diff --git a/.github/workflows/integrate.yml b/.github/workflows/integrate.yml
index 3332bb31..1f979b0a 100644
--- a/.github/workflows/integrate.yml
+++ b/.github/workflows/integrate.yml
@@ -48,7 +48,7 @@ jobs:
         run: python -m pip install --force setuptools wheel
 
       - name: Install pipenv / poetry
-        run: python -m pip install pipenv==2022.9.24 poetry
+        run: python -m pip install pipenv poetry
 
       - name: Install serverless
         run: npm install -g serverless@${{ matrix.sls-version }}
@@ -99,7 +99,7 @@ jobs:
         run: python -m pip install --force setuptools wheel
 
       - name: Install pipenv / poetry
-        run: python -m pip install pipenv==2022.9.24 poetry
+        run: python -m pip install pipenv poetry
 
       - name: Install serverless
         run: npm install -g serverless@${{ matrix.sls-version }}
@@ -147,7 +147,7 @@ jobs:
         run: python -m pip install --force setuptools wheel
 
       - name: Install pipenv / poetry
-        run: python -m pip install pipenv==2022.9.24 poetry
+        run: python -m pip install pipenv poetry
 
       - name: Install serverless
         run: npm install -g serverless@${{ matrix.sls-version }}
diff --git a/.github/workflows/validate.yml b/.github/workflows/validate.yml
index 4e498b26..31052279 100644
--- a/.github/workflows/validate.yml
+++ b/.github/workflows/validate.yml
@@ -61,7 +61,7 @@ jobs:
         run: python -m pip install --force setuptools wheel
 
       - name: Install pipenv / poetry
-        run: python -m pip install pipenv==2022.9.24 poetry
+        run: python -m pip install pipenv poetry
 
       - name: Install serverless
         run: npm install -g serverless@${{ matrix.sls-version }}
@@ -128,7 +128,7 @@ jobs:
         run: python -m pip install --force setuptools wheel
 
       - name: Install pipenv / poetry
-        run: python -m pip install pipenv==2022.9.24 poetry
+        run: python -m pip install pipenv poetry
 
       - name: Install serverless
         run: npm install -g serverless@${{ matrix.sls-version }}
@@ -181,7 +181,7 @@ jobs:
         run: python -m pip install --force setuptools wheel
 
       - name: Install pipenv / poetry
-        run: python -m pip install pipenv==2022.9.24 poetry
+        run: python -m pip install pipenv poetry
 
       - name: Install serverless
         run: npm install -g serverless@${{ matrix.sls-version }}
diff --git a/lib/pipenv.js b/lib/pipenv.js
index 8780d5b0..11331ee3 100644
--- a/lib/pipenv.js
+++ b/lib/pipenv.js
@@ -28,26 +28,32 @@ async function pipfileToRequirements() {
   }
 
   try {
-    let res;
     try {
-      res = await spawn('pipenv', ['lock', '--keep-outdated'], {
-        cwd: this.servicePath,
-      });
-      res = await spawn('pipenv', ['requirements', '--hash'], {
+      await spawn('pipenv', ['lock', '--keep-outdated'], {
         cwd: this.servicePath,
       });
     } catch (e) {
-      if (
-        e.stderrBuffer &&
-        e.stderrBuffer.toString().includes('command not found')
-      ) {
+      const stderrBufferContent =
+        (e.stderrBuffer && e.stderrBuffer.toString()) || '';
+
+      if (stderrBufferContent.includes('must exist to use')) {
+        // No previous Pipfile.lock, we will try to generate it here
+        await spawn('pipenv', ['lock'], {
+          cwd: this.servicePath,
+        });
+      } else if (stderrBufferContent.includes('command not found')) {
         throw new this.serverless.classes.Error(
           `pipenv not found! Install it according to the poetry docs.`,
           'PYTHON_REQUIREMENTS_PIPENV_NOT_FOUND'
         );
+      } else {
+        throw e;
       }
-      throw e;
     }
+    const res = await spawn('pipenv', ['requirements'], {
+      cwd: this.servicePath,
+    });
+
     fse.ensureDirSync(path.join(this.servicePath, '.serverless'));
     fse.writeFileSync(
       path.join(this.servicePath, '.serverless/requirements.txt'),
diff --git a/tests/pipenv/Pipfile.lock b/tests/pipenv/Pipfile.lock
deleted file mode 100644
index 8bad98c3..00000000
--- a/tests/pipenv/Pipfile.lock
+++ /dev/null
@@ -1,281 +0,0 @@
-{
-    "_meta": {
-        "hash": {
-            "sha256": "88ffd287af5f9bd862868aca5bd24561cc7dcc16df727582f08d946eac8d5c7f"
-        },
-        "pipfile-spec": 6,
-        "requires": {},
-        "sources": [
-            {
-                "name": "pypi",
-                "url": "https://pypi.org/simple",
-                "verify_ssl": true
-            }
-        ]
-    },
-    "default": {
-        "boto3": {
-            "hashes": [
-                "sha256:6194763348545bb1669ce8d03ba104be1ba822daa184613aa10b9303a6a79017",
-                "sha256:be151711bbb4db53e85dd5bbe506002ce6f2f21fc4e45fcf6d2cf356d32cc4c6"
-            ],
-            "index": "pypi",
-            "version": "==1.24.84"
-        },
-        "botocore": {
-            "hashes": [
-                "sha256:11f05d2acdf9a5f722856704b7b951b180647fb4340e1b5048b27273dc323909",
-                "sha256:da15026329706caf83323d84996f5ff5c527837347633fca9b3b1be0efa60841"
-            ],
-            "markers": "python_version >= '3.7'",
-            "version": "==1.27.84"
-        },
-        "bottle": {
-            "hashes": [
-                "sha256:683de3aa399fb26e87b274dbcf70b1a651385d459131716387abdc3792e04167",
-                "sha256:9f1c363257c590bd34db5fad4693a7f06ff4217e9ad18337451de69c25137127"
-            ],
-            "index": "pypi",
-            "version": "==0.12.23"
-        },
-        "click": {
-            "hashes": [
-                "sha256:7682dc8afb30297001674575ea00d1814d808d6a36af415a82bd481d37ba7b8e",
-                "sha256:bb4d8133cb15a609f44e8213d9b391b0809795062913b383c62be0ee95b1db48"
-            ],
-            "markers": "python_version >= '3.7'",
-            "version": "==8.1.3"
-        },
-        "flask": {
-            "hashes": [
-                "sha256:59da8a3170004800a2837844bfa84d49b022550616070f7cb1a659682b2e7c9f",
-                "sha256:e1120c228ca2f553b470df4a5fa927ab66258467526069981b3eb0a91902687d"
-            ],
-            "index": "pypi",
-            "version": "==2.0.3"
-        },
-        "importlib-metadata": {
-            "hashes": [
-                "sha256:8a8a81bcf996e74fee46f0d16bd3eaa382a7eb20fd82445c3ad11f4090334116",
-                "sha256:dd0173e8f150d6815e098fd354f6414b0f079af4644ddfe90c71e2fc6174346d"
-            ],
-            "markers": "python_version < '3.8'",
-            "version": "==4.13.0"
-        },
-        "itsdangerous": {
-            "hashes": [
-                "sha256:2c2349112351b88699d8d4b6b075022c0808887cb7ad10069318a8b0bc88db44",
-                "sha256:5dbbc68b317e5e42f327f9021763545dc3fc3bfe22e6deb96aaf1fc38874156a"
-            ],
-            "markers": "python_version >= '3.7'",
-            "version": "==2.1.2"
-        },
-        "jinja2": {
-            "hashes": [
-                "sha256:31351a702a408a9e7595a8fc6150fc3f43bb6bf7e319770cbc0db9df9437e852",
-                "sha256:6088930bfe239f0e6710546ab9c19c9ef35e29792895fed6e6e31a023a182a61"
-            ],
-            "markers": "python_version >= '3.7'",
-            "version": "==3.1.2"
-        },
-        "jmespath": {
-            "hashes": [
-                "sha256:02e2e4cc71b5bcab88332eebf907519190dd9e6e82107fa7f83b1003a6252980",
-                "sha256:90261b206d6defd58fdd5e85f478bf633a2901798906be2ad389150c5c60edbe"
-            ],
-            "markers": "python_version >= '3.7'",
-            "version": "==1.0.1"
-        },
-        "markupsafe": {
-            "hashes": [
-                "sha256:0212a68688482dc52b2d45013df70d169f542b7394fc744c02a57374a4207003",
-                "sha256:089cf3dbf0cd6c100f02945abeb18484bd1ee57a079aefd52cffd17fba910b88",
-                "sha256:10c1bfff05d95783da83491be968e8fe789263689c02724e0c691933c52994f5",
-                "sha256:33b74d289bd2f5e527beadcaa3f401e0df0a89927c1559c8566c066fa4248ab7",
-                "sha256:3799351e2336dc91ea70b034983ee71cf2f9533cdff7c14c90ea126bfd95d65a",
-                "sha256:3ce11ee3f23f79dbd06fb3d63e2f6af7b12db1d46932fe7bd8afa259a5996603",
-                "sha256:421be9fbf0ffe9ffd7a378aafebbf6f4602d564d34be190fc19a193232fd12b1",
-                "sha256:43093fb83d8343aac0b1baa75516da6092f58f41200907ef92448ecab8825135",
-                "sha256:46d00d6cfecdde84d40e572d63735ef81423ad31184100411e6e3388d405e247",
-                "sha256:4a33dea2b688b3190ee12bd7cfa29d39c9ed176bda40bfa11099a3ce5d3a7ac6",
-                "sha256:4b9fe39a2ccc108a4accc2676e77da025ce383c108593d65cc909add5c3bd601",
-                "sha256:56442863ed2b06d19c37f94d999035e15ee982988920e12a5b4ba29b62ad1f77",
-                "sha256:671cd1187ed5e62818414afe79ed29da836dde67166a9fac6d435873c44fdd02",
-                "sha256:694deca8d702d5db21ec83983ce0bb4b26a578e71fbdbd4fdcd387daa90e4d5e",
-                "sha256:6a074d34ee7a5ce3effbc526b7083ec9731bb3cbf921bbe1d3005d4d2bdb3a63",
-                "sha256:6d0072fea50feec76a4c418096652f2c3238eaa014b2f94aeb1d56a66b41403f",
-                "sha256:6fbf47b5d3728c6aea2abb0589b5d30459e369baa772e0f37a0320185e87c980",
-                "sha256:7f91197cc9e48f989d12e4e6fbc46495c446636dfc81b9ccf50bb0ec74b91d4b",
-                "sha256:86b1f75c4e7c2ac2ccdaec2b9022845dbb81880ca318bb7a0a01fbf7813e3812",
-                "sha256:8dc1c72a69aa7e082593c4a203dcf94ddb74bb5c8a731e4e1eb68d031e8498ff",
-                "sha256:8e3dcf21f367459434c18e71b2a9532d96547aef8a871872a5bd69a715c15f96",
-                "sha256:8e576a51ad59e4bfaac456023a78f6b5e6e7651dcd383bcc3e18d06f9b55d6d1",
-                "sha256:96e37a3dc86e80bf81758c152fe66dbf60ed5eca3d26305edf01892257049925",
-                "sha256:97a68e6ada378df82bc9f16b800ab77cbf4b2fada0081794318520138c088e4a",
-                "sha256:99a2a507ed3ac881b975a2976d59f38c19386d128e7a9a18b7df6fff1fd4c1d6",
-                "sha256:a49907dd8420c5685cfa064a1335b6754b74541bbb3706c259c02ed65b644b3e",
-                "sha256:b09bf97215625a311f669476f44b8b318b075847b49316d3e28c08e41a7a573f",
-                "sha256:b7bd98b796e2b6553da7225aeb61f447f80a1ca64f41d83612e6139ca5213aa4",
-                "sha256:b87db4360013327109564f0e591bd2a3b318547bcef31b468a92ee504d07ae4f",
-                "sha256:bcb3ed405ed3222f9904899563d6fc492ff75cce56cba05e32eff40e6acbeaa3",
-                "sha256:d4306c36ca495956b6d568d276ac11fdd9c30a36f1b6eb928070dc5360b22e1c",
-                "sha256:d5ee4f386140395a2c818d149221149c54849dfcfcb9f1debfe07a8b8bd63f9a",
-                "sha256:dda30ba7e87fbbb7eab1ec9f58678558fd9a6b8b853530e176eabd064da81417",
-                "sha256:e04e26803c9c3851c931eac40c695602c6295b8d432cbe78609649ad9bd2da8a",
-                "sha256:e1c0b87e09fa55a220f058d1d49d3fb8df88fbfab58558f1198e08c1e1de842a",
-                "sha256:e72591e9ecd94d7feb70c1cbd7be7b3ebea3f548870aa91e2732960fa4d57a37",
-                "sha256:e8c843bbcda3a2f1e3c2ab25913c80a3c5376cd00c6e8c4a86a89a28c8dc5452",
-                "sha256:efc1913fd2ca4f334418481c7e595c00aad186563bbc1ec76067848c7ca0a933",
-                "sha256:f121a1420d4e173a5d96e47e9a0c0dcff965afdf1626d28de1460815f7c4ee7a",
-                "sha256:fc7b548b17d238737688817ab67deebb30e8073c95749d55538ed473130ec0c7"
-            ],
-            "markers": "python_version >= '3.7'",
-            "version": "==2.1.1"
-        },
-        "python-dateutil": {
-            "hashes": [
-                "sha256:0123cacc1627ae19ddf3c27a5de5bd67ee4586fbdd6440d9748f8abb483d3e86",
-                "sha256:961d03dc3453ebbc59dbdea9e4e11c5651520a876d0f4db161e8674aae935da9"
-            ],
-            "markers": "python_version >= '2.7' and python_version not in '3.0, 3.1, 3.2, 3.3'",
-            "version": "==2.8.2"
-        },
-        "s3transfer": {
-            "hashes": [
-                "sha256:06176b74f3a15f61f1b4f25a1fc29a4429040b7647133a463da8fa5bd28d5ecd",
-                "sha256:2ed07d3866f523cc561bf4a00fc5535827981b117dd7876f036b0c1aca42c947"
-            ],
-            "markers": "python_version >= '3.7'",
-            "version": "==0.6.0"
-        },
-        "six": {
-            "hashes": [
-                "sha256:1e61c37477a1626458e36f7b1d82aa5c9b094fa4802892072e49de9c60c4c926",
-                "sha256:8abb2f1d86890a2dfb989f9a77cfcfd3e47c2a354b01111771326f8aa26e0254"
-            ],
-            "markers": "python_version >= '2.7' and python_version not in '3.0, 3.1, 3.2, 3.3'",
-            "version": "==1.16.0"
-        },
-        "typing-extensions": {
-            "hashes": [
-                "sha256:25642c956049920a5aa49edcdd6ab1e06d7e5d467fc00e0506c44ac86fbfca02",
-                "sha256:e6d2677a32f47fc7eb2795db1dd15c1f34eff616bcaf2cfb5e997f854fa1c4a6"
-            ],
-            "markers": "python_version < '3.8'",
-            "version": "==4.3.0"
-        },
-        "urllib3": {
-            "hashes": [
-                "sha256:3fa96cf423e6987997fc326ae8df396db2a8b7c667747d47ddd8ecba91f4a74e",
-                "sha256:b930dd878d5a8afb066a637fbb35144fe7901e3b209d1cd4f524bd0e9deee997"
-            ],
-            "markers": "python_version >= '2.7' and python_version not in '3.0, 3.1, 3.2, 3.3, 3.4, 3.5' and python_version < '4'",
-            "version": "==1.26.12"
-        },
-        "werkzeug": {
-            "hashes": [
-                "sha256:7ea2d48322cc7c0f8b3a215ed73eabd7b5d75d0b50e31ab006286ccff9e00b8f",
-                "sha256:f979ab81f58d7318e064e99c4506445d60135ac5cd2e177a2de0089bfd4c9bd5"
-            ],
-            "markers": "python_version >= '3.7'",
-            "version": "==2.2.2"
-        },
-        "zipp": {
-            "hashes": [
-                "sha256:05b45f1ee8f807d0cc928485ca40a07cb491cf092ff587c0df9cb1fd154848d2",
-                "sha256:47c40d7fe183a6f21403a199b3e4192cca5774656965b0a4988ad2f8feb5f009"
-            ],
-            "markers": "python_version >= '3.7'",
-            "version": "==3.8.1"
-        }
-    },
-    "develop": {
-        "attrs": {
-            "hashes": [
-                "sha256:29adc2665447e5191d0e7c568fde78b21f9672d344281d0c6e1ab085429b22b6",
-                "sha256:86efa402f67bf2df34f51a335487cf46b1ec130d02b8d39fd248abfd30da551c"
-            ],
-            "markers": "python_version >= '3.5'",
-            "version": "==22.1.0"
-        },
-        "importlib-metadata": {
-            "hashes": [
-                "sha256:8a8a81bcf996e74fee46f0d16bd3eaa382a7eb20fd82445c3ad11f4090334116",
-                "sha256:dd0173e8f150d6815e098fd354f6414b0f079af4644ddfe90c71e2fc6174346d"
-            ],
-            "markers": "python_version < '3.8'",
-            "version": "==4.13.0"
-        },
-        "iniconfig": {
-            "hashes": [
-                "sha256:011e24c64b7f47f6ebd835bb12a743f2fbe9a26d4cecaa7f53bc4f35ee9da8b3",
-                "sha256:bc3af051d7d14b2ee5ef9969666def0cd1a000e121eaea580d4a313df4b37f32"
-            ],
-            "version": "==1.1.1"
-        },
-        "packaging": {
-            "hashes": [
-                "sha256:dd47c42927d89ab911e606518907cc2d3a1f38bbd026385970643f9c5b8ecfeb",
-                "sha256:ef103e05f519cdc783ae24ea4e2e0f508a9c99b2d4969652eed6a2e1ea5bd522"
-            ],
-            "markers": "python_version >= '3.6'",
-            "version": "==21.3"
-        },
-        "pluggy": {
-            "hashes": [
-                "sha256:4224373bacce55f955a878bf9cfa763c1e360858e330072059e10bad68531159",
-                "sha256:74134bbf457f031a36d68416e1509f34bd5ccc019f0bcc952c7b909d06b37bd3"
-            ],
-            "markers": "python_version >= '3.6'",
-            "version": "==1.0.0"
-        },
-        "py": {
-            "hashes": [
-                "sha256:51c75c4126074b472f746a24399ad32f6053d1b34b68d2fa41e558e6f4a98719",
-                "sha256:607c53218732647dff4acdfcd50cb62615cedf612e72d1724fb1a0cc6405b378"
-            ],
-            "markers": "python_version >= '2.7' and python_version not in '3.0, 3.1, 3.2, 3.3, 3.4'",
-            "version": "==1.11.0"
-        },
-        "pyparsing": {
-            "hashes": [
-                "sha256:2b020ecf7d21b687f219b71ecad3631f644a47f01403fa1d1036b0c6416d70fb",
-                "sha256:5026bae9a10eeaefb61dab2f09052b9f4307d44aee4eda64b309723d8d206bbc"
-            ],
-            "markers": "python_full_version >= '3.6.8'",
-            "version": "==3.0.9"
-        },
-        "pytest": {
-            "hashes": [
-                "sha256:1377bda3466d70b55e3f5cecfa55bb7cfcf219c7964629b967c37cf0bda818b7",
-                "sha256:4f365fec2dff9c1162f834d9f18af1ba13062db0c708bf7b946f8a5c76180c39"
-            ],
-            "index": "pypi",
-            "version": "==7.1.3"
-        },
-        "tomli": {
-            "hashes": [
-                "sha256:939de3e7a6161af0c887ef91b7d41a53e7c5a1ca976325f429cb46ea9bc30ecc",
-                "sha256:de526c12914f0c550d15924c62d72abc48d6fe7364aa87328337a31007fe8a4f"
-            ],
-            "markers": "python_version >= '3.7'",
-            "version": "==2.0.1"
-        },
-        "typing-extensions": {
-            "hashes": [
-                "sha256:25642c956049920a5aa49edcdd6ab1e06d7e5d467fc00e0506c44ac86fbfca02",
-                "sha256:e6d2677a32f47fc7eb2795db1dd15c1f34eff616bcaf2cfb5e997f854fa1c4a6"
-            ],
-            "markers": "python_version < '3.8'",
-            "version": "==4.3.0"
-        },
-        "zipp": {
-            "hashes": [
-                "sha256:05b45f1ee8f807d0cc928485ca40a07cb491cf092ff587c0df9cb1fd154848d2",
-                "sha256:47c40d7fe183a6f21403a199b3e4192cca5774656965b0a4988ad2f8feb5f009"
-            ],
-            "markers": "python_version >= '3.7'",
-            "version": "==3.8.1"
-        }
-    }
-}