diff --git a/packages/server/modules/cli/commands/db/migrate.js b/packages/server/modules/cli/commands/db/migrate.ts
similarity index 55%
rename from packages/server/modules/cli/commands/db/migrate.js
rename to packages/server/modules/cli/commands/db/migrate.ts
index 726116c06b..a9577b8383 100644
--- a/packages/server/modules/cli/commands/db/migrate.js
+++ b/packages/server/modules/cli/commands/db/migrate.ts
@@ -1,10 +1,13 @@
-/** @type {import('yargs').CommandModule} */
-const command = {
+import { noop } from 'lodash'
+import { CommandModule } from 'yargs'
+
+const command: CommandModule = {
   command: 'migrate',
   describe: 'Migration specific commands',
   builder(yargs) {
     return yargs.commandDir('migrate', { extensions: ['js', 'ts'] }).demandCommand()
-  }
+  },
+  handler: noop
 }
 
-module.exports = command
+export = command
diff --git a/packages/server/modules/cli/commands/db/migrate/create.js b/packages/server/modules/cli/commands/db/migrate/create.ts
similarity index 54%
rename from packages/server/modules/cli/commands/db/migrate/create.js
rename to packages/server/modules/cli/commands/db/migrate/create.ts
index 76134365dc..8034141086 100644
--- a/packages/server/modules/cli/commands/db/migrate/create.js
+++ b/packages/server/modules/cli/commands/db/migrate/create.ts
@@ -1,23 +1,23 @@
-const knex = require('@/db/knex')
-const { appRoot } = require('@/bootstrap')
-const fs = require('fs/promises')
-const { logger } = require('@/logging/logging')
+import knex from '@/db/knex'
+import { appRoot } from '@/bootstrap'
+import fs from 'fs/promises'
+import { logger } from '@/logging/logging'
+import { CommandModule } from 'yargs'
 
 /** @type {import('yargs').CommandModule} */
-const command = {
+const command: CommandModule<unknown, { name: string; module: string }> = {
   command: 'create <name> [module]',
   describe: 'Create a new migration',
-  builder(yargs) {
-    return yargs
-      .positional('name', {
-        describe: 'Migration name',
-        type: 'string'
-      })
-      .positional('module', {
-        describe: 'The server module into which this migration should be generated',
-        type: 'string',
-        default: 'core'
-      })
+  builder: {
+    name: {
+      describe: 'Migration name',
+      type: 'string'
+    },
+    module: {
+      describe: 'The server module into which this migration should be generated',
+      type: 'string',
+      default: 'core'
+    }
   },
   async handler(argv) {
     const name = argv.name
@@ -40,4 +40,4 @@ const command = {
   }
 }
 
-module.exports = command
+export = command
diff --git a/packages/server/modules/cli/commands/db/migrate/down.js b/packages/server/modules/cli/commands/db/migrate/down.ts
similarity index 74%
rename from packages/server/modules/cli/commands/db/migrate/down.js
rename to packages/server/modules/cli/commands/db/migrate/down.ts
index 91411fc6ed..c79c7256c1 100644
--- a/packages/server/modules/cli/commands/db/migrate/down.js
+++ b/packages/server/modules/cli/commands/db/migrate/down.ts
@@ -1,8 +1,8 @@
-const knex = require('@/db/knex')
-const { logger } = require('@/logging/logging')
+import knex from '@/db/knex'
+import { logger } from '@/logging/logging'
+import { CommandModule } from 'yargs'
 
-/** @type {import('yargs').CommandModule} */
-const command = {
+const command: CommandModule<unknown, { times: number }> = {
   command: 'down [times]',
   describe: 'Undo last migration',
   builder(yargs) {
@@ -29,4 +29,4 @@ const command = {
   }
 }
 
-module.exports = command
+export = command
diff --git a/packages/server/modules/cli/commands/db/migrate/latest.js b/packages/server/modules/cli/commands/db/migrate/latest.ts
similarity index 58%
rename from packages/server/modules/cli/commands/db/migrate/latest.js
rename to packages/server/modules/cli/commands/db/migrate/latest.ts
index 765d8ce988..5b73ea855d 100644
--- a/packages/server/modules/cli/commands/db/migrate/latest.js
+++ b/packages/server/modules/cli/commands/db/migrate/latest.ts
@@ -1,8 +1,8 @@
-const knex = require('@/db/knex')
-const { logger } = require('@/logging/logging')
+import knex from '@/db/knex'
+import { logger } from '@/logging/logging'
+import { CommandModule } from 'yargs'
 
-/** @type {import('yargs').CommandModule} */
-const command = {
+const command: CommandModule = {
   command: 'latest',
   describe: 'Run all migrations that have not yet been run',
   async handler() {
@@ -12,4 +12,4 @@ const command = {
   }
 }
 
-module.exports = command
+export = command
diff --git a/packages/server/modules/cli/commands/db/migrate/rollback.js b/packages/server/modules/cli/commands/db/migrate/rollback.js
deleted file mode 100644
index ec101ead8a..0000000000
--- a/packages/server/modules/cli/commands/db/migrate/rollback.js
+++ /dev/null
@@ -1,15 +0,0 @@
-const knex = require('@/db/knex')
-const { logger } = require('@/logging/logging')
-
-/** @type {import('yargs').CommandModule} */
-const command = {
-  command: 'rollback',
-  describe: 'Roll back all migrations',
-  async handler() {
-    logger.info('Rolling back migrations...')
-    await knex.migrate.rollback(null, true)
-    logger.info('Completed rolling back migrations')
-  }
-}
-
-module.exports = command
diff --git a/packages/server/modules/cli/commands/db/migrate/rollback.ts b/packages/server/modules/cli/commands/db/migrate/rollback.ts
new file mode 100644
index 0000000000..9b5563bf55
--- /dev/null
+++ b/packages/server/modules/cli/commands/db/migrate/rollback.ts
@@ -0,0 +1,15 @@
+import knex from '@/db/knex'
+import { logger } from '@/logging/logging'
+import { CommandModule } from 'yargs'
+
+const command: CommandModule = {
+  command: 'rollback',
+  describe: 'Roll back all migrations',
+  async handler() {
+    logger.info('Rolling back migrations...')
+    await knex.migrate.rollback(undefined, true)
+    logger.info('Completed rolling back migrations')
+  }
+}
+
+export = command
diff --git a/packages/server/modules/cli/commands/db/migrate/up.js b/packages/server/modules/cli/commands/db/migrate/up.ts
similarity index 57%
rename from packages/server/modules/cli/commands/db/migrate/up.js
rename to packages/server/modules/cli/commands/db/migrate/up.ts
index 04205f2dc6..d06d4c7966 100644
--- a/packages/server/modules/cli/commands/db/migrate/up.js
+++ b/packages/server/modules/cli/commands/db/migrate/up.ts
@@ -1,8 +1,8 @@
-const knex = require('@/db/knex')
-const { logger } = require('@/logging/logging')
+import knex from '@/db/knex'
+import { logger } from '@/logging/logging'
+import { CommandModule } from 'yargs'
 
-/** @type {import('yargs').CommandModule} */
-const command = {
+const command: CommandModule = {
   command: 'up',
   describe: 'Run next migration that has not yet been run',
   async handler() {
@@ -12,4 +12,4 @@ const command = {
   }
 }
 
-module.exports = command
+export = command
diff --git a/packages/server/modules/cli/commands/db/seed.js b/packages/server/modules/cli/commands/db/seed.ts
similarity index 55%
rename from packages/server/modules/cli/commands/db/seed.js
rename to packages/server/modules/cli/commands/db/seed.ts
index b2c32d48d3..c7e73d8746 100644
--- a/packages/server/modules/cli/commands/db/seed.js
+++ b/packages/server/modules/cli/commands/db/seed.ts
@@ -1,10 +1,13 @@
-/** @type {import('yargs').CommandModule} */
-const command = {
+import { noop } from 'lodash'
+import { CommandModule } from 'yargs'
+
+const command: CommandModule = {
   command: 'seed',
   describe: 'Seed your local DB with fake data',
   builder(yargs) {
     return yargs.commandDir('seed', { extensions: ['js', 'ts'] }).demandCommand()
-  }
+  },
+  handler: noop
 }
 
-module.exports = command
+export = command
diff --git a/packages/server/modules/cli/commands/db/seed/users.js b/packages/server/modules/cli/commands/db/seed/users.ts
similarity index 73%
rename from packages/server/modules/cli/commands/db/seed/users.js
rename to packages/server/modules/cli/commands/db/seed/users.ts
index 649189b22a..05bba7187e 100644
--- a/packages/server/modules/cli/commands/db/seed/users.js
+++ b/packages/server/modules/cli/commands/db/seed/users.ts
@@ -1,9 +1,11 @@
-const { logger } = require('@/logging/logging')
-const { Users, ServerAcl } = require('@/modules/core/dbSchema')
-const { Roles } = require('@/modules/core/helpers/mainConstants')
-const { faker } = require('@faker-js/faker')
-const { range } = require('lodash')
-const { UniqueEnforcer } = require('enforce-unique')
+import { logger } from '@/logging/logging'
+import { Users, ServerAcl } from '@/modules/core/dbSchema'
+import { Roles } from '@/modules/core/helpers/mainConstants'
+import { faker } from '@faker-js/faker'
+import { range } from 'lodash'
+import { UniqueEnforcer } from 'enforce-unique'
+import { CommandModule } from 'yargs'
+import { UserRecord } from '@/modules/core/helpers/types'
 
 const RETRY_COUNT = 3
 const UNIQUE_MAX_TIME = 500
@@ -36,7 +38,7 @@ function createFakeUser() {
   }
 }
 
-function generateUsers(count) {
+function generateUsers(count: number) {
   const users = []
   for (let i = 0; i < count; i++) {
     users.push(createFakeUser())
@@ -44,8 +46,8 @@ function generateUsers(count) {
   return users
 }
 
-function insertUsers(users) {
-  return Users.knex().returning(Users.col.id).insert(users)
+function insertUsers(users: Partial<UserRecord>[]): Promise<Array<{ id: string }>> {
+  return Users.knex<UserRecord>().returning(Users.col.id).insert(users)
 }
 
 async function* batchedOperationGenerator({
@@ -53,6 +55,14 @@ async function* batchedOperationGenerator({
   itemCount,
   batchSize,
   retryCount = 3
+}: {
+  batchInsertGenerator: (
+    insertCount: number,
+    currentItemCount: number
+  ) => Promise<string[]>
+  itemCount: number
+  batchSize: number
+  retryCount?: number
 }) {
   logger.info('Starting batched operation...')
   let currentItemCount = 0
@@ -80,6 +90,7 @@ async function* batchedOperationGenerator({
     })
     batchPromise = batchPromise.catch((e) => {
       logger.error(e, 'Operation failed all retries')
+      return []
     })
 
     currentItemCount = newItemCount
@@ -88,21 +99,19 @@ async function* batchedOperationGenerator({
   }
 }
 
-/** @type {import('yargs').CommandModule} */
-const command = {
+const command: CommandModule<unknown, { count: number; batchsize: number }> = {
   command: 'users <count> [batchsize]',
   describe: 'Fill the `users` table with a ton of fake users',
-  builder(yargs) {
-    return yargs
-      .positional('count', {
-        describe: 'User count',
-        type: 'number'
-      })
-      .positional('batchsize', {
-        describe: 'Max amount of inserts to process at once',
-        type: 'number',
-        default: '500'
-      })
+  builder: {
+    count: {
+      describe: 'User count',
+      type: 'number'
+    },
+    batchsize: {
+      describe: 'Max amount of inserts to process at once',
+      type: 'number',
+      default: '500'
+    }
   },
   async handler(argv) {
     const count = argv.count
@@ -131,4 +140,4 @@ const command = {
   }
 }
 
-module.exports = command
+export = command
diff --git a/packages/server/modules/cli/index.js b/packages/server/modules/cli/index.ts
similarity index 74%
rename from packages/server/modules/cli/index.js
rename to packages/server/modules/cli/index.ts
index cb0bb7c62f..9a3324f825 100644
--- a/packages/server/modules/cli/index.js
+++ b/packages/server/modules/cli/index.ts
@@ -1,7 +1,8 @@
-const path = require('path')
-const yargs = require('yargs')
-require('../../bootstrap')
-const { logger } = require('@/logging/logging')
+/* eslint-disable no-restricted-imports */
+import path from 'path'
+import yargs from 'yargs'
+import '../../bootstrap'
+import { logger } from '@/logging/logging'
 
 const execution = yargs
   .scriptName('yarn cli')
@@ -25,5 +26,6 @@ const execution = yargs
 
 const promise = Promise.resolve(execution)
 promise.then(() => {
-  yargs.exit(0)
+  // weird TS typing issue
+  yargs.exit(0, undefined as unknown as Error)
 })
diff --git a/packages/server/modules/shared/utils/ip.js b/packages/server/modules/shared/utils/ip.ts
similarity index 56%
rename from packages/server/modules/shared/utils/ip.js
rename to packages/server/modules/shared/utils/ip.ts
index ff4a081044..41b46ccb30 100644
--- a/packages/server/modules/shared/utils/ip.js
+++ b/packages/server/modules/shared/utils/ip.ts
@@ -1,15 +1,18 @@
-const getIpFromRequest = (req) => {
-  let ip
+import { Optional } from '@speckle/shared'
+import type express from 'express'
+import type http from 'http'
+
+export const getIpFromRequest = (req: express.Request | http.IncomingMessage) => {
+  let ip: Optional<string> = undefined
   try {
-    ip =
-      req.headers['cf-connecting-ip'] ||
+    ip = (req.headers['cf-connecting-ip'] ||
       req.headers['true-client-ip'] ||
       req.headers['x-real-ip'] ||
       req.headers['x-forwarded-for'] ||
       req.headers['x-original-forwarded-for'] ||
-      req.ip ||
+      ('ip' in req ? req.ip : undefined) ||
       req.connection.remoteAddress ||
-      ''
+      '') as string
   } catch {
     ip = ''
   }
@@ -19,5 +22,3 @@ const getIpFromRequest = (req) => {
     if (ip.startsWith(ipPrefix) || ip === '') return null
   return ip
 }
-
-module.exports = { getIpFromRequest }
diff --git a/packages/server/package.json b/packages/server/package.json
index 2a65cebaf1..7b2c2be189 100644
--- a/packages/server/package.json
+++ b/packages/server/package.json
@@ -29,7 +29,7 @@
     "lint:ci": "yarn lint:tsc",
     "lint:tsc": "tsc --noEmit",
     "lint:eslint": "eslint .",
-    "cli": "cross-env LOG_LEVEL=debug LOG_PRETTY=true NODE_ENV=development ts-node ./modules/cli/index.js",
+    "cli": "cross-env LOG_LEVEL=debug LOG_PRETTY=true NODE_ENV=development ts-node ./modules/cli/index.ts",
     "cli:download:commit": "cross-env LOG_PRETTY=true LOG_LEVEL=debug yarn cli download commit",
     "migrate": "yarn cli db migrate",
     "migrate:test": "cross-env NODE_ENV=test ts-node ./modules/cli/index.js db migrate",