Google Calendar and Outlook
Inbox agents that book onto your real calendar.
When a prospect in your Unified Inbox says yes, the agent checks your live availability, proposes two times, negotiates until one works, and sends the invite from your Google Calendar or Outlook. No booking links to chase, no back and forth for your team.
- 50 free replies
- No credit card
- No third-party scheduler
Checked availability · 2 open slots
A yes in the inbox should become a meeting on the calendar.
Most "interested" replies die in scheduling. Someone has to find a slot, write back, wait, and write back again. Your inbox agents do that part in minutes, directly against your calendar.
Times proposed per reply
When a prospect is interested, the agent checks your real availability and offers two concrete times. No "what works for you?" loops.
Third-party schedulers required
Underfive connects to Google Calendar and Outlook directly. Invites go out from your calendar. Prefer a booking link? Add your Calendly or Cal.com link in Step 4 as an alternative.
To connect a client or teammate
Share a link and they connect their own Google or Outlook calendar without logging into Underfive. The agent books across every connected calendar.
Connected in three steps
Connect a calendar, invite whoever else should be bookable, and let the agent handle the rest.
Connect Google Calendar or Outlook
In Step 4 of your inbox agent setup, connect the calendar the agent should book onto. Each workspace can use its own calendar, so an agency can give every client its own. Set the meeting length and your availability preferences.
- Google Calendar and Outlook, connected natively
- One calendar per workspace or client
- Meeting duration and availability rules per agent
Inbox agent · Calendar Add teammates and clients with a link
Need a client's or a rep's calendar connected? Send them a link. They connect their Google or Outlook calendar without a Underfive login. With several reps connected, turn on round-robin and the agent rotates who gets the next meeting, skipping anyone who is unavailable.
- No Underfive login needed for the person connecting
- Availability checked across every connected calendar
- Round-robin distribution across your team
Connected calendars- Next upAlex WalkerConnected via link
-
2 meetings todayEmily TranConnected via link -
1 meeting todayOmar HaddadConnected via link -
Out of officeLena SchulzConnected via link
Underfive skips unavailable reps automatically.
The agent proposes, negotiates, and sends the invite
An interested reply gets two times from your real availability. If the prospect counters, the agent checks the new time and confirms or offers alternatives, handling time zones along the way. When both sides agree, the invite goes out from your calendar and the thread is marked Meeting Scheduled.
- Negotiates until a time works for both sides
- Handles time zones and reschedules
- Invite sent from your calendar, Slack notified
Calendar settings inside Underfive.
Already using Calendly or Cal.com?
Keep it. Add your booking link in Step 4 of the inbox agent setup and the agent offers it to prospects as an alternative to the two proposed times. Prospects pick whichever they prefer.
What the agent does in each scheduling scenario
Scheduling is rarely one message. These are the turns the agent handles on its own, on Google Calendar and Outlook alike.
| Scenario | What your inbox agent does
|
|---|---|
| Prospect says "Sure, when?" | Checks live availability and proposes two times in the prospect's time zone. |
| Prospect counters with a different time | Checks that slot against every connected calendar, then confirms or offers the nearest alternatives. |
| Prospect asks to move the meeting | Reschedules the invite and confirms the new time in the thread. |
| Prospect prefers to pick a time themselves | Shares your Calendly or Cal.com link from Step 4 as an alternative to the proposed times. |
| Several reps share the pipeline | Round-robin assigns the next meeting to the next available rep and books on their calendar. |
| Time agreed | Sends the invite from your calendar, marks the thread Meeting Scheduled, posts to Slack, and updates your CRM stage. |
Calendar integration FAQ
Everything people ask before connecting.
Which calendars does Underfive support?
Google Calendar and Outlook. Both connect natively in Step 4 of your inbox agent setup, with no third-party scheduling tool required.
How does the agent pick meeting times?
It reads real-time availability from the connected calendars and proposes two times that fit your meeting length and availability preferences. If the prospect counters, it checks the new time and confirms or offers alternatives.
Does it send the calendar invite?
Yes. Once a time is agreed, Underfive sends the invite from your connected calendar, marks the thread Meeting Scheduled, and notifies your team in Slack if Slack is connected.
Can a client or teammate connect their calendar without a Underfive account?
Yes. Share the connect link with them. They authorize their Google or Outlook calendar on that page and the agent can book onto it. They never need to log into Underfive.
How does round-robin work?
Connect each rep's calendar, turn on round-robin, and the agent rotates who receives the next meeting. It checks every rep's real availability and skips anyone who is unavailable.
I already use Calendly or Cal.com. Can I keep it?
Yes. Add your Calendly or Cal.com link in Step 4 of the inbox agent setup. The agent offers it to prospects as an alternative to the two proposed times.
Does it handle time zones and reschedules?
Yes. Times are proposed in the prospect's time zone, and if they ask to move the meeting the agent reschedules the invite and confirms the new time in the thread.
Can different workspaces use different calendars?
Yes. Each workspace, and each inbox agent inside it, can book onto its own calendar. Agencies typically connect one calendar per client workspace.
Stop losing interested replies in scheduling.
Connect Google Calendar or Outlook in under five minutes. Your first 50 replies are free, and the next yes becomes a meeting on your calendar.
Every booked meeting can also post to Slack. See the Slack integration.