diff --git a/.changeset/orange-rocks-grow.md b/.changeset/orange-rocks-grow.md
new file mode 100644
index 0000000000..c8a6bdaa23
--- /dev/null
+++ b/.changeset/orange-rocks-grow.md
@@ -0,0 +1,5 @@
+---
+"trigger.dev": patch
+---
+
+Fix init.ts detection when using the sentry esbuild plugin
diff --git a/packages/cli-v3/src/build/bundle.ts b/packages/cli-v3/src/build/bundle.ts
index 4f01c29370..90abe7c1d1 100644
--- a/packages/cli-v3/src/build/bundle.ts
+++ b/packages/cli-v3/src/build/bundle.ts
@@ -3,7 +3,7 @@ import { DEFAULT_RUNTIME, ResolvedConfig } from "@trigger.dev/core/v3/build";
 import { BuildManifest, BuildTarget, TaskFile } from "@trigger.dev/core/v3/schemas";
 import * as esbuild from "esbuild";
 import { createHash } from "node:crypto";
-import { basename, dirname, join, relative, resolve } from "node:path";
+import { join, relative, resolve } from "node:path";
 import { createFile } from "../utilities/fileSystem.js";
 import { logger } from "../utilities/logger.js";
 import { resolveFileSources } from "../utilities/sourceFiles.js";
@@ -17,6 +17,7 @@ import {
   getRunWorkerForTarget,
   isIndexControllerForTarget,
   isIndexWorkerForTarget,
+  isInitEntryPoint,
   isLoaderEntryPoint,
   isRunControllerForTarget,
   isRunWorkerForTarget,
@@ -246,23 +247,6 @@ export async function getBundleResultFromBuild(
     ? relative(resolvedConfig.workingDir, resolvedConfig.configFile)
     : "trigger.config.ts";
 
-  // Check if the entry point is an init.ts file at the root of a trigger directory
-  function isInitEntryPoint(entryPoint: string): boolean {
-    const initFileNames = ["init.ts", "init.mts", "init.cts", "init.js", "init.mjs", "init.cjs"];
-
-    // Check if it's directly in one of the trigger directories
-    return resolvedConfig.dirs.some((dir) => {
-      const normalizedDir = resolve(dir);
-      const normalizedEntryDir = resolve(dirname(entryPoint));
-
-      if (normalizedDir !== normalizedEntryDir) {
-        return false;
-      }
-
-      return initFileNames.includes(basename(entryPoint));
-    });
-  }
-
   for (const [outputPath, outputMeta] of Object.entries(result.metafile.outputs)) {
     if (outputPath.endsWith(".mjs")) {
       const $outputPath = resolve(workingDir, outputPath);
@@ -283,7 +267,7 @@ export async function getBundleResultFromBuild(
         indexControllerEntryPoint = $outputPath;
       } else if (isIndexWorkerForTarget(outputMeta.entryPoint, target)) {
         indexWorkerEntryPoint = $outputPath;
-      } else if (isInitEntryPoint(outputMeta.entryPoint)) {
+      } else if (isInitEntryPoint(outputMeta.entryPoint, resolvedConfig.dirs)) {
         initEntryPoint = $outputPath;
       } else {
         if (
diff --git a/packages/cli-v3/src/build/packageModules.ts b/packages/cli-v3/src/build/packageModules.ts
index 2932b2ac38..ada72e8773 100644
--- a/packages/cli-v3/src/build/packageModules.ts
+++ b/packages/cli-v3/src/build/packageModules.ts
@@ -1,5 +1,5 @@
 import { BuildTarget } from "@trigger.dev/core/v3";
-import { join } from "node:path";
+import { basename, dirname, join, resolve } from "node:path";
 import { sourceDir } from "../sourceDir.js";
 import { assertExhaustive } from "../utilities/assertExhaustive.js";
 
@@ -235,3 +235,27 @@ export function getIndexControllerForTarget(target: BuildTarget) {
 export function isConfigEntryPoint(entryPoint: string) {
   return entryPoint.startsWith("trigger.config.ts");
 }
+
+// Check if the entry point is an init.ts file at the root of a trigger directory
+export function isInitEntryPoint(entryPoint: string, triggerDirs: string[]): boolean {
+  const initFileNames = ["init.ts", "init.mts", "init.cts", "init.js", "init.mjs", "init.cjs"];
+
+  // Check if it's directly in one of the trigger directories
+  return triggerDirs.some((dir) => {
+    const normalizedDir = resolve(dir);
+    const normalizedEntryDir = resolve(dirname(entryPoint));
+
+    if (normalizedDir !== normalizedEntryDir) {
+      return false;
+    }
+
+    // Strip query string suffixes (e.g., ?sentryProxyModule=true)
+    const entryPointWithoutSuffix = entryPoint.split("?")[0];
+
+    if (!entryPointWithoutSuffix) {
+      return false;
+    }
+
+    return initFileNames.includes(basename(entryPointWithoutSuffix));
+  });
+}