Waymaker
Email

Set Up Email in Outlook

Learn about Set Up Email in Outlook in WaymakerOS.

OutlookSetup
Last updated: April 2026

Configure your Waymaker email in Microsoft Outlook on Windows, Mac, or mobile using IMAP.

Before you start

You'll need:

  • Your full email address (e.g. you@yourcompany.com)
  • Your email token

Important: the email token is not your Waymaker password. Use it only for setting up email apps. Find it in Commander → Email → Settings (gear) → Setup tab → Your Credentials → Reveal.

For full server settings, see Manual Settings Reference.

Outlook on Windows desktop doesn't auto-discover Waymaker accounts — set them up manually using the steps below. Outlook on Mac and mobile can sometimes auto-detect, but the manual flow is reliable on every version.

Outlook for Windows (Microsoft 365)

  1. Open Outlook
  2. Go to File → Add Account
  3. Enter your email address
  4. Click Advanced options
  5. Check Let me set up my account manually
  6. Click Connect
  7. Select IMAP
  8. Enter incoming mail settings:
SettingValue
Serverimap.waymakerone.com
Port993
Encryption methodSSL/TLS
  1. Click Next
  2. Enter outgoing mail settings:
SettingValue
Serversmtp.waymakerone.com
Port465
Encryption methodSSL/TLS
  1. Click Next
  2. Enter your email token as the password
  3. Click Connect, then Done when complete

Older versions of Outlook (2016/2019)

  1. Open Outlook
  2. Go to File → Account Settings → Account Settings
  3. Click New
  4. Select Manual setup and click Next
  5. Select POP or IMAP and click Next
  6. Enter your information:
    • Your Name: Your display name
    • Email Address: Your full email address
    • Account Type: IMAP
    • Incoming mail server: imap.waymakerone.com
    • Outgoing mail server: smtp.waymakerone.com
    • User Name: Your full email address
    • Password: Your email token
  7. Click More Settings
  8. Outgoing Server tab:
    • Check My outgoing server (SMTP) requires authentication
    • Select Use same settings as my incoming mail server
  9. Advanced tab:
    • Incoming server (IMAP): 993, SSL
    • Outgoing server (SMTP): 465, SSL
  10. Click OK, then Next and Finish

Outlook for Mac

  1. Open Outlook
  2. Go to Outlook → Settings → Accounts
  3. Click the + button → New Account
  4. Enter your email address and click Continue
  5. If asked to choose an account type, select IMAP
  6. Enter settings:
    • Incoming Server: imap.waymakerone.com
    • Use SSL: Yes
    • Port: 993
    • Outgoing Server: smtp.waymakerone.com
    • Use SSL: Yes
    • Port: 465
    • Username: Your full email address
    • Password: Your email token
  7. Click Add Account

Outlook Mobile App (iOS / Android)

  1. Download Microsoft Outlook from the App Store or Play Store
  2. Open Outlook
  3. Tap Add Account (or tap your profile → Add Account)
  4. Enter your email address and tap Continue
  5. When prompted, select IMAP
  6. Enter your details:
    • Display Name: Your name
    • Description: Waymaker
  7. Configure IMAP settings:
SettingValue
IMAP Host Nameimap.waymakerone.com
IMAP UsernameYour full email address
IMAP PasswordYour email token
IMAP Port993
IMAP SecuritySSL/TLS
  1. Configure SMTP settings:
SettingValue
SMTP Host Namesmtp.waymakerone.com
SMTP UsernameYour full email address
SMTP PasswordYour email token
SMTP Port465
SMTP SecuritySSL/TLS
  1. Tap the checkmark to finish

If you're on iOS, the configuration profile method is faster and adds Calendar and Contacts at the same time. See Set Up Email on iPhone & iPad.

New Outlook (Windows 11)

The new Outlook app on Windows 11 uses a simplified setup:

  1. Open New Outlook
  2. Click Add account
  3. Enter your email address
  4. Click Advanced setup
  5. Select IMAP
  6. Enter your email token when prompted
  7. Configure servers if needed:
    • Incoming: imap.waymakerone.com:993 (SSL)
    • Outgoing: smtp.waymakerone.com:465 (SSL)
  8. Click Connect

Calendar and Contacts in Outlook

IMAP only carries email. To also sync your Waymaker calendar and contacts in Outlook on Windows, install the free CalDAV Synchronizer add-in. See Sync Calendar to Devices and Sync Contacts to Devices for the full setup.

Outlook on Mac and Outlook Mobile do not support CalDAV or CardDAV. Use a different client (Apple Calendar / Apple Contacts on macOS and iOS) for calendar and contacts sync.

Troubleshooting

"We couldn't sign you in"

  • Make sure you're using your email token, not your Waymaker password
  • Confirm you selected IMAP — not Exchange or Microsoft 365
  • Verify the server addresses

"The connection to the server failed"

  • Check your internet connection
  • Verify SSL/TLS is enabled
  • Confirm ports are correct (993 for IMAP, 465 for SMTP)
  • Try temporarily disabling your firewall or antivirus

"Authentication failed"

  1. In Commander, go to Email → Settings → Setup → Your Credentials
  2. Click Reset Token to generate a new token
  3. Update the password in Outlook with the new token:
    • Windows: File → Account Settings → Account Settings → Change
    • Mac: Outlook → Settings → Accounts → Select account

Sent emails not in Sent folder

Outlook may save sent emails locally instead of on the server:

  1. Go to File → Account Settings → Account Settings
  2. Double-click your Waymaker account
  3. Click More Settings → Sent Items
  4. Select Save sent items in the Sent Items folder on the server

Tips

Organize with folders

Outlook syncs your server folders. Create folders in Commander and they'll appear in Outlook.

Set up rules

Create rules to automatically organize incoming email:

  1. Go to Home → Rules → Create Rule
  2. Set conditions and actions
  3. Rules run on your computer, not the server

Offline access

Outlook downloads emails for offline reading. Configure how much to keep:

  1. Go to account settings
  2. Adjust Mail to keep offline