diff --git a/tools/syn2mas/package-lock.json b/tools/syn2mas/package-lock.json
index 9bde0e8d9..3b9a305bd 100644
--- a/tools/syn2mas/package-lock.json
+++ b/tools/syn2mas/package-lock.json
@@ -39,7 +39,7 @@
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         "eslint-plugin-unicorn": "^51.0.1",
         "prettier": "^3.0.3",
-        "ts-node": "^11.0.0-beta.1",
+        "tsx": "^4.16.2",
         "typescript": "^5.2.2"
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@@ -421,26 +421,372 @@
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+      "os": [
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+      "resolved": "https://registry.npmjs.org/@esbuild/win32-x64/-/win32-x64-0.21.5.tgz",
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+      "optional": true,
+      "os": [
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       }
     },
     "node_modules/@eslint-community/eslint-utils": {
@@ -597,6 +943,7 @@
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       "dev": true,
+      "peer": true,
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@@ -615,7 +962,8 @@
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-      "dev": true
+      "dev": true,
+      "peer": true
     },
     "node_modules/@jridgewell/trace-mapping": {
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@@ -751,30 +1099,12 @@
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@@ -1977,15 +2292,6 @@
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@@ -2197,6 +2503,44 @@
         "url": "https://github.com/sponsors/ljharb"
       }
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+    "node_modules/esbuild": {
+      "version": "0.21.5",
+      "resolved": "https://registry.npmjs.org/esbuild/-/esbuild-0.21.5.tgz",
+      "integrity": "sha512-mg3OPMV4hXywwpoDxu3Qda5xCKQi+vCTZq8S9J/EpkhB2HzKXq4SNFZE3+NK93JYxc8VMSep+lOUSC/RVKaBqw==",
+      "dev": true,
+      "hasInstallScript": true,
+      "bin": {
+        "esbuild": "bin/esbuild"
+      },
+      "engines": {
+        "node": ">=12"
+      },
+      "optionalDependencies": {
+        "@esbuild/aix-ppc64": "0.21.5",
+        "@esbuild/android-arm": "0.21.5",
+        "@esbuild/android-arm64": "0.21.5",
+        "@esbuild/android-x64": "0.21.5",
+        "@esbuild/darwin-arm64": "0.21.5",
+        "@esbuild/darwin-x64": "0.21.5",
+        "@esbuild/freebsd-arm64": "0.21.5",
+        "@esbuild/freebsd-x64": "0.21.5",
+        "@esbuild/linux-arm": "0.21.5",
+        "@esbuild/linux-arm64": "0.21.5",
+        "@esbuild/linux-ia32": "0.21.5",
+        "@esbuild/linux-loong64": "0.21.5",
+        "@esbuild/linux-mips64el": "0.21.5",
+        "@esbuild/linux-ppc64": "0.21.5",
+        "@esbuild/linux-riscv64": "0.21.5",
+        "@esbuild/linux-s390x": "0.21.5",
+        "@esbuild/linux-x64": "0.21.5",
+        "@esbuild/netbsd-x64": "0.21.5",
+        "@esbuild/openbsd-x64": "0.21.5",
+        "@esbuild/sunos-x64": "0.21.5",
+        "@esbuild/win32-arm64": "0.21.5",
+        "@esbuild/win32-ia32": "0.21.5",
+        "@esbuild/win32-x64": "0.21.5"
+      }
+    },
     "node_modules/escalade": {
       "version": "3.1.1",
       "resolved": "https://registry.npmjs.org/escalade/-/escalade-3.1.1.tgz",
@@ -3310,6 +3654,20 @@
       "integrity": "sha512-OO0pH2lK6a0hZnAdau5ItzHPI6pUlvI7jMVnxUQRtw4owF2wk8lOSabtGDCTP4Ggrg2MbGnWO9X8K1t4+fGMDw==",
       "devOptional": true
     },
+    "node_modules/fsevents": {
+      "version": "2.3.3",
+      "resolved": "https://registry.npmjs.org/fsevents/-/fsevents-2.3.3.tgz",
+      "integrity": "sha512-5xoDfX+fL7faATnagmWPpbFtwh/R77WmMMqqHGS65C3vvB0YHrgF+B1YmZ3441tMj5n63k0212XNoJwzlhffQw==",
+      "dev": true,
+      "hasInstallScript": true,
+      "optional": true,
+      "os": [
+        "darwin"
+      ],
+      "engines": {
+        "node": "^8.16.0 || ^10.6.0 || >=11.0.0"
+      }
+    },
     "node_modules/function-bind": {
       "version": "1.1.1",
       "resolved": "https://registry.npmjs.org/function-bind/-/function-bind-1.1.1.tgz",
@@ -3398,9 +3756,9 @@
       }
     },
     "node_modules/get-tsconfig": {
-      "version": "4.7.2",
-      "resolved": "https://registry.npmjs.org/get-tsconfig/-/get-tsconfig-4.7.2.tgz",
-      "integrity": "sha512-wuMsz4leaj5hbGgg4IvDU0bqJagpftG5l5cXIAvo8uZrqn0NJqwtfupTN00VnkQJPcIRrxYrm1Ue24btpCha2A==",
+      "version": "4.7.5",
+      "resolved": "https://registry.npmjs.org/get-tsconfig/-/get-tsconfig-4.7.5.tgz",
+      "integrity": "sha512-ZCuZCnlqNzjb4QprAzXKdpp/gh6KTxSJuw3IBsPnV/7fV4NxC9ckB+vPTt8w7fJA0TaSD7c55BR47JD6MEDyDw==",
       "dev": true,
       "dependencies": {
         "resolve-pkg-maps": "^1.0.0"
@@ -4453,12 +4811,6 @@
         "yallist": "^3.0.2"
       }
     },
-    "node_modules/make-error": {
-      "version": "1.3.6",
-      "resolved": "https://registry.npmjs.org/make-error/-/make-error-1.3.6.tgz",
-      "integrity": "sha512-s8UhlNe7vPKomQhC1qFelMokr/Sc3AgNbso3n74mVPA5LTZwkB9NlXf4XPamLxJE8h0gh73rM94xvwRT2CVInw==",
-      "dev": true
-    },
     "node_modules/make-fetch-happen": {
       "version": "9.1.0",
       "resolved": "https://registry.npmjs.org/make-fetch-happen/-/make-fetch-happen-9.1.0.tgz",
@@ -6487,46 +6839,6 @@
         "node": ">=8"
       }
     },
-    "node_modules/ts-node": {
-      "version": "11.0.0-beta.1",
-      "resolved": "https://registry.npmjs.org/ts-node/-/ts-node-11.0.0-beta.1.tgz",
-      "integrity": "sha512-WMSROP+1pU22Q/Tm40mjfRg130yD8i0g6ROST04ZpocfH8sl1zD75ON4XQMcBEVViXMVemJBH0alflE7xePdRA==",
-      "dev": true,
-      "dependencies": {
-        "@cspotcode/source-map-support": "^0.8.0",
-        "@tsconfig/node14": "*",
-        "@tsconfig/node16": "*",
-        "@tsconfig/node18": "*",
-        "@tsconfig/node20": "*",
-        "acorn": "^8.4.1",
-        "acorn-walk": "^8.1.1",
-        "arg": "^4.1.0",
-        "diff": "^4.0.1",
-        "make-error": "^1.1.1",
-        "v8-compile-cache-lib": "^3.0.1"
-      },
-      "bin": {
-        "ts-node": "dist/bin.js",
-        "ts-node-cwd": "dist/bin-cwd.js",
-        "ts-node-esm": "dist/bin-esm.js",
-        "ts-node-script": "dist/bin-script.js",
-        "ts-node-transpile-only": "dist/bin-transpile.js"
-      },
-      "peerDependencies": {
-        "@swc/core": ">=1.3.85",
-        "@swc/wasm": ">=1.3.85",
-        "@types/node": "*",
-        "typescript": ">=4.4"
-      },
-      "peerDependenciesMeta": {
-        "@swc/core": {
-          "optional": true
-        },
-        "@swc/wasm": {
-          "optional": true
-        }
-      }
-    },
     "node_modules/tslib": {
       "version": "2.6.2",
       "resolved": "https://registry.npmjs.org/tslib/-/tslib-2.6.2.tgz",
@@ -6554,6 +6866,25 @@
       "integrity": "sha512-Xni35NKzjgMrwevysHTCArtLDpPvye8zV/0E4EyYn43P7/7qvQwPh9BGkHewbMulVntbigmcT7rdX3BNo9wRJg==",
       "dev": true
     },
+    "node_modules/tsx": {
+      "version": "4.16.2",
+      "resolved": "https://registry.npmjs.org/tsx/-/tsx-4.16.2.tgz",
+      "integrity": "sha512-C1uWweJDgdtX2x600HjaFaucXTilT7tgUZHbOE4+ypskZ1OP8CRCSDkCxG6Vya9EwaFIVagWwpaVAn5wzypaqQ==",
+      "dev": true,
+      "dependencies": {
+        "esbuild": "~0.21.5",
+        "get-tsconfig": "^4.7.5"
+      },
+      "bin": {
+        "tsx": "dist/cli.mjs"
+      },
+      "engines": {
+        "node": ">=18.0.0"
+      },
+      "optionalDependencies": {
+        "fsevents": "~2.3.3"
+      }
+    },
     "node_modules/tunnel-agent": {
       "version": "0.6.0",
       "resolved": "https://registry.npmjs.org/tunnel-agent/-/tunnel-agent-0.6.0.tgz",
@@ -6768,12 +7099,6 @@
       "resolved": "https://registry.npmjs.org/util-deprecate/-/util-deprecate-1.0.2.tgz",
       "integrity": "sha512-EPD5q1uXyFxJpCrLnCc1nHnq3gOa6DZBocAIiI2TaSCA7VCJ1UJDMagCzIkXNsUYfD1daK//LTEQ8xiIbrHtcw=="
     },
-    "node_modules/v8-compile-cache-lib": {
-      "version": "3.0.1",
-      "resolved": "https://registry.npmjs.org/v8-compile-cache-lib/-/v8-compile-cache-lib-3.0.1.tgz",
-      "integrity": "sha512-wa7YjyUGfNZngI/vtK0UHAN+lgDCxBPCylVXGp0zu59Fz5aiGtNXaq3DhIov063MorB+VfufLh3JlF2KdTK3xg==",
-      "dev": true
-    },
     "node_modules/validate-npm-package-license": {
       "version": "3.0.4",
       "resolved": "https://registry.npmjs.org/validate-npm-package-license/-/validate-npm-package-license-3.0.4.tgz",
diff --git a/tools/syn2mas/package.json b/tools/syn2mas/package.json
index 013f49a5b..7fc6b2f52 100644
--- a/tools/syn2mas/package.json
+++ b/tools/syn2mas/package.json
@@ -12,20 +12,14 @@
   "bin": {
     "syn2mas": "dist/index.js"
   },
-  "files": [
-    "src",
-    "dist",
-    "package.json",
-    "LICENSE",
-    "README.md"
-  ],
+  "files": ["src", "dist", "package.json", "LICENSE", "README.md"],
   "publishConfig": {
     "access": "public"
   },
   "scripts": {
     "prepare": "npm run build",
     "build": "tsc",
-    "dev": "ts-node --esm src/index.ts",
+    "dev": "tsx src/index.ts",
     "lint": "npm run lint:types && npm run lint:style",
     "lint:style": "eslint . .eslintrc.cjs",
     "lint:types": "tsc --noEmit",
@@ -48,7 +42,7 @@
     "eslint-plugin-prettier": "^5.0.0",
     "eslint-plugin-unicorn": "^51.0.1",
     "prettier": "^3.0.3",
-    "ts-node": "^11.0.0-beta.1",
+    "tsx": "^4.16.2",
     "typescript": "^5.2.2"
   },
   "dependencies": {
diff --git a/tools/syn2mas/src/advisor.mts b/tools/syn2mas/src/advisor.mts
index ed2bde38e..4e755675c 100644
--- a/tools/syn2mas/src/advisor.mts
+++ b/tools/syn2mas/src/advisor.mts
@@ -80,7 +80,7 @@ export async function advisor(): Promise<void> {
   );
 
   // connect to synapse databases
-  const synapse = connectToSynapseDatabase(synapseConfig);
+  const synapse = await connectToSynapseDatabase(synapseConfig);
 
   async function count(query: Knex.QueryBuilder): Promise<number> {
     const res = await query.first();
diff --git a/tools/syn2mas/src/db.mts b/tools/syn2mas/src/db.mts
index d22f553f8..53eeb1c4b 100644
--- a/tools/syn2mas/src/db.mts
+++ b/tools/syn2mas/src/db.mts
@@ -12,6 +12,9 @@
 // See the License for the specific language governing permissions and
 // limitations under the License.
 
+import { readFile } from "node:fs/promises";
+import type { SecureContextOptions } from "node:tls";
+
 import knex, { Knex } from "knex";
 
 import {
@@ -21,9 +24,9 @@ import {
 } from "./schemas/mas.mjs";
 import { SynapseConfig } from "./schemas/synapse.mjs";
 
-export function connectToSynapseDatabase({
+export async function connectToSynapseDatabase({
   database,
-}: SynapseConfig): Knex<{}, unknown[]> {
+}: SynapseConfig): Promise<Knex<{}, unknown[]>> {
   if (!database) {
     throw new Error("Synapse database not configured");
   }
@@ -38,6 +41,7 @@ export function connectToSynapseDatabase({
 
   const connection: Knex.PgConnectionConfig = {};
   database.args.database && (connection.database = database.args.database);
+  database.args.dbname && (connection.database = database.args.dbname);
   database.args.user && (connection.user = database.args.user);
   database.args.password && (connection.password = database.args.password);
   database.args.host && (connection.host = database.args.host);
@@ -46,6 +50,15 @@ export function connectToSynapseDatabase({
   typeof database.args.port === "string" &&
     (connection.port = parseInt(database.args.port));
 
+  const ssl: SecureContextOptions = {};
+  database.args.sslcert && (ssl.cert = await readFile(database.args.sslcert));
+  database.args.sslrootcert &&
+    (ssl.ca = await readFile(database.args.sslrootcert));
+  database.args.sslkey && (ssl.key = await readFile(database.args.sslkey));
+  database.args.sslpassword && (ssl.passphrase = database.args.sslpassword);
+
+  connection.ssl = ssl;
+
   return knex({
     client: "pg",
     connection,
@@ -57,10 +70,11 @@ const isUriConfig = (
 ): database is MASURIDatabaseConfig =>
   typeof (database as Record<string, unknown>)["uri"] === "string";
 
-export function connectToMASDatabase({
+export async function connectToMASDatabase({
   database,
-}: MASConfig): Knex<{}, unknown[]> {
+}: MASConfig): Promise<Knex<{}, unknown[]>> {
   const connection: Knex.PgConnectionConfig = {};
+  const ssl: SecureContextOptions = {};
   if (isUriConfig(database)) {
     connection.connectionString = database.uri;
   } else {
@@ -71,6 +85,26 @@ export function connectToMASDatabase({
     database.port && (connection.port = database.port);
   }
 
+  if (database.ssl_ca) {
+    ssl.ca = database.ssl_ca;
+  } else if (database.ssl_ca_file) {
+    ssl.ca = await readFile(database.ssl_ca_file);
+  }
+
+  if (database.ssl_certificate) {
+    ssl.cert = database.ssl_certificate;
+  } else if (database.ssl_certificate_file) {
+    ssl.cert = await readFile(database.ssl_certificate_file);
+  }
+
+  if (database.ssl_key) {
+    ssl.key = database.ssl_key;
+  } else if (database.ssl_key_file) {
+    ssl.key = await readFile(database.ssl_key_file);
+  }
+
+  connection.ssl = ssl;
+
   return knex({
     client: "pg",
     connection,
diff --git a/tools/syn2mas/src/migrate.mts b/tools/syn2mas/src/migrate.mts
index 93208054f..3707b0f48 100644
--- a/tools/syn2mas/src/migrate.mts
+++ b/tools/syn2mas/src/migrate.mts
@@ -131,7 +131,7 @@ export async function migrate(): Promise<void> {
   );
 
   // connect to synapse database
-  const synapse = connectToSynapseDatabase(synapseConfig);
+  const synapse = await connectToSynapseDatabase(synapseConfig);
 
   // load MAS config
   const masConfig = masConfigSchema.parse(
@@ -139,7 +139,7 @@ export async function migrate(): Promise<void> {
   );
 
   // connect to MAS database
-  const mas = connectToMASDatabase(masConfig);
+  const mas = await connectToMASDatabase(masConfig);
 
   const upstreamProviders = new Map<string, MUpstreamOauthProvider>();
 
diff --git a/tools/syn2mas/src/schemas/mas.mts b/tools/syn2mas/src/schemas/mas.mts
index 34481ced3..71fba164a 100644
--- a/tools/syn2mas/src/schemas/mas.mts
+++ b/tools/syn2mas/src/schemas/mas.mts
@@ -14,19 +14,48 @@
 
 import * as z from "zod";
 
-const uriDatabaseConfig = z.object({
-  uri: z.string(),
-});
+const ssl = z
+  .object({
+    ssl_ca: z.string().optional(),
+    ssl_ca_file: z.string().optional(),
+    ssl_certificate: z.string().optional(),
+    ssl_certificate_file: z.string().optional(),
+    ssl_key: z.string().optional(),
+    ssl_key_file: z.string().optional(),
+  })
+  .refine((ssl) => {
+    if (ssl.ssl_ca && ssl.ssl_ca_file) {
+      throw new Error("Cannot specify both ssl_ca and ssl_ca_file");
+    }
+
+    if (ssl.ssl_certificate && ssl.ssl_certificate_file) {
+      throw new Error("Cannot specify both ssl_cert and ssl_cert_file");
+    }
+
+    if (ssl.ssl_key && ssl.ssl_key_file) {
+      throw new Error("Cannot specify both ssl_key and ssl_key_file");
+    }
+
+    return true;
+  });
+
+const uriDatabaseConfig = z
+  .object({
+    uri: z.string(),
+  })
+  .and(ssl);
 
 export type URIDatabaseConfig = z.infer<typeof uriDatabaseConfig>;
 
-const objectDatabaseConfig = z.object({
-  host: z.string().optional(),
-  port: z.number().optional(),
-  username: z.string().optional(),
-  password: z.string().optional(),
-  database: z.string().optional(),
-});
+const objectDatabaseConfig = z
+  .object({
+    host: z.string().optional(),
+    port: z.number().optional(),
+    username: z.string().optional(),
+    password: z.string().optional(),
+    database: z.string().optional(),
+  })
+  .and(ssl);
 
 const databaseConfig = z.union([uriDatabaseConfig, objectDatabaseConfig]);
 
diff --git a/tools/syn2mas/src/schemas/synapse.mts b/tools/syn2mas/src/schemas/synapse.mts
index ef740b550..10662f871 100644
--- a/tools/syn2mas/src/schemas/synapse.mts
+++ b/tools/syn2mas/src/schemas/synapse.mts
@@ -27,8 +27,13 @@ const psycopg2DatabaseConfig = z.object({
     user: z.string().nullish(),
     password: z.string().nullish(),
     database: z.string().nullish(),
+    dbname: z.string().nullish(),
     host: z.string().nullish(),
     port: z.union([z.number(), z.string()]).nullish(),
+    sslcert: z.string().nullish(),
+    sslkey: z.string().nullish(),
+    sslpassword: z.string().nullish(),
+    sslrootcert: z.string().nullish(),
   }),
 });