diff --git a/src/__tests__/__snapshots__/integration.test.ts.snap b/src/__tests__/__snapshots__/integration.test.ts.snap
index 5d2e907..810bbf0 100644
--- a/src/__tests__/__snapshots__/integration.test.ts.snap
+++ b/src/__tests__/__snapshots__/integration.test.ts.snap
@@ -43,6 +43,7 @@ Resources:
     ".vscode/launch.json": "{
   \\"version\\": \\"0.2.0\\",
   \\"configurations\\": [
+    // BEGIN AwsSamPlugin
     {
       \\"name\\": \\"MyLambda\\",
       \\"type\\": \\"node\\",
@@ -62,6 +63,7 @@ Resources:
         \\"<node_internals>/**/*.js\\"
       ]
     }
+    // END AwsSamPlugin
   ]
 }",
   },
@@ -89,6 +91,7 @@ Resources:
     ".vscode/launch.json": "{
   \\"version\\": \\"0.2.0\\",
   \\"configurations\\": [
+    // BEGIN AwsSamPlugin
     {
       \\"name\\": \\"MyLambda\\",
       \\"type\\": \\"node\\",
@@ -108,6 +111,7 @@ Resources:
         \\"<node_internals>/**/*.js\\"
       ]
     }
+    // END AwsSamPlugin
   ]
 }",
   },
@@ -135,6 +139,7 @@ Resources:
     ".vscode/launch.json": "{
   \\"version\\": \\"0.2.0\\",
   \\"configurations\\": [
+    // BEGIN AwsSamPlugin
     {
       \\"name\\": \\"MyLambda\\",
       \\"type\\": \\"node\\",
@@ -154,6 +159,7 @@ Resources:
         \\"<node_internals>/**/*.js\\"
       ]
     }
+    // END AwsSamPlugin
   ]
 }",
   },
@@ -181,6 +187,7 @@ Resources:
     ".vscode/launch.json": "{
   \\"version\\": \\"0.2.0\\",
   \\"configurations\\": [
+    // BEGIN AwsSamPlugin
     {
       \\"name\\": \\"MyLambda\\",
       \\"type\\": \\"node\\",
@@ -200,6 +207,7 @@ Resources:
         \\"<node_internals>/**/*.js\\"
       ]
     }
+    // END AwsSamPlugin
   ]
 }",
   },
@@ -216,6 +224,7 @@ Object {
     ".vscode/launch.json": "{
   \\"version\\": \\"0.2.0\\",
   \\"configurations\\": [
+    // BEGIN AwsSamPlugin
     {
       \\"name\\": \\"a:MyLambda\\",
       \\"type\\": \\"node\\",
@@ -254,6 +263,7 @@ Object {
         \\"<node_internals>/**/*.js\\"
       ]
     }
+    // END AwsSamPlugin
   ]
 }",
     "project-a/.aws-sam/build/template.yaml": "AWSTemplateFormatVersion: 2010-09-09
@@ -294,6 +304,7 @@ Object {
     ".vscode/launch.json": "{
   \\"version\\": \\"0.2.0\\",
   \\"configurations\\": [
+    // BEGIN AwsSamPlugin
     {
       \\"name\\": \\"a:MyLambda\\",
       \\"type\\": \\"node\\",
@@ -332,6 +343,7 @@ Object {
         \\"<node_internals>/**/*.js\\"
       ]
     }
+    // END AwsSamPlugin
   ]
 }",
     "project-a/.aws-sam/build/template.yaml": "AWSTemplateFormatVersion: 2010-09-09
diff --git a/src/__tests__/integration.test.ts b/src/__tests__/integration.test.ts
index 8f83cff..4995eb5 100644
--- a/src/__tests__/integration.test.ts
+++ b/src/__tests__/integration.test.ts
@@ -189,6 +189,165 @@ test("Happy path with VS Code debugging disabled", () => {
   expect({ entryPoints, files: fs.__getMockWrittenFiles() }).toMatchSnapshot();
 });
 
+const vscodeLaunchJson1 = `{
+  "version": "0.2.0",
+  "configurations": [
+    {
+      "name": "CustomLambda",
+      "type": "node",
+      "request": "attach",
+      "address": "localhost",
+      "port": 5858,
+      "localRoot": "\${workspaceFolder}/.aws-sam/build/CustomLambda",
+      "remoteRoot": "/var/task",
+      "protocol": "inspector",
+      "stopOnEntry": false,
+      "outFiles": [
+        "\${workspaceFolder}/.aws-sam/build/CustomLambda/**/*.js"
+      ],
+      "sourceMaps": true,
+      "skipFiles": [
+        "/var/runtime/**/*.js",
+        "<node_internals>/**/*.js"
+      ]
+    }
+  ]
+}`;
+const vscodeLaunchJson2 = `{
+  "version": "0.2.0",
+  "configurations": [
+    {
+      "name": "CustomLambda",
+      "type": "node",
+      "request": "attach",
+      "address": "localhost",
+      "port": 5858,
+      "localRoot": "\${workspaceFolder}/.aws-sam/build/CustomLambda",
+      "remoteRoot": "/var/task",
+      "protocol": "inspector",
+      "stopOnEntry": false,
+      "outFiles": [
+        "\${workspaceFolder}/.aws-sam/build/CustomLambda/**/*.js"
+      ],
+      "sourceMaps": true,
+      "skipFiles": [
+        "/var/runtime/**/*.js",
+        "<node_internals>/**/*.js"
+      ]
+    },
+    // BEGIN AwsSamPlugin
+    {
+      "name": "OldLambda",
+      "type": "node",
+      "request": "attach",
+      "address": "localhost",
+      "port": 5858,
+      "localRoot": "\${workspaceFolder}/.aws-sam/build/OldLambda",
+      "remoteRoot": "/var/task",
+      "protocol": "inspector",
+      "stopOnEntry": false,
+      "outFiles": [
+        "\${workspaceFolder}/.aws-sam/build/OldLambda/**/*.js"
+      ],
+      "sourceMaps": true,
+      "skipFiles": [
+        "/var/runtime/**/*.js",
+        "<node_internals>/**/*.js"
+      ]
+    }
+    // END AwsSamPlugin
+  ]
+}`;
+const vscodeLaunchJsonTest = `{
+  "version": "0.2.0",
+  "configurations": [
+    {
+      "name": "CustomLambda",
+      "type": "node",
+      "request": "attach",
+      "address": "localhost",
+      "port": 5858,
+      "localRoot": "\${workspaceFolder}/.aws-sam/build/CustomLambda",
+      "remoteRoot": "/var/task",
+      "protocol": "inspector",
+      "stopOnEntry": false,
+      "outFiles": [
+        "\${workspaceFolder}/.aws-sam/build/CustomLambda/**/*.js"
+      ],
+      "sourceMaps": true,
+      "skipFiles": [
+        "/var/runtime/**/*.js",
+        "<node_internals>/**/*.js"
+      ]
+    },
+    // BEGIN AwsSamPlugin
+    {
+      "name": "MyLambda",
+      "type": "node",
+      "request": "attach",
+      "address": "localhost",
+      "port": 5858,
+      "localRoot": "\${workspaceFolder}/.aws-sam/build/MyLambda",
+      "remoteRoot": "/var/task",
+      "protocol": "inspector",
+      "stopOnEntry": false,
+      "outFiles": [
+        "\${workspaceFolder}/.aws-sam/build/MyLambda/**/*.js"
+      ],
+      "sourceMaps": true,
+      "skipFiles": [
+        "/var/runtime/**/*.js",
+        "<node_internals>/**/*.js"
+      ]
+    }
+    // END AwsSamPlugin
+  ]
+}`;
+
+test.each([
+  [vscodeLaunchJson1, vscodeLaunchJsonTest],
+  [vscodeLaunchJson2, vscodeLaunchJsonTest],
+])("Happy build launch.json with replace old content", (srcData, testData) => {
+  const plugin = new SamPlugin({ vscodeDebug: true });
+
+  // @ts-ignore
+  fs.__clearMocks();
+  // @ts-ignore
+  fs.__setMockDirs(["."]);
+  // @ts-ignore
+  fs.__setMockFiles({ "./template.yaml": samTemplate, ".vscode/launch.json": srcData });
+
+  // @ts-ignore
+  path.__clearMocks();
+  // @ts-ignore
+  path.__setMockBasenames({ "./template.yaml": "template.yaml" });
+  // @ts-ignore
+  path.__setMockDirnames({ "./template.yaml": "." });
+  // @ts-ignore
+  path.__setMockRelatives({ ".#.": "" });
+
+  const entryPoints = plugin.entry();
+
+  let afterEmit: (_compilation: any) => void;
+
+  plugin.apply({
+    hooks: {
+      afterEmit: {
+        tap: (n: string, f: (_compilation: any) => void) => {
+          afterEmit = f;
+        },
+      },
+    },
+  });
+  // @ts-ignore
+  afterEmit(null);
+
+  // @ts-ignore
+  const vscodeLaunchJsonContent = fs.__getMockWrittenFiles()[".vscode/launch.json"];
+
+  expect(vscodeLaunchJsonContent).toEqual(testData);
+});
+
 test("Happy path with multiple projects works", () => {
   const plugin = new SamPlugin({ projects: { a: "project-a", b: "project-b" } });
 
diff --git a/src/index.ts b/src/index.ts
index 15cff38..ad846f0 100644
--- a/src/index.ts
+++ b/src/index.ts
@@ -335,7 +335,35 @@ class AwsSamPlugin {
         if (!fs.existsSync(".vscode")) {
           fs.mkdirSync(".vscode");
         }
-        fs.writeFileSync(".vscode/launch.json", JSON.stringify(this.launchConfig, null, 2));
+
+        const launchPath = ".vscode/launch.json";
+
+        const launchContent = JSON.stringify(this.launchConfig, null, 2)
+          .replace(/^(.*"configurations": \[\s*)$/m, "$1\n    // BEGIN AwsSamPlugin")
+          .replace(/(\n  \s*\][\r\n]+\})$/m, "\n    // END AwsSamPlugin$1");
+        const regexBlock = /\s+\/\/ BEGIN AwsSamPlugin(\r|\n|.)+\/\/ END AwsSamPlugin/m;
+
+        // get new "configurations" content
+        const matches = launchContent.match(regexBlock);
+        if (!matches) {
+          throw new Error(launchPath + " new content does not match");
+        }
+        const launchConfigurations = matches[0];
+
+        if (fs.existsSync(launchPath)) {
+          const launchContentOld = fs.readFileSync(launchPath).toString("utf8");
+          if (launchContentOld.match(regexBlock)) {
+            // partial rewrite contents
+            const newContent = launchContentOld.replace(regexBlock, () => launchConfigurations);
+            fs.writeFileSync(launchPath, newContent);
+          } else {
+            // add configurations
+            const newContent = launchContentOld.replace(/(\n  \]\n\})$/m, (p0, p1) => `,${launchConfigurations}${p1}`);
+            fs.writeFileSync(launchPath, newContent);
+          }
+        } else {
+          fs.writeFileSync(launchPath, launchContent);
+        }
       }
     });
   }