diff --git a/.pnp.cjs b/.pnp.cjs
index 9d940095b..c5cf4f253 100755
--- a/.pnp.cjs
+++ b/.pnp.cjs
@@ -2719,7 +2719,7 @@ function $$SETUP_STATE(hydrateRuntimeState, basePath) {
             ["aws-sdk", "npm:2.1168.0"],\
             ["axios", "npm:0.24.0"],\
             ["cors", "npm:2.8.5"],\
-            ["dotenv", "npm:8.2.0"],\
+            ["dotenv", "npm:16.0.1"],\
             ["eslint", "npm:8.19.0"],\
             ["eslint-plugin-prettier", "virtual:04783e12400851b8a3d76e71495851cc94959db6e62f04cb0a31190080629440b182d8c8eb4d7f2b04e281912f2783a5fd4d2c3c6ab68d38b7097246c93f4c19#npm:4.2.1"],\
             ["express", "npm:4.17.1"],\
@@ -2788,7 +2788,7 @@ function $$SETUP_STATE(hydrateRuntimeState, basePath) {
             ["cors", "npm:2.8.5"],\
             ["crypto-random-string", "npm:3.3.0"],\
             ["dayjs", "npm:1.11.3"],\
-            ["dotenv", "npm:8.2.0"],\
+            ["dotenv", "npm:16.0.1"],\
             ["eslint", "npm:8.19.0"],\
             ["eslint-plugin-prettier", "virtual:04783e12400851b8a3d76e71495851cc94959db6e62f04cb0a31190080629440b182d8c8eb4d7f2b04e281912f2783a5fd4d2c3c6ab68d38b7097246c93f4c19#npm:4.2.1"],\
             ["express", "npm:4.17.1"],\
@@ -2914,7 +2914,7 @@ function $$SETUP_STATE(hydrateRuntimeState, basePath) {
             ["@types/nodemailer", "npm:6.4.4"],\
             ["@typescript-eslint/eslint-plugin", "virtual:04783e12400851b8a3d76e71495851cc94959db6e62f04cb0a31190080629440b182d8c8eb4d7f2b04e281912f2783a5fd4d2c3c6ab68d38b7097246c93f4c19#npm:5.30.5"],\
             ["aws-sdk", "npm:2.1168.0"],\
-            ["dotenv", "npm:8.2.0"],\
+            ["dotenv", "npm:16.0.1"],\
             ["eslint", "npm:8.19.0"],\
             ["eslint-plugin-prettier", "virtual:04783e12400851b8a3d76e71495851cc94959db6e62f04cb0a31190080629440b182d8c8eb4d7f2b04e281912f2783a5fd4d2c3c6ab68d38b7097246c93f4c19#npm:4.2.1"],\
             ["inversify", "npm:6.0.1"],\
@@ -2970,7 +2970,7 @@ function $$SETUP_STATE(hydrateRuntimeState, basePath) {
             ["connect-busboy", "npm:1.0.0"],\
             ["cors", "npm:2.8.5"],\
             ["dayjs", "npm:1.11.3"],\
-            ["dotenv", "npm:8.6.0"],\
+            ["dotenv", "npm:16.0.1"],\
             ["eslint", "npm:8.19.0"],\
             ["eslint-plugin-prettier", "virtual:04783e12400851b8a3d76e71495851cc94959db6e62f04cb0a31190080629440b182d8c8eb4d7f2b04e281912f2783a5fd4d2c3c6ab68d38b7097246c93f4c19#npm:4.2.1"],\
             ["express", "npm:4.18.1"],\
@@ -3068,7 +3068,7 @@ function $$SETUP_STATE(hydrateRuntimeState, basePath) {
             ["@typescript-eslint/eslint-plugin", "virtual:c66bf20e88479ada0172094776519a9f51acc4731d22079b60a295bcec7ea42d5545cbce58a77a50d932bf953298799135e99707486e343da6d99ba1d167bdbd#npm:5.30.5"],\
             ["aws-sdk", "npm:2.1168.0"],\
             ["dayjs", "npm:1.11.3"],\
-            ["dotenv", "npm:8.2.0"],\
+            ["dotenv", "npm:16.0.1"],\
             ["eslint-plugin-prettier", "virtual:c66bf20e88479ada0172094776519a9f51acc4731d22079b60a295bcec7ea42d5545cbce58a77a50d932bf953298799135e99707486e343da6d99ba1d167bdbd#npm:4.2.1"],\
             ["inversify", "npm:5.0.5"],\
             ["ioredis", "npm:5.1.0"],\
@@ -3215,7 +3215,7 @@ function $$SETUP_STATE(hydrateRuntimeState, basePath) {
             ["aws-sdk", "npm:2.1168.0"],\
             ["axios", "npm:0.24.0"],\
             ["cors", "npm:2.8.5"],\
-            ["dotenv", "npm:8.2.0"],\
+            ["dotenv", "npm:16.0.1"],\
             ["eslint", "npm:8.19.0"],\
             ["eslint-plugin-prettier", "virtual:04783e12400851b8a3d76e71495851cc94959db6e62f04cb0a31190080629440b182d8c8eb4d7f2b04e281912f2783a5fd4d2c3c6ab68d38b7097246c93f4c19#npm:4.2.1"],\
             ["express", "npm:4.17.1"],\
@@ -6271,20 +6271,6 @@ function $$SETUP_STATE(hydrateRuntimeState, basePath) {
             ["dotenv", "npm:16.0.1"]\
           ],\
           "linkType": "HARD"\
-        }],\
-        ["npm:8.2.0", {\
-          "packageLocation": "./.yarn/cache/dotenv-npm-8.2.0-6b21df4d37-ad4c8e0df3.zip/node_modules/dotenv/",\
-          "packageDependencies": [\
-            ["dotenv", "npm:8.2.0"]\
-          ],\
-          "linkType": "HARD"\
-        }],\
-        ["npm:8.6.0", {\
-          "packageLocation": "./.yarn/cache/dotenv-npm-8.6.0-2ce3e9f7bb-38e902c80b.zip/node_modules/dotenv/",\
-          "packageDependencies": [\
-            ["dotenv", "npm:8.6.0"]\
-          ],\
-          "linkType": "HARD"\
         }]\
       ]],\
       ["duplexer", [\
diff --git a/.yarn/cache/dotenv-npm-8.2.0-6b21df4d37-ad4c8e0df3.zip b/.yarn/cache/dotenv-npm-8.2.0-6b21df4d37-ad4c8e0df3.zip
deleted file mode 100644
index 3979b70d0..000000000
Binary files a/.yarn/cache/dotenv-npm-8.2.0-6b21df4d37-ad4c8e0df3.zip and /dev/null differ
diff --git a/.yarn/cache/dotenv-npm-8.6.0-2ce3e9f7bb-38e902c80b.zip b/.yarn/cache/dotenv-npm-8.6.0-2ce3e9f7bb-38e902c80b.zip
deleted file mode 100644
index 21f3698c0..000000000
Binary files a/.yarn/cache/dotenv-npm-8.6.0-2ce3e9f7bb-38e902c80b.zip and /dev/null differ
diff --git a/packages/api-gateway/package.json b/packages/api-gateway/package.json
index 814f740c1..6c32d995f 100644
--- a/packages/api-gateway/package.json
+++ b/packages/api-gateway/package.json
@@ -32,7 +32,7 @@
     "aws-sdk": "^2.1160.0",
     "axios": "0.24.0",
     "cors": "2.8.5",
-    "dotenv": "8.2.0",
+    "dotenv": "^16.0.1",
     "express": "4.17.1",
     "helmet": "4.4.1",
     "inversify": "^6.0.1",
diff --git a/packages/auth/package.json b/packages/auth/package.json
index 028bdddbb..17486fd68 100644
--- a/packages/auth/package.json
+++ b/packages/auth/package.json
@@ -51,7 +51,7 @@
     "cors": "2.8.5",
     "crypto-random-string": "3.3.0",
     "dayjs": "^1.11.3",
-    "dotenv": "8.2.0",
+    "dotenv": "^16.0.1",
     "express": "4.17.1",
     "inversify": "^6.0.1",
     "inversify-express-utils": "^6.4.3",
diff --git a/packages/event-store/package.json b/packages/event-store/package.json
index fc9bf7a7f..9025f5311 100644
--- a/packages/event-store/package.json
+++ b/packages/event-store/package.json
@@ -35,7 +35,7 @@
     "@standardnotes/domain-events-infra": "workspace:*",
     "@standardnotes/time": "workspace:*",
     "aws-sdk": "^2.1159.0",
-    "dotenv": "8.2.0",
+    "dotenv": "^16.0.1",
     "inversify": "^6.0.1",
     "ioredis": "^5.0.6",
     "mysql2": "^2.3.3",
diff --git a/packages/files/package.json b/packages/files/package.json
index 27eacbf28..3ff2b1f49 100644
--- a/packages/files/package.json
+++ b/packages/files/package.json
@@ -38,7 +38,7 @@
     "connect-busboy": "^1.0.0",
     "cors": "^2.8.5",
     "dayjs": "^1.11.3",
-    "dotenv": "^8.2.0",
+    "dotenv": "^16.0.1",
     "express": "^4.17.1",
     "express-winston": "^4.0.5",
     "helmet": "^4.3.1",
diff --git a/packages/scheduler/package.json b/packages/scheduler/package.json
index 4991e96a0..8472cfb4b 100644
--- a/packages/scheduler/package.json
+++ b/packages/scheduler/package.json
@@ -33,7 +33,7 @@
     "@standardnotes/time": "workspace:*",
     "aws-sdk": "^2.1158.0",
     "dayjs": "^1.11.3",
-    "dotenv": "8.2.0",
+    "dotenv": "^16.0.1",
     "inversify": "5.0.5",
     "ioredis": "^5.0.6",
     "mysql2": "^2.3.3",
diff --git a/packages/syncing-server/package.json b/packages/syncing-server/package.json
index 63001b470..99717b462 100644
--- a/packages/syncing-server/package.json
+++ b/packages/syncing-server/package.json
@@ -38,7 +38,7 @@
     "aws-sdk": "^2.1159.0",
     "axios": "0.24.0",
     "cors": "2.8.5",
-    "dotenv": "8.2.0",
+    "dotenv": "^16.0.1",
     "express": "4.17.1",
     "helmet": "4.3.1",
     "inversify": "^6.0.1",
diff --git a/yarn.lock b/yarn.lock
index 9de533c74..9715b754f 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -1976,7 +1976,7 @@ __metadata:
     aws-sdk: ^2.1160.0
     axios: 0.24.0
     cors: 2.8.5
-    dotenv: 8.2.0
+    dotenv: ^16.0.1
     eslint: ^8.14.0
     eslint-plugin-prettier: ^4.0.0
     express: 4.17.1
@@ -2046,7 +2046,7 @@ __metadata:
     cors: 2.8.5
     crypto-random-string: 3.3.0
     dayjs: ^1.11.3
-    dotenv: 8.2.0
+    dotenv: ^16.0.1
     eslint: ^8.14.0
     eslint-plugin-prettier: ^4.0.0
     express: 4.17.1
@@ -2172,7 +2172,7 @@ __metadata:
     "@types/nodemailer": ^6.4.1
     "@typescript-eslint/eslint-plugin": ^5.30.5
     aws-sdk: ^2.1159.0
-    dotenv: 8.2.0
+    dotenv: ^16.0.1
     eslint: ^8.14.0
     eslint-plugin-prettier: ^4.2.1
     inversify: ^6.0.1
@@ -2225,7 +2225,7 @@ __metadata:
     connect-busboy: ^1.0.0
     cors: ^2.8.5
     dayjs: ^1.11.3
-    dotenv: ^8.2.0
+    dotenv: ^16.0.1
     eslint: ^8.14.0
     eslint-plugin-prettier: ^4.0.0
     express: ^4.17.1
@@ -2316,7 +2316,7 @@ __metadata:
     "@typescript-eslint/eslint-plugin": ^5.29.0
     aws-sdk: ^2.1158.0
     dayjs: ^1.11.3
-    dotenv: 8.2.0
+    dotenv: ^16.0.1
     eslint-plugin-prettier: ^4.0.0
     inversify: 5.0.5
     ioredis: ^5.0.6
@@ -2450,7 +2450,7 @@ __metadata:
     aws-sdk: ^2.1159.0
     axios: 0.24.0
     cors: 2.8.5
-    dotenv: 8.2.0
+    dotenv: ^16.0.1
     eslint: ^8.14.0
     eslint-plugin-prettier: ^4.0.0
     express: 4.17.1
@@ -4876,20 +4876,6 @@ __metadata:
   languageName: node
   linkType: hard
 
-"dotenv@npm:8.2.0":
-  version: 8.2.0
-  resolution: "dotenv@npm:8.2.0"
-  checksum: ad4c8e0df3e24b4811c8e93377d048a10a9b213dcd9f062483b4a2d3168f08f10ec9c618c23f5639060d230ccdb174c08761479e9baa29610aa978e1ee66df76
-  languageName: node
-  linkType: hard
-
-"dotenv@npm:^8.2.0":
-  version: 8.6.0
-  resolution: "dotenv@npm:8.6.0"
-  checksum: 38e902c80b0666ab59e9310a3d24ed237029a7ce34d976796349765ac96b8d769f6df19090f1f471b77a25ca391971efde8a1ea63bb83111bd8bec8e5cc9b2cd
-  languageName: node
-  linkType: hard
-
 "duplexer3@npm:^0.1.4":
   version: 0.1.4
   resolution: "duplexer3@npm:0.1.4"