diff --git a/.chloggen/operator-instrumentation-update.yaml b/.chloggen/operator-instrumentation-update.yaml
new file mode 100644
index 0000000000..52756797fb
--- /dev/null
+++ b/.chloggen/operator-instrumentation-update.yaml
@@ -0,0 +1,12 @@
+# One of 'breaking', 'deprecation', 'new_component', 'enhancement', 'bug_fix'
+change_type: breaking
+# The name of the component, or a single word describing the area of concern, (e.g. agent, clusterReceiver, gateway, operator, chart, other)
+component: operator
+# A brief description of the change. Surround your text with quotes ("") if it needs to start with a backtick (`).
+note: Operator Helm values previously under `.Values.operator.instrumentation.spec.*` have been moved to `.Values.instrumentation.*`
+# One or more tracking issues related to the change
+issues: [1436]
+# (Optional) One or more lines of additional information to render under the primary note.
+# These lines will be padded with 2 spaces and then inserted directly into the document.
+# Use pipe (|) for multiline entries.
+subtext: If you use custom values under `.Values.operator.instrumentation.spec.*` please review the [upgrade guidelines](https://github.com/signalfx/splunk-otel-collector-chart/blob/main/UPGRADING.md#01055-01080)
diff --git a/UPGRADING.md b/UPGRADING.md
index 8c4250a70d..774f3e5f49 100644
--- a/UPGRADING.md
+++ b/UPGRADING.md
@@ -1,5 +1,37 @@
 # Upgrade guidelines
 
+## 0.105.5 to 0.108.0
+
+We've simplified the Helm chart configuration for `operator` auto-instrumentation.
+The values previously under `.Values.operator.instrumentation.spec.*` have been moved to `.Values.instrumentation.*`.
+
+- **No Action Needed**: If you have no customizations under `.Values.operator.instrumentation.spec.*`, no migration is required.
+- **Action Required**: Continuing to use the old values path will result in a Helm install or upgrade error, blocking the process.
+
+Migration Steps:
+
+1. **Find** any references to `.Values.operator.instrumentation.spec.*` in your Helm values with custom values.
+2. **Migrate** them from `.Values.operator.instrumentation.spec.*` to `.Values.instrumentation.*`.
+
+Example Migration:
+
+Before (Deprecated Path):
+
+```yaml
+operator:
+  instrumentation:
+    spec:
+      endpoint: XXX
+      ...
+```
+
+After (Updated Path):
+```yaml
+instrumentation:
+  endpoint: XXX
+  ...
+```
+
 ## 0.105.3 to 0.105.4
 
 The `Java instrumentation` for Operator auto-instrumentation has been upgraded from v1.32.2 to v2.7.0.