diff --git a/charts/rstudio-workbench/Chart.yaml b/charts/rstudio-workbench/Chart.yaml
index 7c08c3de..25672a15 100644
--- a/charts/rstudio-workbench/Chart.yaml
+++ b/charts/rstudio-workbench/Chart.yaml
@@ -1,6 +1,6 @@
 name: rstudio-workbench
 description: Official Helm chart for RStudio Workbench
-version: 0.6.5
+version: 0.6.6
 apiVersion: v2
 appVersion: 2023.06.0
 icon: https://rstudio.com/wp-content/uploads/2018/10/RStudio-Logo-Flat.png
diff --git a/charts/rstudio-workbench/NEWS.md b/charts/rstudio-workbench/NEWS.md
index 4f61ae2a..5dfd3966 100644
--- a/charts/rstudio-workbench/NEWS.md
+++ b/charts/rstudio-workbench/NEWS.md
@@ -1,3 +1,9 @@
+# 0.6.6
+
+- Add native session support for `pip.conf`
+  - In order to mount a `pip.conf` file to `/etc/pip.conf` on server and sessions, 
+    just define the file in `config.session.pip\\.conf`
+
 # 0.6.5
 
 - Add support for `homeStorage.subPath` (and for launcher sessions)
diff --git a/charts/rstudio-workbench/README.md b/charts/rstudio-workbench/README.md
index d192cc06..bd3a8fc9 100644
--- a/charts/rstudio-workbench/README.md
+++ b/charts/rstudio-workbench/README.md
@@ -1,6 +1,6 @@
 # RStudio Workbench
 
-![Version: 0.6.5](https://img.shields.io/badge/Version-0.6.5-informational?style=flat-square) ![AppVersion: 2023.06.0](https://img.shields.io/badge/AppVersion-2023.06.0-informational?style=flat-square)
+![Version: 0.6.6](https://img.shields.io/badge/Version-0.6.6-informational?style=flat-square) ![AppVersion: 2023.06.0](https://img.shields.io/badge/AppVersion-2023.06.0-informational?style=flat-square)
 
 #### _Official Helm chart for RStudio Workbench_
 
@@ -27,11 +27,11 @@ To ensure a stable production deployment, please:
 
 ## Installing the Chart
 
-To install the chart with the release name `my-release` at version 0.6.5:
+To install the chart with the release name `my-release` at version 0.6.6:
 
 ```bash
 helm repo add rstudio https://helm.rstudio.com
-helm upgrade --install my-release rstudio/rstudio-workbench --version=0.6.5
+helm upgrade --install my-release rstudio/rstudio-workbench --version=0.6.6
 ```
 
 To explore other chart versions, take a look at:
diff --git a/charts/rstudio-workbench/templates/_helpers.tpl b/charts/rstudio-workbench/templates/_helpers.tpl
index 95bfdc8b..c3d13148 100644
--- a/charts/rstudio-workbench/templates/_helpers.tpl
+++ b/charts/rstudio-workbench/templates/_helpers.tpl
@@ -109,6 +109,11 @@ containers:
       mountPath: "/mnt/configmap/rstudio/"
     - name: rstudio-session-config
       mountPath: "/mnt/session-configmap/rstudio/"
+    {{- if hasKey .Values.config.session "pip.conf" }}
+    - name: rstudio-session-config
+      mountPath: "/etc/pip.conf"
+      subPath: "pip.conf"
+    {{- end }}
     {{- if .Values.config.sessionSecret }}
     - name: rstudio-session-secret
       mountPath: {{ .Values.session.defaultSecretMountPath }}
diff --git a/charts/rstudio-workbench/templates/configmap-general.yaml b/charts/rstudio-workbench/templates/configmap-general.yaml
index f075756f..b9ded8fc 100644
--- a/charts/rstudio-workbench/templates/configmap-general.yaml
+++ b/charts/rstudio-workbench/templates/configmap-general.yaml
@@ -16,6 +16,11 @@
     {{- $volumeList := append $sessionTemplate.pod.volumes $sessionVolume }}
     {{- $_ := set $sessionTemplate.pod "volumes" $volumeList }}
     {{- $volumeMountList := append $sessionTemplate.pod.volumeMounts $sessionVolumeMount }}
+    {{- if hasKey .Values.config.session "pip.conf" }}
+      {{- /* set the pip volume mount on sessions if necessary... */ -}}
+      {{- $pipVolumeMount := dict "mountPath" "/etc/pip.conf" "subPath" "pip.conf" "name" "session-config" }}
+      {{- $volumeMountList = append $volumeMountList $pipVolumeMount }}
+    {{- end }}
     {{- $_ := set $sessionTemplate.pod "volumeMounts" $volumeMountList }}
   {{- end }}
   {{- if .Values.config.sessionSecret}}