Book the meeting.
Know who you're meeting.
Close the deal.
UpSchedule is the AI booking tool that preps you before every call and follows up after. Not just a calendar link — a full meeting intelligence engine.
94%
Show rate
2 min
Scout brief before every call
< 30 sec
Follow-up draft after every call
How It Works
Two sides of the same booking. Your lead sees a clean experience. You get intelligence.
What your lead sees
They find your booking page
Book a Call
Discovery Call
30 min
Product Demo
45 min
They answer a few questions
A few quick questions
Name
Work email
Cell phone
Company
What's your biggest challenge?
They pick a time
March 2026
They get a confirmation
Confirmed!
You're meeting with Sarah Chen
What you get
UpSchedule books it on your calendar
Discovery Call — Jane Smith
Tue, Mar 25 · 10:00 – 10:30 AM
Scout researches your prospect
Scout Brief: Jane Smith (Acme Corp)
Discovery · Mar 25
You walk into the meeting prepared
Jane Smith
Company
Acme Corp · Series B · 120 employees
SaaS · Marketing automation
3 Conversation Starters
Echo drafts your follow-up
To: jane@acmecorp.com
Great connecting today, Jane...
Exec Summary
Action Items
Book. Scout. Echo.
Three AI agents that book, prep, and close — so you never walk into a meeting blind or forget to follow up.
Book
The Engine
The booking engine at the heart of UpSchedule
- Branded booking pages
- AI chat booking
- Google + Outlook + Apple Calendar sync
- Voice + SMS reminders
- Custom form fields
- Embeddable widget + WP/Shopify plugins
- Reschedule & cancel self-service (HMAC-signed tokens)
- Recurring meetings
- Lead qualification forms
- Multi-host coordinator + round-robin
Scout
Pre-Meeting Intel
Know who you're meeting before you meet them
- Auto company research
- LinkedIn discovery
- Email history context
- Methodology scoring (MEDDIC/BANT)
- Conversation starters
- Emailed before every call
Echo
Post-Meeting AI
Never forget to follow up again
- AI follow-up email drafts
- Draft in your Gmail Drafts folder
- CRM notes + sync (13 CRMs)
- Auto follow-up cadences
- No-show prevention sequences
- Deal probability scoring
Coming Soon
Simple pricing. Scale when you're ready.
Start free. Add AI intelligence as you grow.
Free
$0/mo
Try it out
- 1 user
- 2 event types
- 1 calendar (Google)
- Google Meet
- Email confirmations
- Branded booking page
- 90-day data retention
Book
$12/user/mo
Solo rep or freelancer
- Unlimited event types
- 2 calendars (Google + Outlook)
- Zoom + Teams
- SMS reminders
- Custom branding
- AI chat booking
- Embeddable widget + WP/Shopify
- Reschedule & cancel self-service
- Recurring meetings
- Custom form fields
- Basic analytics
- 1-year data retention
Growth
$29/user/mo
Teams 2-10
- Everything in Book, plus:
- Unlimited users + calendars
- CalDAV calendar support
- CRM sync (HubSpot / Salesforce / Pipedrive / Zoho)
- Round-robin assignment
- Work schedules + block requests
- Lead qualification scoring
- Email pixel tracking
- Multiple booking pages
- AI add-ons available
- 2-year data retention
Scale
$49/user/mo
Business 11-50
- Everything in Growth, plus:
- Transit-aware scheduling
- Travel time blocks
- In-person meeting locations
- Custom domain
- API + webhooks
- SSO / SAML
- Skills-based matching
- Queue routing
- Meeting room booking
- Group meetings
- Waitlist management
- Multi-language (5)
- Custom SMTP / SendGrid
- Full analytics + leaderboard
- 5-year data retention
Enterprise
Custom
50+ users
- Everything in Scale, plus:
- Unlimited users
- SSO / SAML authentication
- White-label API
- Multi-location support
- Custom SLA (99.9%+ uptime)
- Dedicated CSM
- Custom AI models
- Compliance / audit logs
- Connect to internal systems
- Custom data retention
- Security review on request
No commitment required
AI Add-Ons (require Growth tier minimum)
| Add-On | Paid | BYOK | What It Does |
|---|---|---|---|
| Scout (pre-meeting briefs) | $12/user/mo | $9/user/mo | Company research, LinkedIn, talking points |
| Echo (post-meeting AI) | $12/user/mo | $9/user/mo | Transcript summary, follow-up drafts, CRM updates |
| CRM AI Enrichment | $9/user/mo | $7/user/mo | Auto-categorize, enrich contacts, smart deal staging |
| Field Sales / Transit | $15/user/mo | $12/user/mo | Transit-aware scheduling, auto travel time blocks with ETA + directions, in-person location capture, territory awareness |
| AI Bundle (all 4) | $39/user/mo | $29/user/mo | Everything above, ~25% savings |
BYOK = Bring Your Own Key (use your own API keys for AI providers). Available at Growth tier and above.
| Feature | Free $0/mo | Book $12/user/mo | Growth $29/user/mo POPULAR | Scale $49/user/mo 11-50 users | Enterprise Custom 50+ users |
|---|---|---|---|---|---|
| Scheduling | |||||
| Users | 1 | 1 | Unlimited | Unlimited | Unlimited |
| Event types | 2 | Unlimited | Unlimited | Unlimited | Unlimited |
| Calendar sync | 1 (Google) | 2 (Google + Outlook) | Unlimited + CalDAV + Apple | Unlimited + CalDAV + Apple | Unlimited + CalDAV + Apple |
| Video conferencing | Google Meet | Zoom + Teams | Zoom + Teams | Zoom + Teams | Zoom + Teams |
| Email confirmations | |||||
| Branded booking page | |||||
| SMS reminders | |||||
| Custom branding | |||||
| AI chat booking | |||||
| Embeddable widget | |||||
| WordPress & Shopify plugins | |||||
| Custom form fields | |||||
| Reschedule & cancel self-service | |||||
| Recurring meetings | |||||
| Basic analytics | |||||
| Data retention | 90 days | 1 year | 2 years | 5 years | Custom |
| Team & CRM | |||||
| Multiple booking pages | |||||
| CRM sync (HubSpot / Salesforce / Pipedrive / Zoho) | |||||
| Round-robin assignment | |||||
| Work schedules + block requests | |||||
| Lead qualification scoring | |||||
| Email pixel tracking | |||||
| Booking analytics & heatmaps | |||||
| AI add-ons available | |||||
| Advanced | |||||
| Transit-aware scheduling | |||||
| Travel time blocks | |||||
| In-person meeting locations | |||||
| Custom domain | |||||
| API + webhooks | |||||
| SSO / SAML | |||||
| Skills-based staff matching | |||||
| Queue routing | |||||
| Meeting room booking | |||||
| Group meetings | |||||
| Waitlist management | |||||
| Multi-language (5 languages) | |||||
| Custom SMTP / SendGrid domain | |||||
| Full analytics, rep leaderboard + export | |||||
| Enterprise | |||||
| White-label API | |||||
| Multi-location support | |||||
| Custom SLA guarantee | |||||
| Dedicated CSM + onboarding | |||||
| Custom AI model configuration | |||||
| Compliance & audit logs | |||||
| Connect to internal / homegrown systems | |||||
| Custom data retention | |||||
UpSchedule vs. Calendly vs. Chili Piper
Calendly books the meeting. Chili Piper routes leads. UpSchedule does both, preps you, and follows up.
| Feature | Calendly | Chili Piper | UpSchedule |
|---|---|---|---|
| AI chat booking | No | No | Book+ ($12/mo) |
| Pre-meeting research | No | No | Scout add-on (Growth+) |
| Post-meeting follow-up | No | No | Echo add-on (Growth+) |
| Round-robin | $16/user/mo (Teams) | Included ($30+/seat) | $29/user (Growth) |
| Lead qualification | No | $30-40/seat + platform | $29/user (Growth) |
| CRM AI enrichment | No | No | Add-on (Growth+) |
| Route optimization | No | No | Add-on (Growth+) |
| Transit-aware scheduling | No | No | Scale ($49/user) |
| WordPress/Shopify plugin | Embed only | No | $12/mo (Book) |
| Self-service reschedule | Basic | Basic | HMAC-signed links (Book) |
| Recurring meetings | $10/user/mo | No | $12/mo (Book) |
| Custom branding | $10/user/mo | Enterprise only | $12/mo (Book) |
| SMS reminders | $10/user/mo | Included | $12/mo (Book) |
| CRM sync (bi-directional) | $16/user/mo | Included | $29/user (Growth) |
| API access | $10/user/mo | Enterprise only | $49/user (Scale) |
| SSO / SAML | Enterprise (custom) | Enterprise (custom) | $49/user (Scale) |
| White-label | Not available | Not available | Enterprise (custom) |
Integrations
Stop sending blind calendar links
Know who you're meeting before you meet them.
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Every interaction makes your AI smarter. No manual retraining required.