diff --git a/package-lock.json b/package-lock.json
index 997a493fb..3f7ac79af 100644
--- a/package-lock.json
+++ b/package-lock.json
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           }
@@ -51557,29 +51658,26 @@
           "version": "7.0.0",
           "resolved": "https://registry.npmjs.org/http-proxy-agent/-/http-proxy-agent-7.0.0.tgz",
           "integrity": "sha512-+ZT+iBxVUQ1asugqnD6oWoRiS25AkjNfG085dKJGtGxkdwLQrMKU5wJr2bOOFAXzKcTuqq+7fZlTMgG3SRfIYQ==",
-          "dev": true,
           "requires": {
             "agent-base": "^7.1.0",
             "debug": "^4.3.4"
           }
         },
         "https-proxy-agent": {
-          "version": "7.0.1",
-          "resolved": "https://registry.npmjs.org/https-proxy-agent/-/https-proxy-agent-7.0.1.tgz",
-          "integrity": "sha512-Eun8zV0kcYS1g19r78osiQLEFIRspRUDd9tIfBCTBPBeMieF/EsJNL8VI3xOIdYRDEkjQnqOYPsZ2DsWsVsFwQ==",
-          "dev": true,
+          "version": "7.0.4",
+          "resolved": "https://registry.npmjs.org/https-proxy-agent/-/https-proxy-agent-7.0.4.tgz",
+          "integrity": "sha512-wlwpilI7YdjSkWaQ/7omYBMTliDcmCN8OLihO6I9B86g06lMyAoqgoDpV0XqoaPOKj+0DIdAvnsWfyAAhmimcg==",
           "requires": {
             "agent-base": "^7.0.2",
             "debug": "4"
           }
         },
         "socks-proxy-agent": {
-          "version": "8.0.1",
-          "resolved": "https://registry.npmjs.org/socks-proxy-agent/-/socks-proxy-agent-8.0.1.tgz",
-          "integrity": "sha512-59EjPbbgg8U3x62hhKOFVAmySQUcfRQ4C7Q/D5sEHnZTQRrQlNKINks44DMR1gwXp0p4LaVIeccX2KHTTcHVqQ==",
-          "dev": true,
+          "version": "8.0.3",
+          "resolved": "https://registry.npmjs.org/socks-proxy-agent/-/socks-proxy-agent-8.0.3.tgz",
+          "integrity": "sha512-VNegTZKhuGq5vSD6XNKlbqWhyt/40CgoEw8XxD6dhnm8Jq9IEa3nIa4HwnM8XOqU0CdB0BwWVXusqiFXfHB3+A==",
           "requires": {
-            "agent-base": "^7.0.1",
+            "agent-base": "^7.1.1",
             "debug": "^4.3.4",
             "socks": "^2.7.1"
           }
@@ -51590,7 +51688,6 @@
       "version": "7.0.0",
       "resolved": "https://registry.npmjs.org/pac-resolver/-/pac-resolver-7.0.0.tgz",
       "integrity": "sha512-Fd9lT9vJbHYRACT8OhCbZBbxr6KRSawSovFpy8nDGshaK99S/EBhVIHp9+crhxrsZOuvLpgL1n23iyPg6Rl2hg==",
-      "dev": true,
       "requires": {
         "degenerator": "^5.0.0",
         "ip": "^1.1.8",
@@ -52308,45 +52405,41 @@
       }
     },
     "proxy-agent": {
-      "version": "6.3.0",
-      "resolved": "https://registry.npmjs.org/proxy-agent/-/proxy-agent-6.3.0.tgz",
-      "integrity": "sha512-0LdR757eTj/JfuU7TL2YCuAZnxWXu3tkJbg4Oq3geW/qFNT/32T0sp2HnZ9O0lMR4q3vwAt0+xCA8SR0WAD0og==",
-      "dev": true,
+      "version": "6.4.0",
+      "resolved": "https://registry.npmjs.org/proxy-agent/-/proxy-agent-6.4.0.tgz",
+      "integrity": "sha512-u0piLU+nCOHMgGjRbimiXmA9kM/L9EHh3zL81xCdp7m+Y2pHIsnmbdDoEDoAz5geaonNR6q6+yOPQs6n4T6sBQ==",
       "requires": {
         "agent-base": "^7.0.2",
         "debug": "^4.3.4",
-        "http-proxy-agent": "^7.0.0",
-        "https-proxy-agent": "^7.0.0",
+        "http-proxy-agent": "^7.0.1",
+        "https-proxy-agent": "^7.0.3",
         "lru-cache": "^7.14.1",
-        "pac-proxy-agent": "^7.0.0",
+        "pac-proxy-agent": "^7.0.1",
         "proxy-from-env": "^1.1.0",
-        "socks-proxy-agent": "^8.0.1"
+        "socks-proxy-agent": "^8.0.2"
       },
       "dependencies": {
         "agent-base": {
-          "version": "7.1.0",
-          "resolved": "https://registry.npmjs.org/agent-base/-/agent-base-7.1.0.tgz",
-          "integrity": "sha512-o/zjMZRhJxny7OyEF+Op8X+efiELC7k7yOjMzgfzVqOzXqkBkWI79YoTdOtsuWd5BWhAGAuOY/Xa6xpiaWXiNg==",
-          "dev": true,
+          "version": "7.1.1",
+          "resolved": "https://registry.npmjs.org/agent-base/-/agent-base-7.1.1.tgz",
+          "integrity": "sha512-H0TSyFNDMomMNJQBn8wFV5YC/2eJ+VXECwOadZJT554xP6cODZHPX3H9QMQECxvrgiSOP1pHjy1sMWQVYJOUOA==",
           "requires": {
             "debug": "^4.3.4"
           }
         },
         "http-proxy-agent": {
-          "version": "7.0.0",
-          "resolved": "https://registry.npmjs.org/http-proxy-agent/-/http-proxy-agent-7.0.0.tgz",
-          "integrity": "sha512-+ZT+iBxVUQ1asugqnD6oWoRiS25AkjNfG085dKJGtGxkdwLQrMKU5wJr2bOOFAXzKcTuqq+7fZlTMgG3SRfIYQ==",
-          "dev": true,
+          "version": "7.0.2",
+          "resolved": "https://registry.npmjs.org/http-proxy-agent/-/http-proxy-agent-7.0.2.tgz",
+          "integrity": "sha512-T1gkAiYYDWYx3V5Bmyu7HcfcvL7mUrTWiM6yOfa3PIphViJ/gFPbvidQ+veqSOHci/PxBcDabeUNCzpOODJZig==",
           "requires": {
             "agent-base": "^7.1.0",
             "debug": "^4.3.4"
           }
         },
         "https-proxy-agent": {
-          "version": "7.0.1",
-          "resolved": "https://registry.npmjs.org/https-proxy-agent/-/https-proxy-agent-7.0.1.tgz",
-          "integrity": "sha512-Eun8zV0kcYS1g19r78osiQLEFIRspRUDd9tIfBCTBPBeMieF/EsJNL8VI3xOIdYRDEkjQnqOYPsZ2DsWsVsFwQ==",
-          "dev": true,
+          "version": "7.0.4",
+          "resolved": "https://registry.npmjs.org/https-proxy-agent/-/https-proxy-agent-7.0.4.tgz",
+          "integrity": "sha512-wlwpilI7YdjSkWaQ/7omYBMTliDcmCN8OLihO6I9B86g06lMyAoqgoDpV0XqoaPOKj+0DIdAvnsWfyAAhmimcg==",
           "requires": {
             "agent-base": "^7.0.2",
             "debug": "4"
@@ -52355,16 +52448,14 @@
         "lru-cache": {
           "version": "7.18.3",
           "resolved": "https://registry.npmjs.org/lru-cache/-/lru-cache-7.18.3.tgz",
-          "integrity": "sha512-jumlc0BIUrS3qJGgIkWZsyfAM7NCWiBcCDhnd+3NNM5KbBmLTgHVfWBcg6W+rLUsIpzpERPsvwUP7CckAQSOoA==",
-          "dev": true
+          "integrity": "sha512-jumlc0BIUrS3qJGgIkWZsyfAM7NCWiBcCDhnd+3NNM5KbBmLTgHVfWBcg6W+rLUsIpzpERPsvwUP7CckAQSOoA=="
         },
         "socks-proxy-agent": {
-          "version": "8.0.1",
-          "resolved": "https://registry.npmjs.org/socks-proxy-agent/-/socks-proxy-agent-8.0.1.tgz",
-          "integrity": "sha512-59EjPbbgg8U3x62hhKOFVAmySQUcfRQ4C7Q/D5sEHnZTQRrQlNKINks44DMR1gwXp0p4LaVIeccX2KHTTcHVqQ==",
-          "dev": true,
+          "version": "8.0.3",
+          "resolved": "https://registry.npmjs.org/socks-proxy-agent/-/socks-proxy-agent-8.0.3.tgz",
+          "integrity": "sha512-VNegTZKhuGq5vSD6XNKlbqWhyt/40CgoEw8XxD6dhnm8Jq9IEa3nIa4HwnM8XOqU0CdB0BwWVXusqiFXfHB3+A==",
           "requires": {
-            "agent-base": "^7.0.1",
+            "agent-base": "^7.1.1",
             "debug": "^4.3.4",
             "socks": "^2.7.1"
           }
@@ -52374,8 +52465,7 @@
     "proxy-from-env": {
       "version": "1.1.0",
       "resolved": "https://registry.npmjs.org/proxy-from-env/-/proxy-from-env-1.1.0.tgz",
-      "integrity": "sha512-D+zkORCbA9f1tdWRK0RaCR3GPv50cMxcrz4X8k5LTSUD1Dkw47mKJEZQNunItRTkWwgtaUSo1RVFRIG9ZXiFYg==",
-      "devOptional": true
+      "integrity": "sha512-D+zkORCbA9f1tdWRK0RaCR3GPv50cMxcrz4X8k5LTSUD1Dkw47mKJEZQNunItRTkWwgtaUSo1RVFRIG9ZXiFYg=="
     },
     "prr": {
       "version": "1.0.1",
diff --git a/packages/arg-parser/package.json b/packages/arg-parser/package.json
index a3092f55c..e4c800733 100644
--- a/packages/arg-parser/package.json
+++ b/packages/arg-parser/package.json
@@ -40,7 +40,7 @@
     "mongodb-connection-string-url": "^3.0.1"
   },
   "devDependencies": {
-    "@mongodb-js/devtools-connect": "^2.6.2",
+    "@mongodb-js/devtools-connect": "^2.6.3",
     "@mongodb-js/eslint-config-mongosh": "^1.0.0",
     "@mongodb-js/prettier-config-devtools": "^1.0.1",
     "@mongodb-js/tsconfig-mongosh": "^1.0.0",
diff --git a/packages/cli-repl/package.json b/packages/cli-repl/package.json
index cff213a0f..99a997c09 100644
--- a/packages/cli-repl/package.json
+++ b/packages/cli-repl/package.json
@@ -87,6 +87,7 @@
     "mongodb-log-writer": "^1.4.2",
     "numeral": "^2.0.6",
     "pretty-repl": "^4.0.1",
+    "proxy-agent": "^6.4.0",
     "semver": "^7.5.4",
     "strip-ansi": "^6.0.0",
     "text-table": "^0.2.0",
diff --git a/packages/cli-repl/src/cli-repl.spec.ts b/packages/cli-repl/src/cli-repl.spec.ts
index e7e460f0d..a8855dc57 100644
--- a/packages/cli-repl/src/cli-repl.spec.ts
+++ b/packages/cli-repl/src/cli-repl.spec.ts
@@ -2447,7 +2447,10 @@ describe('CliRepl', function () {
       cliRepl = new CliRepl(cliReplOptions);
       await cliRepl.start('', {});
 
-      const o = await cliRepl.prepareOIDCOptions({} as any);
+      const o = await cliRepl.prepareOIDCOptions(
+        'mongodb://localhost/',
+        {} as any
+      );
       expect(o.oidc?.allowedFlows).to.deep.equal(['auth-code']);
       expect(o.oidc?.notifyDeviceFlow).to.be.a('function');
       expect(o.authMechanismProperties).to.deep.equal({});
@@ -2470,7 +2473,7 @@ describe('CliRepl', function () {
       let o: DevtoolsConnectOptions;
       process.env.MONGOSH_OIDC_PARENT_HANDLE = 'foo-bar';
       try {
-        o = await cliRepl.prepareOIDCOptions({} as any);
+        o = await cliRepl.prepareOIDCOptions('mongodb://localhost/', {} as any);
       } finally {
         delete process.env.MONGOSH_OIDC_PARENT_HANDLE;
       }
diff --git a/packages/cli-repl/src/cli-repl.ts b/packages/cli-repl/src/cli-repl.ts
index c7dc094ff..97427c5e3 100644
--- a/packages/cli-repl/src/cli-repl.ts
+++ b/packages/cli-repl/src/cli-repl.ts
@@ -360,7 +360,7 @@ export class CliRepl implements MongoshIOProvider {
       delete driverOptions.autoEncryption;
     }
 
-    driverOptions = await this.prepareOIDCOptions(driverOptions);
+    driverOptions = await this.prepareOIDCOptions(driverUri, driverOptions);
     markTime(TimingCategories.DriverSetup, 'prepared OIDC options');
 
     let initialServiceProvider;
@@ -1143,6 +1143,7 @@ export class CliRepl implements MongoshIOProvider {
 
   /** Adjust `driverOptionsIn` with OIDC-specific settings from this CLI instance. */
   async prepareOIDCOptions(
+    driverUri: string,
     driverOptionsIn: Readonly<DevtoolsConnectOptions>
   ): Promise<DevtoolsConnectOptions> {
     const driverOptions = {
@@ -1165,6 +1166,24 @@ export class CliRepl implements MongoshIOProvider {
           )}\nWaiting...\n`
       );
     };
+    if (process.env.MONGOSH_EXPERIMENTAL_OIDC_PROXY_SUPPORT) {
+      const ProxyAgent = (await import('proxy-agent')).ProxyAgent;
+      const tlsCAFile =
+        driverOptions.tlsCAFile ??
+        new ConnectionString(driverUri)
+          .typedSearchParams<DevtoolsConnectOptions>()
+          .get('tlsCAFile');
+      const ca = tlsCAFile ? await fs.readFile(tlsCAFile) : undefined;
+      driverOptions.oidc.customHttpOptions = (_url, opts) => {
+        if (ca && !opts.ca) {
+          opts = { ...opts, ca };
+        }
+        return {
+          ...opts,
+          agent: new ProxyAgent({ ...opts }),
+        };
+      };
+    }
 
     const [redirectURI, trustedEndpoints, browser] = await Promise.all([
       this.getConfig('oidcRedirectURI'),
diff --git a/packages/logging/package.json b/packages/logging/package.json
index 0ccd9c411..8594ca712 100644
--- a/packages/logging/package.json
+++ b/packages/logging/package.json
@@ -17,7 +17,7 @@
     "node": ">=14.15.1"
   },
   "dependencies": {
-    "@mongodb-js/devtools-connect": "^2.6.2",
+    "@mongodb-js/devtools-connect": "^2.6.3",
     "@mongosh/errors": "0.0.0-dev.0",
     "@mongosh/history": "0.0.0-dev.0",
     "@mongosh/types": "0.0.0-dev.0",
diff --git a/packages/service-provider-server/package.json b/packages/service-provider-server/package.json
index 0ecd10e77..559aace36 100644
--- a/packages/service-provider-server/package.json
+++ b/packages/service-provider-server/package.json
@@ -47,7 +47,7 @@
     }
   },
   "dependencies": {
-    "@mongodb-js/devtools-connect": "^2.6.2",
+    "@mongodb-js/devtools-connect": "^2.6.3",
     "@mongodb-js/oidc-plugin": "^0.4.0",
     "@mongosh/errors": "0.0.0-dev.0",
     "@mongosh/service-provider-core": "0.0.0-dev.0",
diff --git a/packages/types/package.json b/packages/types/package.json
index 4db174c4f..2dc325b67 100644
--- a/packages/types/package.json
+++ b/packages/types/package.json
@@ -38,7 +38,7 @@
     "unitTestsOnly": true
   },
   "dependencies": {
-    "@mongodb-js/devtools-connect": "^2.6.2"
+    "@mongodb-js/devtools-connect": "^2.6.3"
   },
   "devDependencies": {
     "@mongodb-js/eslint-config-mongosh": "^1.0.0",