(subdetail.source.data().unwrap_or_default()) {
-                            return Err(anyhow!(
+                            return Err(eyre!(
                                 "Error querying for tx: {}",
                                 ErrorDetail::Response(subdetail)
                             ));
@@ -46,7 +49,7 @@ pub async fn block_tx_commit(client: &HttpClient, tx: Hash) -> Result<TmTxRespon
                         }
                     }
                     _ => {
-                        return Err(anyhow!("Error querying for tx: {}", e.0));
+                        return Err(eyre!("Error querying for tx: {}", e.0));
                     }
                 }
             }
@@ -55,12 +58,13 @@ pub async fn block_tx_commit(client: &HttpClient, tx: Hash) -> Result<TmTxRespon
 }
 
 // Queries the chain for the latested height and hash
-pub fn query_latest_height_hash(node_url: Url) -> Result<(Height, Hash), Error> {
+pub fn query_latest_height_hash(node_url: Url) -> Result<(Height, Hash)> {
     let cw_client = CliClient::neutrond(node_url);
 
     let (trusted_height, trusted_hash) = cw_client
         .trusted_height_hash()
-        .map_err(|e| Error::GenericErr(e.to_string()))?;
+        .map_err(|e| eyre!(e))
+        .wrap_err("Could not query chain with cw client")?;
 
     Ok((
         trusted_height.try_into()?,
@@ -72,7 +76,7 @@ pub async fn write_cache_hash_height(
     trusted_height: Height,
     trusted_hash: Hash,
     config: &Config,
-) -> Result<(), Error> {
+) -> Result<()> {
     let height_path = config.cache_dir()?.join("trusted.height");
     fs::write(height_path.as_path(), trusted_height.to_string()).await?;
     let hash_path = config.cache_dir()?.join("trusted.hash");
@@ -81,15 +85,21 @@ pub async fn write_cache_hash_height(
     Ok(())
 }
 
-pub async fn read_cached_hash_height(config: &Config) -> Result<(Height, Hash), Error> {
+pub async fn read_cached_hash_height(config: &Config) -> Result<(Height, Hash)> {
     let height_path = config.cache_dir()?.join("trusted.height");
     let hash_path = config.cache_dir()?.join("trusted.hash");
 
     if !height_path.exists() {
-        return Err(Error::PathNotFile(height_path.display().to_string()));
+        return Err(eyre!(
+            "Could not read trusted height from cache: {}",
+            height_path.display().to_string()
+        ));
     }
     if !hash_path.exists() {
-        return Err(Error::PathNotFile(hash_path.display().to_string()));
+        return Err(eyre!(
+            "Could not read trusted hash from cache: {}",
+            hash_path.display().to_string()
+        ));
     }
 
     let trusted_height: Height = fs::read_to_string(height_path.as_path()).await?.parse()?;
diff --git a/crates/cli/src/handler/utils/relay.rs b/crates/cli/src/handler/utils/relay.rs
index 01011e3c..d536ae0c 100644
--- a/crates/cli/src/handler/utils/relay.rs
+++ b/crates/cli/src/handler/utils/relay.rs
@@ -1,11 +1,10 @@
+use color_eyre::{eyre::eyre, Result};
 use quartz_common::proto::{
     core_client::CoreClient, InstantiateRequest, SessionCreateRequest, SessionSetPubKeyRequest,
 };
 use quartz_tm_prover::config::ProofOutput;
 use serde_json::{json, Value as JsonValue};
 
-use crate::error::Error;
-
 #[derive(Debug)]
 pub enum RelayMessage {
     Instantiate { init_msg: JsonValue },
@@ -14,17 +13,25 @@ pub enum RelayMessage {
 }
 
 impl RelayMessage {
-    pub async fn run_relay(self, enclave_rpc: String) -> Result<JsonValue, Error> {
+    pub async fn run_relay(self, enclave_rpc: String) -> Result<JsonValue> {
         // Query the gRPC quartz enclave service
-        let mut qc_client = CoreClient::connect(enclave_rpc)
-            .await
-            .map_err(|e| Error::GenericErr(e.to_string()))?;
+        let mut qc_client = CoreClient::connect(enclave_rpc).await.map_err(|e| {
+            eyre!(
+                "Failed to connect to the gRPC quartz enclave service: {}",
+                e
+            )
+        })?;
 
         let attested_msg = match self {
             RelayMessage::Instantiate { mut init_msg } => qc_client
                 .instantiate(tonic::Request::new(InstantiateRequest {}))
                 .await
-                .map_err(|e| Error::GenericErr(e.to_string()))
+                .map_err(|e| {
+                    eyre!(
+                        "Failed to instantiate via gRPC quartz enclave service: {}",
+                        e
+                    )
+                })
                 .map(|res| serde_json::from_str::<JsonValue>(&res.into_inner().message))?
                 .map(|msg| {
                     init_msg["quartz"] = msg;
@@ -33,7 +40,12 @@ impl RelayMessage {
             RelayMessage::SessionCreate => qc_client
                 .session_create(tonic::Request::new(SessionCreateRequest {}))
                 .await
-                .map_err(|e| Error::GenericErr(e.to_string()))
+                .map_err(|e| {
+                    eyre!(
+                        "Failed to create session via gRPC quartz enclave service: {}",
+                        e
+                    )
+                })
                 .map(|res| serde_json::from_str::<JsonValue>(&res.into_inner().message))?
                 .map(|msg| json!({ "quartz": {"session_create": msg}}).to_string())?,
             RelayMessage::SessionSetPubKey { proof } => qc_client
@@ -41,7 +53,12 @@ impl RelayMessage {
                     message: serde_json::to_string(&proof)?,
                 })
                 .await
-                .map_err(|e| Error::GenericErr(e.to_string()))
+                .map_err(|e| {
+                    eyre!(
+                        "Failed to set public key via gRPC quartz enclave service: {}",
+                        e
+                    )
+                })
                 .map(|res| serde_json::from_str::<JsonValue>(&res.into_inner().message))?
                 .map(|msg| json!({ "quartz":  {"session_set_pub_key": msg}}).to_string())?,
         };
diff --git a/crates/cli/src/main.rs b/crates/cli/src/main.rs
index e98f3074..3df25e7a 100644
--- a/crates/cli/src/main.rs
+++ b/crates/cli/src/main.rs
@@ -16,7 +16,6 @@
 pub mod cache;
 pub mod cli;
 pub mod config;
-pub mod error;
 pub mod handler;
 pub mod request;
 pub mod response;
@@ -25,7 +24,10 @@ use std::path::PathBuf;
 
 use clap::Parser;
 use cli::ToFigment;
-use color_eyre::{eyre::Result, owo_colors::OwoColorize};
+use color_eyre::{
+    eyre::{eyre, Result},
+    owo_colors::OwoColorize,
+};
 use config::Config;
 use figment::{
     providers::{Env, Format, Serialized, Toml},
@@ -97,10 +99,10 @@ async fn main() -> Result<()> {
     Ok(())
 }
 
-fn check_path(path: &Option<PathBuf>) -> Result<(), error::Error> {
+fn check_path(path: &Option<PathBuf>) -> Result<()> {
     if let Some(path) = path {
         if !path.is_dir() {
-            return Err(error::Error::PathNotDir(format!("{}", path.display())));
+            return Err(eyre!("Path is not a directory: {}", path.display()));
         }
     }
 
diff --git a/crates/cli/src/request.rs b/crates/cli/src/request.rs
index 60ad6c1a..17c98209 100644
--- a/crates/cli/src/request.rs
+++ b/crates/cli/src/request.rs
@@ -1,6 +1,7 @@
+use color_eyre::{eyre::eyre, Report, Result};
+
 use crate::{
     cli::{Command, ContractCommand, EnclaveCommand},
-    error::Error,
     request::{
         contract_build::ContractBuildRequest, contract_deploy::ContractDeployRequest,
         dev::DevRequest, enclave_build::EnclaveBuildRequest, enclave_start::EnclaveStartRequest,
@@ -28,7 +29,7 @@ pub enum Request {
 }
 
 impl TryFrom<Command> for Request {
-    type Error = Error;
+    type Error = Report;
 
     fn try_from(cmd: Command) -> Result<Self, Self::Error> {
         match cmd {
@@ -40,38 +41,46 @@ impl TryFrom<Command> for Request {
             .into()),
             Command::Contract { contract_command } => contract_command.try_into(),
             Command::Enclave { enclave_command } => enclave_command.try_into(),
-            Command::Dev(args) => Ok(DevRequest {
-                watch: args.watch,
-                unsafe_trust_latest: args.unsafe_trust_latest,
-                init_msg: serde_json::from_str(&args.contract_deploy.init_msg)
-                    .map_err(|e| Error::GenericErr(e.to_string()))?,
-                label: args.contract_deploy.label,
-                contract_manifest: args.contract_deploy.contract_manifest,
-                release: args.enclave_build.release,
-                fmspc: args.fmspc,
-                tcbinfo_contract: args.tcbinfo_contract,
-                dcap_verifier_contract: args.dcap_verifier_contract,
+            Command::Dev(args) => {
+                if !args.contract_deploy.contract_manifest.exists() {
+                    return Err(eyre!(
+                        "The contract manifest file does not exist: {}",
+                        args.contract_deploy.contract_manifest.display()
+                    ));
+                }
+
+                Ok(DevRequest {
+                    watch: args.watch,
+                    unsafe_trust_latest: args.unsafe_trust_latest,
+                    contract_manifest: args.contract_deploy.contract_manifest,
+                    init_msg: serde_json::from_str(&args.contract_deploy.init_msg)?,
+                    label: args.contract_deploy.label,
+                    release: args.enclave_build.release,
+                    fmspc: args.fmspc,
+                    tcbinfo_contract: args.tcbinfo_contract,
+                    dcap_verifier_contract: args.dcap_verifier_contract,
+                }
+                .into())
             }
-            .into()),
         }
     }
 }
 
 impl TryFrom<ContractCommand> for Request {
-    type Error = Error;
+    type Error = Report;
 
-    fn try_from(cmd: ContractCommand) -> Result<Request, Error> {
+    fn try_from(cmd: ContractCommand) -> Result<Request> {
         match cmd {
             ContractCommand::Deploy(args) => {
                 if !args.contract_manifest.exists() {
-                    return Err(Error::PathNotFile(
-                        args.contract_manifest.display().to_string(),
+                    return Err(eyre!(
+                        "The contract manifest file does not exist: {}",
+                        args.contract_manifest.display()
                     ));
                 }
 
                 Ok(ContractDeployRequest {
-                    init_msg: serde_json::from_str(&args.init_msg)
-                        .map_err(|e| Error::GenericErr(e.to_string()))?,
+                    init_msg: serde_json::from_str(&args.init_msg)?,
                     label: args.label,
                     contract_manifest: args.contract_manifest,
                 }
@@ -79,8 +88,9 @@ impl TryFrom<ContractCommand> for Request {
             }
             ContractCommand::Build(args) => {
                 if !args.contract_manifest.exists() {
-                    return Err(Error::PathNotFile(
-                        args.contract_manifest.display().to_string(),
+                    return Err(eyre!(
+                        "The contract manifest file does not exist: {}",
+                        args.contract_manifest.display()
                     ));
                 }
 
@@ -94,9 +104,9 @@ impl TryFrom<ContractCommand> for Request {
 }
 
 impl TryFrom<EnclaveCommand> for Request {
-    type Error = Error;
+    type Error = Report;
 
-    fn try_from(cmd: EnclaveCommand) -> Result<Request, Error> {
+    fn try_from(cmd: EnclaveCommand) -> Result<Request> {
         match cmd {
             EnclaveCommand::Build(_) => Ok(EnclaveBuildRequest {}.into()),
             EnclaveCommand::Start(args) => Ok(EnclaveStartRequest {
diff --git a/crates/cli/src/request/contract_deploy.rs b/crates/cli/src/request/contract_deploy.rs
index c727e67a..120de28e 100644
--- a/crates/cli/src/request/contract_deploy.rs
+++ b/crates/cli/src/request/contract_deploy.rs
@@ -1,8 +1,9 @@
 use std::{collections::HashMap, path::PathBuf};
 
+use color_eyre::{eyre::Context, Result};
 use serde::{Deserialize, Serialize};
 
-use crate::{error::Error, request::Request};
+use crate::request::Request;
 
 #[derive(Clone, Debug)]
 pub struct ContractDeployRequest {
@@ -18,10 +19,9 @@ impl From<ContractDeployRequest> for Request {
 }
 
 impl ContractDeployRequest {
-    pub fn checked_init(init_msg: String) -> Result<GenericQuartzInit, Error> {
-        let parsed: GenericQuartzInit = serde_json::from_str(&init_msg).map_err(|_| {
-            Error::GenericErr("Init message doesn't contain mandatory quartz field.".to_string())
-        })?;
+    pub fn checked_init(init_msg: String) -> Result<GenericQuartzInit> {
+        let parsed: GenericQuartzInit = serde_json::from_str(&init_msg)
+            .wrap_err("Init message doesn't contain mandatory quartz field")?;
 
         Ok(parsed)
     }
diff --git a/crates/cli/src/request/enclave_start.rs b/crates/cli/src/request/enclave_start.rs
index 2946b8a6..8f1584e1 100644
--- a/crates/cli/src/request/enclave_start.rs
+++ b/crates/cli/src/request/enclave_start.rs
@@ -1,12 +1,10 @@
+use color_eyre::Result;
 use cosmrs::AccountId;
 use quartz_common::enclave::types::Fmspc;
 use tendermint::{block::Height, Hash};
 use tracing::debug;
 
-use crate::{
-    config::Config, error::Error, handler::utils::helpers::query_latest_height_hash,
-    request::Request,
-};
+use crate::{config::Config, handler::utils::helpers::query_latest_height_hash, request::Request};
 
 #[derive(Clone, Debug)]
 pub struct EnclaveStartRequest {
@@ -24,7 +22,7 @@ impl From<EnclaveStartRequest> for Request {
 
 impl EnclaveStartRequest {
     /// Returns the trusted hash and height
-    pub fn get_hash_height(&self, config: &Config) -> Result<(Height, Hash), Error> {
+    pub fn get_hash_height(&self, config: &Config) -> Result<(Height, Hash)> {
         if self.unsafe_trust_latest || config.trusted_height == 0 || config.trusted_hash.is_empty()
         {
             debug!("querying latest trusted hash & height from node");
@@ -35,10 +33,7 @@ impl EnclaveStartRequest {
             debug!("reusing config trusted hash & height");
             Ok((
                 config.trusted_height.try_into()?,
-                config
-                    .trusted_hash
-                    .parse()
-                    .map_err(|_| Error::GenericErr("invalid hash".to_string()))?,
+                config.trusted_hash.parse()?,
             ))
         }
     }
diff --git a/crates/cli/src/request/init.rs b/crates/cli/src/request/init.rs
index 51f5ee95..e2603735 100644
--- a/crates/cli/src/request/init.rs
+++ b/crates/cli/src/request/init.rs
@@ -1,6 +1,8 @@
 use std::path::PathBuf;
 
-use crate::{error::Error, request::Request};
+use color_eyre::{eyre::eyre, Report, Result};
+
+use crate::request::Request;
 
 #[derive(Clone, Debug)]
 pub struct InitRequest {
@@ -8,16 +10,16 @@ pub struct InitRequest {
 }
 
 impl TryFrom<InitRequest> for Request {
-    type Error = Error;
+    type Error = Report;
 
-    fn try_from(request: InitRequest) -> Result<Request, Error> {
+    fn try_from(request: InitRequest) -> Result<Request> {
         if request.name.extension().is_some() {
-            return Err(Error::PathNotDir(format!("{}", request.name.display())));
+            return Err(eyre!("Path is not a directory: {}", request.name.display()));
         } else if request.name.exists() {
-            return Err(Error::GenericErr(format!(
+            return Err(eyre!(
                 "Directory already exists: {}",
                 request.name.display()
-            )));
+            ));
         }
 
         Ok(Request::Init(request))
diff --git a/crates/utils/cw-client/Cargo.toml b/crates/utils/cw-client/Cargo.toml
index 7e9226a1..2c4c5242 100644
--- a/crates/utils/cw-client/Cargo.toml
+++ b/crates/utils/cw-client/Cargo.toml
@@ -12,12 +12,13 @@ authors.workspace = true
 path = "src/lib.rs"
 
 [dependencies]
+anyhow.workspace = true
 async-trait.workspace = true
+color-eyre.workspace = true
 hex.workspace = true
 reqwest.workspace = true
 serde.workspace = true
 serde_json.workspace = true
-anyhow.workspace = true
 tonic.workspace = true
 
 cosmrs = { workspace = true, default-features = false, features = ["cosmwasm"] }
diff --git a/crates/utils/cw-client/src/cli.rs b/crates/utils/cw-client/src/cli.rs
index 8aea0721..a352be46 100644
--- a/crates/utils/cw-client/src/cli.rs
+++ b/crates/utils/cw-client/src/cli.rs
@@ -1,6 +1,6 @@
 use std::process::Command;
 
-use anyhow::anyhow;
+use color_eyre::{eyre::eyre, Help, Report, Result};
 use cosmrs::{tendermint::chain::Id, AccountId};
 use reqwest::Url;
 use serde::de::DeserializeOwned;
@@ -55,8 +55,23 @@ impl CliClient {
         }
     }
 
-    fn new_command(&self) -> Command {
-        Command::new(self.kind.bin())
+    fn new_command(&self) -> Result<Command> {
+        let bin = self.kind.bin();
+        if !self.is_bin_available(&bin) {
+            return Err(eyre!("Binary '{}' not found in PATH", bin)).suggestion(format!(
+                "Have you installed {}? If so, check that it's in your PATH.",
+                bin
+            ));
+        }
+
+        Ok(Command::new(self.kind.bin()))
+    }
+    fn is_bin_available(&self, bin: &str) -> bool {
+        Command::new("which")
+            .arg(bin)
+            .output()
+            .map(|output| output.status.success())
+            .unwrap_or(false)
     }
 }
 
@@ -66,14 +81,14 @@ impl CwClient for CliClient {
     type Query = serde_json::Value;
     type RawQuery = String;
     type ChainId = Id;
-    type Error = anyhow::Error;
+    type Error = Report;
 
     async fn query_smart<R: DeserializeOwned + Send>(
         &self,
         contract: &Self::Address,
         query: Self::Query,
     ) -> Result<R, Self::Error> {
-        let mut command = self.new_command();
+        let mut command = self.new_command()?;
         let command = command
             .args(["--node", self.url.as_str()])
             .args(["query", "wasm"])
@@ -83,11 +98,11 @@ impl CwClient for CliClient {
 
         let output = command.output()?;
         if !output.status.success() {
-            return Err(anyhow!("{:?}", output));
+            return Err(eyre!("{:?}", output));
         }
 
         let query_result: R = serde_json::from_slice(&output.stdout)
-            .map_err(|e| anyhow!("Error deserializing: {}", e))?;
+            .map_err(|e| eyre!("Error deserializing: {}", e))?;
         Ok(query_result)
     }
 
@@ -96,7 +111,7 @@ impl CwClient for CliClient {
         contract: &Self::Address,
         query: Self::RawQuery,
     ) -> Result<R, Self::Error> {
-        let mut command = self.new_command();
+        let mut command = self.new_command()?;
         let command = command
             .args(["--node", self.url.as_str()])
             .args(["query", "wasm"])
@@ -106,7 +121,7 @@ impl CwClient for CliClient {
 
         let output = command.output()?;
         if !output.status.success() {
-            return Err(anyhow!("{:?}", output));
+            return Err(eyre!("{:?}", output));
         }
 
         let query_result: R = serde_json::from_slice(&output.stdout).unwrap_or_default();
@@ -114,7 +129,7 @@ impl CwClient for CliClient {
     }
 
     fn query_tx<R: DeserializeOwned + Default>(&self, txhash: &str) -> Result<R, Self::Error> {
-        let mut command = self.new_command();
+        let mut command = self.new_command()?;
         let command = command
             .args(["--node", self.url.as_str()])
             .args(["query", "tx"])
@@ -123,7 +138,7 @@ impl CwClient for CliClient {
 
         let output = command.output()?;
         if !output.status.success() {
-            return Err(anyhow!("{:?}", output));
+            return Err(eyre!("{:?}", output));
         }
 
         let query_result: R = serde_json::from_slice(&output.stdout).unwrap_or_default();
@@ -139,7 +154,7 @@ impl CwClient for CliClient {
         msg: M,
         fees: &str,
     ) -> Result<String, Self::Error> {
-        let mut command = self.new_command();
+        let mut command = self.new_command()?;
         let command = command
             .args(["--node", self.url.as_str()])
             .args(["--chain-id", chain_id.as_ref()])
@@ -154,7 +169,7 @@ impl CwClient for CliClient {
         let output = command.output()?;
 
         if !output.status.success() {
-            return Err(anyhow!("{:?}", output));
+            return Err(eyre!("{:?}", output));
         }
 
         // TODO: find the rust type for the tx output and return that
@@ -167,7 +182,7 @@ impl CwClient for CliClient {
         sender: &str,
         wasm_path: M,
     ) -> Result<String, Self::Error> {
-        let mut command = self.new_command();
+        let mut command = self.new_command()?;
         let command = command
             .args(["--node", self.url.as_str()])
             .args(["tx", "wasm", "store", &wasm_path.to_string()])
@@ -182,7 +197,7 @@ impl CwClient for CliClient {
         let output = command.output()?;
 
         if !output.status.success() {
-            return Err(anyhow!("{:?}", output));
+            return Err(eyre!("{:?}", output));
         }
 
         // TODO: find the rust type for the tx output and return that
@@ -197,7 +212,7 @@ impl CwClient for CliClient {
         init_msg: M,
         label: &str,
     ) -> Result<String, Self::Error> {
-        let mut command = self.new_command();
+        let mut command = self.new_command()?;
         let command = command
             .args(["--node", self.url.as_str()])
             .args(["tx", "wasm", "instantiate"])
@@ -215,7 +230,7 @@ impl CwClient for CliClient {
         let output = command.output()?;
 
         if !output.status.success() {
-            return Err(anyhow!("{:?}", output));
+            return Err(eyre!("{:?}", output));
         }
 
         // TODO: find the rust type for the tx output and return that
@@ -223,13 +238,13 @@ impl CwClient for CliClient {
     }
 
     fn trusted_height_hash(&self) -> Result<(u64, String), Self::Error> {
-        let mut command = self.new_command();
+        let mut command = self.new_command()?;
         let command = command.args(["--node", self.url.as_str()]).arg("status");
 
         let output = command.output()?;
 
         if !output.status.success() {
-            return Err(anyhow!("{:?}", output));
+            return Err(eyre!("{:?}", output));
         }
 
         let query_result: serde_json::Value =
@@ -241,13 +256,13 @@ impl CwClient for CliClient {
         };
         let trusted_height = query_result[sync_info]["latest_block_height"]
             .as_str()
-            .ok_or(anyhow!("Could not query height"))?;
+            .ok_or(eyre!("Could not query height"))?;
 
         let trusted_height = trusted_height.parse::<u64>()?;
 
         let trusted_hash = query_result[sync_info]["latest_block_hash"]
             .as_str()
-            .ok_or(anyhow!("Could not query height"))?
+            .ok_or(eyre!("Could not query height"))?
             .to_string();
 
         Ok((trusted_height, trusted_hash))
diff --git a/examples/transfers/enclave/Cargo.lock b/examples/transfers/enclave/Cargo.lock
index fd26df5a..8db89875 100644
--- a/examples/transfers/enclave/Cargo.lock
+++ b/examples/transfers/enclave/Cargo.lock
@@ -950,6 +950,7 @@ version = "0.1.0"
 dependencies = [
  "anyhow",
  "async-trait",
+ "color-eyre",
  "cosmos-sdk-proto",
  "cosmrs",
  "hex",
diff --git a/examples/transfers/enclave/src/main.rs b/examples/transfers/enclave/src/main.rs
index 20892f09..d2504de9 100644
--- a/examples/transfers/enclave/src/main.rs
+++ b/examples/transfers/enclave/src/main.rs
@@ -41,7 +41,8 @@ use crate::wslistener::WsListener;
 async fn main() -> Result<(), Box<dyn std::error::Error>> {
     let args = Cli::parse();
 
-    let admin_sk = std::env::var("ADMIN_SK")?;
+    let admin_sk = std::env::var("ADMIN_SK")
+        .map_err(|_| anyhow::anyhow!("Admin secret key not found in env vars"))?;
 
     let light_client_opts = LightClientOpts::new(
         args.chain_id.clone(),