Personal web
Free source (opens in a new tab)
Month
For: Individuals trying it
Limits
- 10 free meetings per person
- 3 meetings organized concurrently
Includes
- Unlimited calendars
- Email support
Productivity & writingDocumented overviewLast checked Oct 2, 2026
SkipUp: Pricing, Features & Best Use Cases
AI follow-up and scheduling assistant that reads email threads and books meetings.
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Our take: SkipUp suits sales reps, recruiters and founders who want an assistant that follows up on email threads and books meetings, starting with 10 free meetings per person.
Main limitation: Free plan allows 3 concurrently organized meetings, and Pro is capped at 30 to 250 meetings per month.
Is SkipUp right for you?
SkipUp suits sales reps, recruiters and founders who want an assistant that follows up on email threads and books meetings, starting with 10 free meetings per person. Based on the vendor's documentation, not on a hands-on test.
Best for: Sales reps
Also a good fit for
- Recruiters
- Founders
Consider another tool if free plan limits 3 concurrent organized meetings
Or if
- Pro capped at 30 to 250 meetings per month by tier
- Requires account and calendar access
SkipUp pricing and usage limits
Prices checked Oct 2, 2026 on the official US pricing page. Official pricing ↗ Prices and limits change often.
Free access and trial conditions
Free for your first 10 meetings, no credit card required.
Free plan acts as the trial.
Paid plans: what changes as you upgrade
Pro web
$49/mo source (opens in a new tab)
Month
For: Busy professionals and small teams
Limits
- 30, 100 or 250 meetings per month (1-2 people)
- Shared workspace allowance
Includes
- Unlimited active scheduling
- Unlimited calendars
1 more
- Priority support
Custom web
Custom pricing source (opens in a new tab)
Custom
For: Company-wide scheduling
Includes
- Agent customization
- Annual invoicing
2 more
- Custom contracts
- Dedicated support
Usage caps, credits and extra costs
Billing is by workspace usage, not per seat.
Not stated.
What is SkipUp, and how does it work?
SkipUp is an AI scheduling assistant. You CC it on an email thread and it checks calendars, follows up on stalled threads and works toward a booked meeting, using context from email history and learned preferences. It targets sales reps, customer success, recruiters and founders. The site lists API, webhook, Zapier, HubSpot and Salesforce integrations, and billing is by workspace usage rather than per seat.
What you provide and what you get back
You provide
- Email threads where SkipUp is CCed
- Calendar access
- Scheduling preferences
You get back
- Follow-up emails
- Calendar invites
- Booked meetings
Where you can use it
- Platforms
- Web, API
- Account
- Required
- Free allowance
- 10 meetings per person
- Pro tiers
- 30 / 100 / 250 meetings per month
- Calendars
- Unlimited
- API
- Quickstart on support site
Best use cases for SkipUp
Scenarios are worked out by our editors from the documentation; the actual result depends on your input and plan.
Following up on demo requests
- Who
- Sales reps
- You provide
- Demo request emails
- Expected result
- Follow-ups until a meeting is booked
- Plan needed
- Free or Pro
- Limitation
- Free allows 10 meetings source (opens in a new tab)
Scheduling renewals and QBRs
- Who
- Customer success managers
- You provide
- Renewal and QBR threads
- Expected result
- Scheduled check-ins without back-and-forth
- Plan needed
- Pro
- Limitation
- Monthly meeting caps source (opens in a new tab)
Coordinating interview panels
- Who
- Recruiters
- You provide
- Panel interview requests
- Expected result
- A coordinated interview panel schedule
- Plan needed
- Pro
- Limitation
- Calendar access required source (opens in a new tab)
What SkipUp does, and where it stops
Automatic follow-ups
Chases stalled email threads automatically until a time is agreed. Stops prospects going cold.
Context from email history
Reads the email history to understand the situation before replying. Produces relevant replies.
Multi-calendar availability
Checks work, personal and shared calendars together. Avoids double booking.
Preference learning
Remembers your preferences and improves with use. Reduces repeated corrections.
Pros, cons and deal-breakers
Where SkipUp is strong
- Free plan with 10 meetings per person You can test with real meetings. documented source (opens in a new tab)
- No credit card for free start Unlimited calendars on Free. documented source (opens in a new tab)
- Unlimited calendars You pay for usage rather than seats. documented source (opens in a new tab)
- Workspace-based billing, not per seat Quick start by CCing SkipUp. documented source (opens in a new tab)
Limitations to check before paying
- Free plan limits 3 concurrent organized meetings Heavy schedulers hit the cap soon. documented source (opens in a new tab)
- Pro capped at 30 to 250 meetings per month by tier Larger volumes need paid plans. documented source (opens in a new tab)
- Requires account and calendar access Requires granting access. documented source (opens in a new tab)
- Priority support only on paid plans Free users wait for email support. documented source (opens in a new tab)
How to use SkipUp for scheduling meetings from an email thread
Set up SkipUp
- Sign up at skipup.ai
- Connect your calendar
- Set scheduling preferences
- Learn the CC workflow
Example: scheduling meetings from an email thread
- CC SkipUp on an email thread
- Let it propose times
- Let it follow up if no reply
- Check the booked invite
Review and export the result
- Confirm the calendar invite and attendees
- Review the email SkipUp sent on your behalf
SkipUp API
API access and separate billing
SkipUp has no public API in its official documentation. API quickstart on the support site. API documentation ↗
Privacy, data use and commercial rights
Summarized from the vendor's current policies; this is not legal advice and a vendor's badge is not an independent audit.
How your inputs and outputs are handled
Reads email threads and calendar availability.
Controls for business users
- FAQ lists a SOC2 question
Best SkipUp alternatives for different needs
"Better suited" is based on documented features and pricing, not on a head-to-head test.
Zapier: better suited to
Explore SkipUp further
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SkipUp user reviews
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Used SkipUp? Be the first to share your experience.
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SkipUp FAQ
How many meetings does the SkipUp free plan include?
Personal is free for 10 meetings per person, with 3 organized concurrently and unlimited calendars. source (opens in a new tab)
How much is SkipUp Pro?
Pro is $49 per month with tiers of 30, 100 or 250 meetings per month for 1-2 people. source (opens in a new tab)
How do I make SkipUp schedule a meeting?
CC SkipUp on the email thread and it handles follow-ups until the meeting is booked. source (opens in a new tab)
Is SkipUp billed per seat?
No. The pricing section says it uses workspace usage billing, not per-seat. source (opens in a new tab)
Sources and review methodology
Official sources and verification dates
- SkipUp home and pricing section homepage · checked Oct 2, 2026
- API Quickstart | SkipUp Support homepage · checked Oct 2, 2026
Not verified: Privacy policy; SOC2 answer; Training use; Retention.
How we documented and maintain this page
Every fact about SkipUp above comes from the 2 official pages listed here, last compared on Oct 2, 2026; we have not run SkipUp ourselves, so it has no editorial score. How we check and re-check pages.
Article updated Oct 2, 2026; prices checked Oct 2, 2026. Outbound links to vendors are plain links; we do not earn commissions. How we review · Report an error