diff --git a/packages/dd-trace/src/guardrails/index.js b/packages/dd-trace/src/guardrails/index.js
index 25daea00527..aef0f36ab65 100644
--- a/packages/dd-trace/src/guardrails/index.js
+++ b/packages/dd-trace/src/guardrails/index.js
@@ -8,12 +8,15 @@ var isTrue = require('./util').isTrue
 var log = require('./log')
 var telemetry = require('./telemetry')
 var nodeVersion = require('../../../../version')
+var fs = require('fs')
+var BUNDLE_THRESHOLD = 1024 * 256 // arbitrary 256 KB filesize threshold
 
 var NODE_MAJOR = nodeVersion.NODE_MAJOR
 
 function guard (fn) {
   var initBailout = false
   var clobberBailout = false
+  var bundleBailout = false
   var forced = isTrue(process.env.DD_INJECT_FORCE)
   var engines = require('../../../../package.json').engines
   var minMajor = parseInt(engines.node.replace(/[^0-9]/g, ''))
@@ -36,6 +39,20 @@ function guard (fn) {
         clobberBailout = true
       }
     }
+
+    // If the application has been bundled then we probably cannot instrument it since the require() calls are gone
+    // If the app was bundled using our ESBuild plugin it should have a copy of the tracer insde of it anyway.
+
+    var contents = fs.readFileSync(entrypoint, 'utf8')
+
+    // this only checks for ESBuild bundles, but there are many other bundlers to consider
+    if (
+      contents.length > BUNDLE_THRESHOLD &&
+      contents.indexOf('__defProp') !== -1 &&
+      contents.indexOf('Bundled license information') !== -1
+    ) {
+      bundleBailout = true
+    }
   }
 
   // If the runtime doesn't match the engines field in package.json, then we
@@ -53,6 +70,18 @@ function guard (fn) {
     }
   }
 
+  if (bundleBailout) {
+    initBailout = true
+    telemetry([
+      { name: 'abort', tags: ['reason:incompatible_bundle'] }, // TODO: what reason code
+      { name: 'abort.runtime', tags: [] }
+    ])
+    log.info('Aborting application instrumentation since application is bundled.')
+    if (forced) {
+      log.info('DD_INJECT_FORCE enabled, allowing unsupported bundling and continuing.')
+    }
+  }
+
   if (!clobberBailout && (!initBailout || forced)) {
     // Ensure the instrumentation source is set for the current process and potential 
     // child processes.