How to set up SMTP for Microsoft Hotmail/Outlook

1. Through our internal email system (default).
2. Through a combination of our internal email system and your business or personal email account (strongly recommended).
3. Through your business or personal email account only. 

Note: 
This step is not essential to use Pet Sitter Plus, but it can provide enhanced functions.
There is a separate process for Google accounts, please see Connect your Email using Google and Gmail
SMTP set-up can be a frustrating experience due to the technical nature. If you run into any difficulties, please reach out to our Support team who will be happy to assist you: support@petsitterplus.com

How Do I Set up SMTP for Microsoft Hotmail/Outlook?

Step 1: Email Options

• BCC All Direct Emails To Company: Turn ON (Optional) to receive a copy of all emails sent via SMTP.
• Send Email From Your Own Account: Turn ON to configure SMTP or Google services.
• Email Configuration Type: Select SMTP.
• Only Use For Direct Emails: Turn ON (Highly Recommended). You should continue to send Invoices and other emails through the internal server.
• Click "Update."

Step 2 Email Configurations

• Sender Email: Your Microsoft Hotmail/Outlook email address
• Host: eg. "smtp-mail.outlook.com"
• Username: Your Your Microsoft Hotmail/Outlook email address
• Password: The password for your Microsoft Hotmail/Outlook email account (NOT your Pet Sitter Plus login password)
• Security: Select STARTTLS
• Port: Enter 587
• Click "Test & Update."

Note: Your first attempt at connecting with "Test & Update" will likely fail. This is normal due to the security settings you need to alter on your Microsoft Hotmail/Outlook Account.

Troubleshooting Microsoft Hotmail/Outlook

Step 1: Turn on Two-Step Verification

• In order for Pet Sitter Plus to "talk" to your Microsoft Hotmail/Outlook account via SMTP you need to set two-step verification to “Turn on”.
• See below for instructions on how to do this. To find out more information about 2-step verification, please make sure you are logged into your Microsoft account and click the link below https://support.microsoft.com/en-gb/help/12408
• From your Microsoft account, click the option on the top menu for "Security".
• Next, click the option called "Advanced security options".

• On the "Advanced Security Settings" screen, scroll down to "Additional security" until you see "Two-step verification".
• Click "Turn on".

Step 2: Create an app password to use with Pet Sitter Plus

• Under the "Additional security options", you will see "App passwords".
• Click "Create a new app password".

• Microsoft will create a new password for you to use in Pet Sitter Plus.
• Drag across the password with your mouse and right+click to "copy" the password.

Step 3: Add Microsoft generated app password to your Email Configuration

• "Paste" the new password from Microsoft into the "Password" field in the Custom SMTP Configuration.

• Having completed steps 2 to 3 above, click “Test & Update” again and the connection attempt should now succeed.

• You should receive an email with a "Success" message in the subject line to confirm that SMTP is now working.

Tip: Once you have successfully completed the connection, a new option to email your clients in bulk from the Client Search is available, like this: