diff --git a/src/main/kotlin/io/github/quiltservertools/blockbotdiscord/config/ChatRelaySpec.kt b/src/main/kotlin/io/github/quiltservertools/blockbotdiscord/config/ChatRelaySpec.kt
index 13e56cb..4ffb984 100644
--- a/src/main/kotlin/io/github/quiltservertools/blockbotdiscord/config/ChatRelaySpec.kt
+++ b/src/main/kotlin/io/github/quiltservertools/blockbotdiscord/config/ChatRelaySpec.kt
@@ -1,5 +1,6 @@
 package io.github.quiltservertools.blockbotdiscord.config
 
+import com.google.gson.JsonParser
 import com.mojang.authlib.GameProfile
 import com.uchuhimo.konf.Config
 import com.uchuhimo.konf.ConfigSpec
@@ -11,6 +12,7 @@ import io.github.quiltservertools.blockbotapi.sender.PlayerMessageSender
 import io.github.quiltservertools.blockbotdiscord.utility.getTextures
 import io.github.quiltservertools.blockbotdiscord.utility.literal
 import io.github.quiltservertools.blockbotdiscord.utility.summary
+import net.fabricmc.loader.api.FabricLoader
 import net.minecraft.advancement.Advancement
 import net.minecraft.server.MinecraftServer
 import net.minecraft.server.network.ServerPlayerEntity
@@ -18,6 +20,7 @@ import net.minecraft.text.LiteralText
 import net.minecraft.text.MutableText
 import net.minecraft.text.Text
 import net.minecraft.util.Formatting
+import java.util.*
 
 object ChatRelaySpec : ConfigSpec() {
     val allowMentions by required<Boolean>()
@@ -55,9 +58,12 @@ object ChatRelaySpec : ConfigSpec() {
         val webhookName by required<String>()
         val webhookAvatar by required<String>()
         val playerAvatarUrl by required<String>()
+        val tailorAvatarUrl by required<String>()
     }
 }
 
+val usingFabricTailor: Boolean = FabricLoader.getInstance().isModLoaded("fabrictailor")
+
 fun Config.formatDiscordMessage(sender: MessageSender, message: String): String =
     formatDiscordRelayMessage(sender, message, config[ChatRelaySpec.DiscordMessageFormatSpec.messageFormat])
 
@@ -185,13 +191,30 @@ fun Config.getReplyMsg(
     ), server
 )
 
-fun Config.getWebhookChatRelayAvatar(gameProfile: GameProfile): String =
-    PlaceholderAPI.parsePredefinedText(
+fun Config.getWebhookChatRelayAvatar(gameProfile: GameProfile): String {
+    val textures = gameProfile.getTextures()
+
+    if (usingFabricTailor && textures != null) {
+        // FabricTailor is active, use its textures
+        val decode = JsonParser.parseString(String(Base64.getDecoder().decode(textures)))
+        val skinUrl = decode.asJsonObject.get("textures").asJsonObject.get("SKIN").asJsonObject.get("url").asString
+
+        return PlaceholderAPI.parsePredefinedText(
+            this[ChatRelaySpec.WebhookSpec.tailorAvatarUrl].literal(),
+            PlaceholderAPI.ALT_PLACEHOLDER_PATTERN_CUSTOM,
+            mapOf(
+                "texture" to skinUrl.split("/").last().literal()
+            )
+        ).string
+    }
+
+    return PlaceholderAPI.parsePredefinedText(
         this[ChatRelaySpec.WebhookSpec.playerAvatarUrl].literal(),
         PlaceholderAPI.ALT_PLACEHOLDER_PATTERN_CUSTOM,
         mapOf(
             "uuid" to gameProfile.id.toString().literal(),
             "username" to gameProfile.name.literal(),
-            "texture" to (gameProfile.getTextures()?.literal() ?: LiteralText(""))
+            "texture" to (textures?.literal() ?: LiteralText(""))
         )
     ).string
+}