velaro
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Square
Partnership Overview
March 2026 · Confidential
Built on Square's booking API · Phase 1 live

Your merchants lose a booking
every time a call goes unanswered.
We fix that.

Velaro adds a conversational AI front door to Square Appointments. A customer texts — Velaro checks live availability, picks a slot, and books it directly in Square. No form. No link to click. No human needed. Works 24/7 while the merchant is with another client.

62%of missed calls never call back
4M+Square merchants who could use this
10 minto connect Square and go live
1 bookingat $50 covers the monthly fee
How it works

A customer texts. Square gets a booking.

📱
Customer reaches out

SMS, WhatsApp, Instagram DM, website chat, Apple Messages — wherever they are

🤖
AI takes it from there

Velaro checks live Square availability, asks qualifying questions, presents real open slots

📅
Lands in Square

Booking confirmed in the Square dashboard. Square fires its native reminders automatically.

Live conversation example — SMS booking
Hey, can I get a haircut tomorrow afternoon?
Customer
Of course! Tomorrow we have 2pm, 3pm, and 4:30pm with Marcus. Which works best for you?
Velaro AI
3pm works
Customer
Done! Marcus at 3pm tomorrow ✓ You'll get a reminder an hour before. Reply CANCEL if plans change.
Velaro AI
Booking is now live in the merchant's Square dashboard. No human involved. Square fires its native SMS reminder on schedule.

Product capabilities

More than booking — a full customer communication layer

📆
Conversational Booking

Real-time availability from Square. Books, reschedules, and cancels in plain language. No form. No link. Just a text.

💬
AI Customer Support

Answers hours, pricing, policies, and service questions automatically. Available 24/7. No extra staff needed.

🔁
Post-Visit Follow-Up

When an appointment closes in Square, Velaro automatically sends a review ask and rebook nudge via the customer's preferred channel.

📞
Missed Call Text-Back

Merchant misses a call → Velaro instantly texts the caller and starts the booking conversation. No revenue walks out the door.

🌍
39 Languages — Automatic

Real-time translation on every channel. Customer texts in Spanish; merchant sees English. Zero multilingual hire required.

👤
AI to Human — Seamlessly

When the AI can't handle it, a human agent steps in with the full AI transcript. The customer doesn't notice the handoff.

Every channel your customers use
SMS / TextWhatsAppInstagram DMFacebook MessengerWebsite ChatApple MessagesVoice / IVR

Integration status

Phase 1 is complete. There's nothing to wait for.

  • One-click "Connect with Square" OAuth flow
  • Booking creation via Square API
  • Real-time availability search (/v2/bookings)
  • Booking cancellation via API
  • Service catalog sync (name, duration, pricing)
  • Team member browser for staff picker
  • OAuth token auto-refresh every 12 hours
  • 4 pre-built booking workflow templates
  • App Marketplace listing written, ready to submit
  • Full customer setup documentation
Why Square benefits

Four reasons this moves the needle for Square

1
Higher GMV per merchant

Every booking Velaro converts from a missed text or call is a transaction through Square. A salon booking 3 extra clients per week at $50/visit generates $7,800 in additional Square GMV — per merchant, per year.

2
Stickier Square Appointments

Merchants using Velaro have their availability, calendar, and reminders anchored in Square — making them significantly harder to migrate to Acuity, Calendly, or any competing booking tool.

3
Fills a gap Square doesn't fill today

Square Appointments has no native SMS booking, no WhatsApp channel, no conversational AI layer. Velaro fills that gap cleanly — we don't compete with Square, we extend it.

4
A strong App Marketplace story

Velaro would be one of the only AI booking + multi-channel apps on the Square Marketplace. First-mover placement in the booking category drives compounding organic discovery from 4M merchants.


What we're looking for

Three ways to move forward

🏪
App Marketplace Listing

Listed in the Square App Marketplace — Booking & Scheduling category. We're ready to submit today. This is the baseline.

📣
Co-marketing

A single email to booking-active Square merchants drives hundreds of trials at zero CAC for us — and meaningful GMV lift for Square.

🤝
ISV Partnership

Preferred app status, promoted placement in the Marketplace. We drive booking volume and merchant retention across Square's top verticals.

💡
Deeper Integration

In-Square merchant onboarding, Square-branded booking flows, or white-label options. We're open to wherever the conversation goes.

Every day without this,
Square merchants lose bookings.

We've already built the integration. The conversation can move fast — no setup needed on Square's side to evaluate.

No commitment needed · Response within 24 hours · Integration is live and ready to show