diff --git a/.github/workflows/validate.yml b/.github/workflows/validate.yml
index e77f6cce..227e6056 100644
--- a/.github/workflows/validate.yml
+++ b/.github/workflows/validate.yml
@@ -16,7 +16,11 @@ jobs:
     strategy:
       matrix:
         sls-version: [2, 3]
-        pipenv-version: ['2022.8.5', '2022.8.13']
+        pipenv-version: ['2022.8.5', '2022.8.13', '2023.7.4', '2023.7.9']
+        # pipenv 2202.8.13 marks deprecation of pipenv lock --requirements
+        # https://github.com/pypa/pipenv/blob/30067b458bd7a429f242736b7fde40c9bd4d4f14/CHANGELOG.rst#2022813-2022-08-13
+        # pipenv 2023.7.9 marks deprecation of pipenv lock --keep-outdated
+        # https://github.com/pypa/pipenv/blob/30067b458bd7a429f242736b7fde40c9bd4d4f14/CHANGELOG.rst#202379-2023-07-09
     steps:
       - name: Checkout repository
         uses: actions/checkout@v2
@@ -95,7 +99,7 @@ jobs:
     strategy:
       matrix:
         sls-version: [2, 3]
-        pipenv-version: ['2022.8.5', '2022.8.13']
+        pipenv-version: ['2022.8.5', '2022.8.13', '2023.7.4', '2023.7.9']
     steps:
       - name: Checkout repository
         uses: actions/checkout@v2
@@ -149,7 +153,7 @@ jobs:
     strategy:
       matrix:
         sls-version: [2, 3]
-        pipenv-version: ['2022.8.5', '2022.8.13']
+        pipenv-version: ['2022.8.5', '2022.8.13', '2023.7.4', '2023.7.9']
     steps:
       - name: Checkout repository
         uses: actions/checkout@v2
diff --git a/lib/pipenv.js b/lib/pipenv.js
index c59fe26a..1099b651 100644
--- a/lib/pipenv.js
+++ b/lib/pipenv.js
@@ -77,26 +77,36 @@ async function pipfileToRequirements() {
 
     if (semver.gt(pipenvVersion, LEGACY_PIPENV_VERSION)) {
       // Using new pipenv syntax ( >= 2022.8.13)
+      // Generate requirements from existing lock file.
+      // See: https://pipenv.pypa.io/en/latest/advanced/#generating-a-requirements-txt
       try {
-        await spawn('pipenv', ['lock', '--keep-outdated'], {
+        res = await spawn('pipenv', ['requirements'], {
           cwd: this.servicePath,
         });
       } catch (e) {
         const stderrBufferContent =
           (e.stderrBuffer && e.stderrBuffer.toString()) || '';
-        if (stderrBufferContent.includes('must exist to use')) {
+        if (stderrBufferContent.includes('FileNotFoundError')) {
           // No previous Pipfile.lock, we will try to generate it here
+          if (this.log) {
+            this.log.warning(
+              'No Pipfile.lock found! Review https://pipenv.pypa.io/en/latest/pipfile/ for recommendations.'
+            );
+          } else {
+            this.serverless.cli.log(
+              'WARNING: No Pipfile.lock found! Review https://pipenv.pypa.io/en/latest/pipfile/ for recommendations.'
+            );
+          }
           await spawn('pipenv', ['lock'], {
             cwd: this.servicePath,
           });
+          res = await spawn('pipenv', ['requirements'], {
+            cwd: this.servicePath,
+          });
         } else {
           throw e;
         }
       }
-
-      res = await spawn('pipenv', ['requirements'], {
-        cwd: this.servicePath,
-      });
     } else {
       // Falling back to legacy pipenv syntax
       res = await spawn(
diff --git a/tests/base/package.json b/tests/base/package.json
index 38630491..781a4259 100644
--- a/tests/base/package.json
+++ b/tests/base/package.json
@@ -9,6 +9,6 @@
   "author": "",
   "license": "ISC",
   "dependencies": {
-    "serverless-python-requirements": "file:serverless-python-requirements-5.3.1.tgz"
+    "serverless-python-requirements": "file:serverless-python-requirements-6.0.0.tgz"
   }
 }
diff --git a/tests/individually/package.json b/tests/individually/package.json
index 43ce4eee..781a4259 100644
--- a/tests/individually/package.json
+++ b/tests/individually/package.json
@@ -9,6 +9,6 @@
   "author": "",
   "license": "ISC",
   "dependencies": {
-    "serverless-python-requirements": "file:serverless-python-requirements-5.1.1.tgz"
+    "serverless-python-requirements": "file:serverless-python-requirements-6.0.0.tgz"
   }
 }
diff --git a/tests/non_build_pyproject/package.json b/tests/non_build_pyproject/package.json
index 38630491..781a4259 100644
--- a/tests/non_build_pyproject/package.json
+++ b/tests/non_build_pyproject/package.json
@@ -9,6 +9,6 @@
   "author": "",
   "license": "ISC",
   "dependencies": {
-    "serverless-python-requirements": "file:serverless-python-requirements-5.3.1.tgz"
+    "serverless-python-requirements": "file:serverless-python-requirements-6.0.0.tgz"
   }
 }
diff --git a/tests/non_poetry_pyproject/package.json b/tests/non_poetry_pyproject/package.json
index 38630491..781a4259 100644
--- a/tests/non_poetry_pyproject/package.json
+++ b/tests/non_poetry_pyproject/package.json
@@ -9,6 +9,6 @@
   "author": "",
   "license": "ISC",
   "dependencies": {
-    "serverless-python-requirements": "file:serverless-python-requirements-5.3.1.tgz"
+    "serverless-python-requirements": "file:serverless-python-requirements-6.0.0.tgz"
   }
 }
diff --git a/tests/pipenv/package.json b/tests/pipenv/package.json
index 38630491..781a4259 100644
--- a/tests/pipenv/package.json
+++ b/tests/pipenv/package.json
@@ -9,6 +9,6 @@
   "author": "",
   "license": "ISC",
   "dependencies": {
-    "serverless-python-requirements": "file:serverless-python-requirements-5.3.1.tgz"
+    "serverless-python-requirements": "file:serverless-python-requirements-6.0.0.tgz"
   }
 }
diff --git a/tests/poetry/package.json b/tests/poetry/package.json
index 38630491..781a4259 100644
--- a/tests/poetry/package.json
+++ b/tests/poetry/package.json
@@ -9,6 +9,6 @@
   "author": "",
   "license": "ISC",
   "dependencies": {
-    "serverless-python-requirements": "file:serverless-python-requirements-5.3.1.tgz"
+    "serverless-python-requirements": "file:serverless-python-requirements-6.0.0.tgz"
   }
 }
diff --git a/tests/poetry_individually/package.json b/tests/poetry_individually/package.json
index 38630491..781a4259 100644
--- a/tests/poetry_individually/package.json
+++ b/tests/poetry_individually/package.json
@@ -9,6 +9,6 @@
   "author": "",
   "license": "ISC",
   "dependencies": {
-    "serverless-python-requirements": "file:serverless-python-requirements-5.3.1.tgz"
+    "serverless-python-requirements": "file:serverless-python-requirements-6.0.0.tgz"
   }
 }