diff --git a/packages/bruno-cli/tests/runner/prepare-request.spec.js b/packages/bruno-cli/tests/runner/prepare-request.spec.js
index 6b47a3004..4c6e86c69 100644
--- a/packages/bruno-cli/tests/runner/prepare-request.spec.js
+++ b/packages/bruno-cli/tests/runner/prepare-request.spec.js
@@ -247,4 +247,209 @@ describe('prepare-request: prepareRequest', () => {
       });
     });
   });
+
+  describe('Properly maps request-level auth', () => {
+    let item;
+
+    beforeEach(() => {
+      item = {
+        name: 'Test Request',
+        type: 'http-request',
+        request: {
+          method: 'GET',
+          headers: [],
+          params: [],
+          url: 'https://usebruno.com',
+          auth: {
+            mode: 'basic' // Will be overridden in each test
+          },
+          script: {
+            req: 'console.log("Pre Request")',
+            res: 'console.log("Post Response")'
+          }
+        }
+      };
+    });
+
+    describe('API Key Authentication', () => {
+      it('If request auth is apikey in header', () => {
+        item.request.auth = {
+          mode: "apikey",
+          apikey: {
+            key: "x-api-key",
+            value: "{{apiKey}}",
+            placement: "header"
+          }
+        };
+
+        const result = prepareRequest(item);
+        expect(result.headers).toHaveProperty('x-api-key', '{{apiKey}}');
+      });
+
+      it('If request auth is apikey in header and request has existing headers', () => {
+        item.request.auth = {
+          mode: "apikey",
+          apikey: {
+            key: "x-api-key",
+            value: "{{apiKey}}",
+            placement: "header"
+          }
+        };
+
+        item.request.headers.push({ name: 'Content-Type', value: 'application/json', enabled: true });
+        const result = prepareRequest(item);
+        expect(result.headers).toHaveProperty('Content-Type', 'application/json');
+        expect(result.headers).toHaveProperty('x-api-key', '{{apiKey}}');
+      });
+
+      it('If request auth is apikey in query parameters', () => {
+        item.request.auth = {
+          mode: "apikey",
+          apikey: {
+            key: "x-api-key",
+            value: "{{apiKey}}",
+            placement: "queryparams"
+          }
+        };
+
+        const urlObj = new URL(item.request.url);
+        urlObj.searchParams.set(item.request.auth.apikey.key, item.request.auth.apikey.value);
+
+        const expected = urlObj.toString();
+        const result = prepareRequest(item);
+        expect(result.url).toEqual(expected);
+      });
+    });
+
+    describe('Basic Authentication', () => {
+      it('If request auth is basic auth', () => {
+        item.request.auth = {
+          mode: 'basic',
+          basic: {
+            username: 'testUser',
+            password: 'testPass123'
+          }
+        };
+
+        const result = prepareRequest(item);
+        const expected = { username: 'testUser', password: 'testPass123' };
+        expect(result.basicAuth).toEqual(expected);
+      });
+    });
+
+    describe('Bearer Token Authentication', () => {
+      it('If request auth is bearer token', () => {
+        item.request.auth = {
+          mode: 'bearer',
+          bearer: {
+            token: 'token123'
+          }
+        };
+
+        const result = prepareRequest(item);
+        expect(result.headers).toHaveProperty('Authorization', 'Bearer token123');
+      });
+
+      it('If request auth is bearer token and request has existing headers', () => {
+        item.request.auth = {
+          mode: 'bearer',
+          bearer: {
+            token: 'token123'
+          }
+        };
+
+        item.request.headers.push({ name: 'Content-Type', value: 'application/json', enabled: true });
+
+        const result = prepareRequest(item);
+        expect(result.headers).toHaveProperty('Authorization', 'Bearer token123');
+        expect(result.headers).toHaveProperty('Content-Type', 'application/json');
+      });
+    });
+
+    describe('AWS v4 Authentication', () => {
+      it('If request auth is AWS v4', () => {
+        item.request.auth = {
+          mode: 'awsv4',
+          awsv4: {
+            accessKeyId: 'AKIAIOSFODNN7EXAMPLE',
+            secretAccessKey: 'wJalrXUtnFEMI/K7MDENG/bPxRfiCYEXAMPLEKEY',
+            sessionToken: 'request-session-token',
+            service: 'dynamodb',
+            region: 'us-east-1',
+            profileName: 'dev'
+          }
+        };
+
+        const result = prepareRequest(item);
+        const expected = {
+          accessKeyId: 'AKIAIOSFODNN7EXAMPLE',
+          secretAccessKey: 'wJalrXUtnFEMI/K7MDENG/bPxRfiCYEXAMPLEKEY',
+          sessionToken: 'request-session-token',
+          service: 'dynamodb',
+          region: 'us-east-1',
+          profileName: 'dev'
+        };
+        expect(result.awsv4config).toEqual(expected);
+      });
+    });
+
+    describe('NTLM Authentication', () => {
+      it('If request auth is NTLM', () => {
+        item.request.auth = {
+          mode: 'ntlm',
+          ntlm: {
+            username: 'testUser',
+            password: 'testPass123',
+            domain: 'testDomain'
+          }
+        };
+
+        const result = prepareRequest(item);
+        const expected = {
+          username: 'testUser',
+          password: 'testPass123',
+          domain: 'testDomain'
+        };
+        expect(result.ntlmConfig).toEqual(expected);
+      });
+    });
+
+    describe('WSSE Authentication', () => {
+      it('If request auth is WSSE', () => {
+        item.request.auth = {
+          mode: 'wsse',
+          wsse: {
+            username: 'requestUser',
+            password: 'requestPass'
+          }
+        };
+
+        const result = prepareRequest(item);
+        expect(result.headers).toHaveProperty('X-WSSE');
+        expect(result.headers['X-WSSE']).toContain('UsernameToken Username="requestUser"');
+        expect(result.headers['X-WSSE']).toContain('PasswordDigest="');
+        expect(result.headers['X-WSSE']).toContain('Nonce="');
+        expect(result.headers['X-WSSE']).toContain('Created="');
+      });
+    });
+
+    describe('Digest Authentication', () => {
+      it('If request auth is digest auth', () => {
+        item.request.auth = {
+          mode: 'digest',
+          digest: {
+            username: 'requestUser',
+            password: 'requestPass123'
+          }
+        };
+
+        const result = prepareRequest(item);
+        const expected = {
+          username: 'requestUser',
+          password: 'requestPass123'
+        };
+        expect(result.digestConfig).toEqual(expected);
+      });
+    });
+  });
 });