Last minute gaps happen. Last minute scrambles don't have to

When gaps open up, StayBooked texts the clients most likely to book automatically. No blasting. No interruptions. Just a full calendar running on autopilot.


Never interrupt a cut to fill your calendar again

You check your books Tuesday morning. Every chair is covered through the afternoon. Looks like a full day. Fast forward to 10am. Three clients have rescheduled. You've got gaps you didn't see coming and no way to fill them from behind the chair.So you stop mid-cut, grab the iPad, and blast your whole client list: "We have last-minute openings today!" A couple bookings trickle in, but they're for Thursday and next week. Those Tuesday slots you wanted to fill? Still empty.That's not marketing. That's a fire drill. What if the right slot got filled before you even noticed it was empty? That's where Staybooked comes in.

1. Set up in 2 minutes

Plug in Squire, Square, or Boulevard. We pull your client list, appointment history, and calendar for every provider in your shop. Two minutes. No complicated setup.

2.We match the right client to the right slot

That Tuesday 2pm gap? We don't blast everyone about it. We find the client who's actually overdue, whose usual service fits the window, and who's booked Tuesday afternoons before. One open slot, one perfect-fit client, not a mass message to hundreds of people who aren't interested.

3. We send a personal, targeted text

"Hey Marcus, it's been about 5 weeks since your last fade at The Common Chair. Cameron has a 2pm open today. Want it?"Short. Personal. Sounds like it came from your shop. And you didn't have to write it, schedule it, or stop what you were doing.

4. Slots Fill Themselves

Client replies yes. The appointment lands in your calendar. You see it next time you check your books. The gap that would've sat empty all afternoon? Filled while you were behind the chair.


You already have blast tools and waitlists. Here's why they only half work

You've got Squire Engage, or Square Marketing, or some version of a mass SMS button. You press it, a booking or two comes in. It works... sort of. The slot you were actually trying to fill? Still empty. And now you've blasted everyone on your list to get there.

CapabilityStaybookedSquare MarketingSquire EngageOnline Waitlist
Fills every gap without you lifting a finger⚠️ (only if someone signed up)
Targets clients who are actually due
Matches the right service to the right slot
Fills the specific slot you need filled
Reaches clients who never signed up for a list
Sends personal messages, not generic blasts

How our pilot program works

Step 1: Paid research session

We start with a 45-minute paid research session to understand how

1. You’ll walk us through your current setup for filling slow days
2. We’ll share how StayBooked is designed to help and get your feedback
3. You receive $75 for your time

Whether or not you move forward after the research session is entirely up to you.

Step 2: Outcome-based pilot (optional)

If your business is a good fit and you’d like to continue, we’ll set up a short pilot using simple, outcome-based pricing:

1. Flat $10 per confirmed booking we generate
2. No monthly fee during the pilot
3. You keep 100% of booking revenue
4. No long-term commitment

Who are we?

We build software for businesses where missed appointments mean lost revenue. Collectively, we have 15+ years of experience building and operating production AI systems for both large brands and small businesses where timing, reliability, and customer trust mattered. We’ve seen how easy it is for repeat clients to quietly fall off, and how hard it is for busy owners to catch it in time.StayBooked applies that experience to a simple problem: helping the right clients rebook at the right time, without adding work or annoying your customers.

Ian Dangla- Product & Systems

8+ years building customer automation at Meta and Rocket Companies, and helped scale Goodcall AI into a platform used by thousands of small businesses. Focused on making automation feel natural and drive real bookings.

Andrew Gasiorowski- Software & Automation

8+ years building business-critical automation at Rocket Companies and Goodcall before becoming a founding engineer at Haven AI, which has automated millions of back-office procedures for property managers. Focused on reliability, correct targeting, and handling the messy edge cases that matter in day-to-day operations.

Why trust us?

• Built by people who’ve shipped reliable systems at scale• Designed around how salons, wellness businesses, and groomers actually operate• Automation that supports your day — not another tool to manage• Hands-on pilots with direct founder support


Quick answers

How do you know when my clients are "due"?

We analyze their booking history. Sarah gets highlights every 8 weeks like clockwork? We reach out in week 7. For clients with irregular patterns, we use a simple rule: if it's been 6+ weeks and they usually come more often, they're probably due. Over time, the system learns each client's rhythm and gets smarter about timing.

What do the text messages actually say?

Something like:"Hi Sarah! It's been about 8 weeks since your highlights. We have Tuesday 2pm or Thursday 4pm open — want one?"Short. Personal. Names the service. Offers specific times. Easy to reply YES.

What if a client wants to stop getting texts?

They reply STOP and they're immediately removed. Simple, respectful, required by law.

Is there a contract?

No. Pay per filled slot. Cancel anytime. No minimums. No commitments. If we never book a slot, then you never pay.

Why is pilot pricing $10/slot?

Because we're still learning. We want real stylists using this so we can improve it. In exchange for your feedback, you get a lower rate than what we'll charge later.


Get paid to give us your insights with a spot in our pilot research program

We’re running a limited set of paid research sessions with appointment-based businesses to understand real rebooking workflows. This is paid research where we compensate to learn from you. Not a sales pitch. Go ahead and book a slot. If your business qualifies, you’ll receive $75 for a 45-minute call.

45 mins • $75 paid session • Research, not a sales pitch


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