The AI assistant for your calendars.

The AI assistant for your calendars.

The AI assistant for your calendars.

Group scheduling your guests will love.

Group scheduling your guests will love.

Group scheduling your guests will love.

Group scheduling your

guests will love.

Get everyone together with a click.

Get everyone together with a click.

Get everyone together with a click.

Created by the co-founder of Kayak who wrote the book on meetings.

Created by the co-founder of Kayak

who wrote the book on meetings.

Created by the co-founder of Kayak who wrote the book on meetings.

You send an email, Gumdrop handles the rest

You send an email, Gumdrop handles the rest

You send an email, Gumdrop

handles the rest

You send an email, Gumdrop handles the rest

Gumdrop coordinates everyone, checks the calendars it can see, asks guests only when it has to, and gets the meeting booked.

Works with Google and Outlook. No guest accounts required.

Works with Google and Outlook.

No guest accounts required.

STEP 1

CC Gumdrop

CC Gumdrop

CC Gumdrop

Simply include Gumdrop on any email thread with your guests. No need to look up calendars or switch platforms.

Created by the co-founder of Kayak

who wrote the book on meetings.

Simply include Gumdrop on any email thread with your guests. No need to look up calendars or switch platforms.

M&A Celebration Lunch

M&A Celebration Lunch

To:

Monica, Chandler, Rachel, Gumdrop

Monica, Chandler, Rachel, Gumdrop

Let’s celebrate this huge win!


Gumdrop will find a time that works for everyone.

Let’s celebrate this huge win!


Gumdrop will find a time that works for everyone.

Availablity

11:30 AM - Available

11:30 AM - Available

12:00 PM - Busy

12:00 PM - Busy

12:30 PM - Busy

12:30 PM - Busy

1:00 PM - Available

1:00 PM - Available

STEP 2

Gumdrop finds a time

Gumdrop finds a time

Gumdrop finds a time

It automatically checks everyone's real-time availability and books the meeting instantly when a match is found.

Created by the co-founder of Kayak

who wrote the book on meetings.

It automatically checks everyone's real-time availability and books the meeting instantly when a match is found.

STEP 3

Only asks when needed

Only asks when needed

Only asks when needed

If it's a group meeting and we are missing someone's availability, Gumdrop reaches out only to the specific people needed.

Created by the co-founder of Kayak

who wrote the book on meetings.

If it's a group meeting and we are missing someone's availability, Gumdrop reaches out only to the specific people needed.

Calendar Access

Monica Geller

Monica Geller

Connected

Connected

Chandler Bing

Chandler Bing

Connected

Connected

Rachel Green

Rachel Green

Reach out

Reach out

Preferred Times

Mon 10:00 AM

Mon 10:00 AM

Tue 11:00 AM

Tue 11:00 AM

Wed 2:00 PM

Wed 2:00 PM

STEP 4

Creates a poll (if needed)

Creates a poll (if needed)

Creates a poll (if needed)

For larger groups, Gumdrop automatically creates a lightweight poll and pre-fills responses for anyone we already have calendar access to.

Created by the co-founder of Kayak

who wrote the book on meetings.

For larger groups, Gumdrop automatically creates a lightweight poll and pre-fills responses for anyone we already have calendar access to.

The AI assistant for your calendars.

The AI assistant for your calendars.

Meetings scheduled with Gumdrop

Meetings scheduled with Gumdrop

Meetings scheduled
with Gumdrop

Meetings scheduled
with Gumdrop

And there's more built in…

And there's more built in…

And there's more built in…

More than just scheduling and fully encrypted.
Gumdrop provides secure meeting support from start to finish.

Created by the co-founder of Kayak

who wrote the book on meetings.

AI Calendar Assistant

Meetings scheduled through Gumdrop

Meeting Prep

Know who you’re meeting and why.

Notetaker

Stay present and look back.

Booking Links

Share your time with boundaries.

Follow up

Keep the conversation moving.

Action Items

Track the commitments you made.

Try Gumdrop free for 30 days

Try Gumdrop free for 30 days

Try Gumdrop free
for 30 days

No credit card required. $19/month after your trial.

Created by the co-founder of Kayak

who wrote the book on meetings.

FAQs

How does Gumdrop schedule group meetings?

What if Gumdrop can't see everyone's calendar?

Do my guests need a Gumdrop account?

Do I need to create the scheduling poll myself?

Which calendars does Gumdrop work with?

What else can Gumdrop do?

How much does Gumdrop cost?

Do I need a credit card to get started?

What happens after my free trial?

Can I cancel anytime?

Is my calendar and email information private?

Is there a team plan?

© 2026 Gumdrop, Inc. All rights reserved.

gumdrop

TM

Privacy Policy

Terms of Service

© 2026 Gumdrop, Inc. All rights reserved.

gumdrop

TM