Capturing telemetry events for write to file failures (RooCodeInc#2527)

* added telemetry to track diff edit failures

* changeset

Author: pashpashpash

.changeset/dirty-rice-film.md

@@ -0,0 +1,5 @@
+---
+"claude-dev": minor
+---
+
+added telemetry to track replace_in_file tool failures

src/core/Cline.ts

@@ -1748,6 +1748,16 @@ export class Cline {
 									)
 								} catch (error) {
 									await this.say("diff_error", relPath)
+
+									// Extract error type from error message if possible, or use a generic type
+									const errorType =
+										error instanceof Error && error.message.includes("does not match anything")
+											? "search_not_found"
+											: "other_diff_error"
+
+									// Add telemetry for diff edit failure
+									telemetryService.captureDiffEditFailure(this.taskId, errorType)
+
 									pushToolResult(
 										formatResponse.toolError(
 											`${(error as Error)?.message}\n\n` +

src/services/telemetry/TelemetryService.ts

@@ -32,6 +32,8 @@ class PostHogClient {
 			HISTORICAL_LOADED: "task.historical_loaded",
 			// Tracks when the retry button is clicked for failed operations
 			RETRY_CLICKED: "task.retry_clicked",
+			// Tracks when a diff edit (replace_in_file) operation fails
+			DIFF_EDIT_FAILED: "task.diff_edit_failed",
 		},
 		// UI interaction events for tracking user engagement
 		UI: {
@@ -377,6 +379,21 @@ class PostHogClient {
 		})
 	}
 
+	/**
+	 * Records when a diff edit (replace_in_file) operation fails
+	 * @param taskId Unique identifier for the task
+	 * @param errorType Type of error that occurred (e.g., "search_not_found", "invalid_format")
+	 */
+	public captureDiffEditFailure(taskId: string, errorType?: string) {
+		this.capture({
+			event: PostHogClient.EVENTS.TASK.DIFF_EDIT_FAILED,
+			properties: {
+				taskId,
+				errorType,
+			},
+		})
+	}
+
 	/**
 	 * Records when a different model is selected for use
 	 * @param model Name of the selected model