Connect Follow Up Boss to Gmail and Outlook
InboxPilot writes replies from each lead's record and holds automated emails around your drips. Every email lands on the lead's timeline.
InboxPilot writes replies from each lead's record and holds automated emails around your drips. Every email lands on the lead's timeline.


AI email replies use the lead's stage, where they came from and the full details of the homes they asked about.
Learn moreLena Brooks
Hot Prospect, from your website
Replies go out from the Gmail or Outlook account Follow Up Boss already syncs. In our November 2026 test on our own account, they appeared within about a minute.
Timeline
Lena BrooksEmail received9:41 AM
How many bedrooms does the Birch Lane house have?
Email sent9:44 AM
It has 3 bedrooms and 2 baths. Would Saturday suit you?
Email received10:02 AM
Saturday works, thanks.
Before each automated email, InboxPilot checks what Follow Up Boss shows for that lead. If a drip, an action plan or your website just reached them, the email waits, 24 hours by default.
Mon 9:02 AM
Drip email sent
From your action plan
Mon 2:15 PM
Third view of a home
212 Birch Lane
Mon 2:16 PM
Showing email held
They were just emailed
Tue 9:02 AM
Showing email sent
From your Gmail
The third view starts an email workflow offering a showing. A note from an IDX website such as Sierra Interactive can start one too.
Learn moreLena viewed 212 Birch Lane
Third time, in Follow Up Boss
Hi Lena, would you like to see 212 Birch Lane this week? I can show it Saturday or Sunday. Dana
On any paid plan, let the routine emails go on their own and keep offers and negotiation in review.
Send without review
Sign in with the Gmail or Outlook account Follow Up Boss already syncs.
One key, pasted under Integrations. Lead details are read when needed and never stored.
As a custom connector, Claude can read your open requests and write drafts. Sending stays with you.
Instructions
You answer for Dana's team. Keep replies short and friendly, and offer a showing with the booking link.
Knowledge
Space out from other emails
24 hours
Inboxes
Follow Up Boss
Claude


Never used to train public models.
At rest and in transit.
Only the data it needs, nothing more.