diff --git a/lib/internal/debugger/inspect_repl.js b/lib/internal/debugger/inspect_repl.js
index b6f8e32e806dfe..630069f9acfc4c 100644
--- a/lib/internal/debugger/inspect_repl.js
+++ b/lib/internal/debugger/inspect_repl.js
@@ -380,6 +380,7 @@ function createRepl(inspector) {
   let selectedFrame;
   let exitDebugRepl;
   let contextLineNumber = 2;
+  let pendingInitialPauseDisplay;
 
   function resetOnStart() {
     knownScripts = {};
@@ -890,11 +891,32 @@ function createRepl(inspector) {
       });
   }
 
+  function shouldWaitForInitialPauseDisplay() {
+    return inspector.child !== null && inspector.child !== undefined;
+  }
+
+  function waitForInitialPauseDisplay() {
+    let resolve;
+    const promise = new Promise((res) => {
+      resolve = res;
+    });
+    pendingInitialPauseDisplay = { promise, resolve };
+    return pendingInitialPauseDisplay;
+  }
+
+  function resolveInitialPauseDisplay() {
+    if (pendingInitialPauseDisplay) {
+      pendingInitialPauseDisplay.resolve();
+      pendingInitialPauseDisplay = null;
+    }
+  }
+
   Debugger.on('paused', ({ callFrames, reason /* , hitBreakpoints */ }) => {
     if (process.env.NODE_INSPECT_RESUME_ON_START === '1' &&
         reason === 'Break on start') {
       debuglog('Paused on start, but NODE_INSPECT_RESUME_ON_START' +
               ' environment variable is set to 1, resuming');
+      resolveInitialPauseDisplay();
       inspector.client.callMethod('Debugger.resume');
       return;
     }
@@ -910,7 +932,7 @@ function createRepl(inspector) {
 
     const header = `${breakType} in ${scriptUrl}:${lineNumber + 1}`;
 
-    inspector.suspendReplWhile(() =>
+    const pauseDisplay = inspector.suspendReplWhile(() =>
       PromisePrototypeThen(
         SafePromiseAllReturnArrayLike([formatWatchers(true), selectedFrame.list(contextLineNumber)]),
         ({ 0: watcherList, 1: context }) => {
@@ -919,6 +941,11 @@ function createRepl(inspector) {
             inspect(context);
           print(`${header}\n${breakContext}`);
         }));
+    PromisePrototypeThen(
+      pauseDisplay,
+      resolveInitialPauseDisplay,
+      resolveInitialPauseDisplay,
+    );
   });
 
   function handleResumed() {
@@ -947,7 +974,18 @@ function createRepl(inspector) {
 
   async function runAndInit() {
     await inspector.run();
-    await initAfterStart();
+    const initialPauseDisplay = shouldWaitForInitialPauseDisplay() ?
+      waitForInitialPauseDisplay() : null;
+    try {
+      await initAfterStart();
+      if (initialPauseDisplay) {
+        await initialPauseDisplay.promise;
+      }
+    } finally {
+      if (pendingInitialPauseDisplay === initialPauseDisplay) {
+        pendingInitialPauseDisplay = null;
+      }
+    }
   }
 
   function initializeContext(context) {
diff --git a/test/parallel/test-debugger-run-restart-init.js b/test/parallel/test-debugger-run-restart-init.js
index 78f237353baf8c..8d8354b0d471ae 100644
--- a/test/parallel/test-debugger-run-restart-init.js
+++ b/test/parallel/test-debugger-run-restart-init.js
@@ -36,6 +36,10 @@ function createAgent(domain, calls, gates) {
   agent.setBlackboxPatterns = method('setBlackboxPatterns');
   agent.setPauseOnExceptions = method('setPauseOnExceptions');
   agent.runIfWaitingForDebugger = method('runIfWaitingForDebugger');
+  agent.getScriptSource = async () => {
+    calls.push(`${domain}.getScriptSource`);
+    return { scriptSource: 'let x = 1;\nx = x + 1;\n' };
+  };
   return agent;
 }
 
@@ -56,7 +60,30 @@ function evalCommand(repl, command) {
   });
 }
 
-async function assertCommandWaitsForInit(repl, command, gate, calls) {
+function emitInitialPause(inspector) {
+  inspector.Debugger.emit('paused', {
+    reason: 'Break on start',
+    callFrames: [{
+      callFrameId: 'call-frame-id',
+      functionName: '',
+      location: {
+        scriptId: '1',
+        lineNumber: 0,
+        columnNumber: 0,
+      },
+      scopeChain: [],
+    }],
+  });
+}
+
+async function assertCommandWaitsForInitAndPauseDisplay(
+  repl,
+  command,
+  gate,
+  pauseDisplayGate,
+  calls,
+  inspector,
+) {
   let settled = false;
   const promise = evalCommand(repl, command).then(() => {
     settled = true;
@@ -70,6 +97,22 @@ async function assertCommandWaitsForInit(repl, command, gate, calls) {
   );
 
   gate.resolve();
+  await new Promise(setImmediate);
+  assert.strictEqual(
+    settled,
+    false,
+    `${command} resolved before initial pause was displayed: ${calls}`,
+  );
+
+  emitInitialPause(inspector);
+  await new Promise(setImmediate);
+  assert.strictEqual(
+    settled,
+    false,
+    `${command} resolved before pause display completed: ${calls}`,
+  );
+
+  pauseDisplayGate.resolve();
   await promise;
   assert.strictEqual(settled, true);
 }
@@ -78,17 +121,26 @@ async function assertCommandWaitsForInit(repl, command, gate, calls) {
   const calls = [];
   const runGate = createGate();
   const restartGate = createGate();
+  const runPauseDisplayGate = createGate();
+  const restartPauseDisplayGate = createGate();
   const gates = [null, runGate, restartGate];
+  const pauseDisplayGates = [runPauseDisplayGate, restartPauseDisplayGate];
   const inspector = {
+    child: null,
     client: new EventEmitter(),
     domainNames: ['Debugger', 'HeapProfiler', 'Profiler', 'Runtime'],
     stdin: new PassThrough(),
     stdout: new PassThrough(),
     run: common.mustCall(async () => {
       calls.push('inspector.run');
+      inspector.child = {};
     }, 2),
+    print(text, addNewline = true) {
+      inspector.stdout.write(addNewline ? `${text}\n` : text);
+    },
     suspendReplWhile(fn) {
-      return fn();
+      const pauseDisplayGate = pauseDisplayGates.shift();
+      return Promise.resolve(fn()).then(() => pauseDisplayGate.promise);
     },
   };
 
@@ -98,8 +150,22 @@ async function assertCommandWaitsForInit(repl, command, gate, calls) {
 
   const repl = await createRepl(inspector)();
 
-  await assertCommandWaitsForInit(repl, 'run', runGate, calls);
-  await assertCommandWaitsForInit(repl, 'restart', restartGate, calls);
+  await assertCommandWaitsForInitAndPauseDisplay(
+    repl,
+    'run',
+    runGate,
+    runPauseDisplayGate,
+    calls,
+    inspector,
+  );
+  await assertCommandWaitsForInitAndPauseDisplay(
+    repl,
+    'restart',
+    restartGate,
+    restartPauseDisplayGate,
+    calls,
+    inspector,
+  );
 
   assert.deepStrictEqual(
     calls.filter((call) => (