Calendar-tight clients, on time.
Reschedules eat the program.
- Booked Brittany M · Lash Fill · Sat 10:30 AMjust now
- Texted 2-day reminder to 3 clients2m
- Refilled Anna's no-show slot from waitlist1h
- Asked Owner approval to comp deposit1h
Prevent it, fix it, everywhere they reach you.
Tuned to how executive / career coaching actually run.
- 90-min assessment → recurring cadence
- Package + auto-rebill enforcement
- Late-cancel fees with operator override
- Make-up policy automation
- Parent/guardian SMS for minors
- Program completion tracking
What executive / career coaching pay for today
A typical executive / career coaching business stitches together a stack like this. These are approximate, typical monthly figures — public ballparks for illustration, not quotes.
- Scheduler (Acuity / Calendly / TeachWorks)Self-serve booking link~$30/mo
- Texting / reminder toolSession reminders~$60/mo
- Payments / package billing add-onPackages + auto-rebill~$50/mo
- Admin / scheduling helpManual rescheduling + parent comms~$200/mo
Approx / typical, plus admin time. Deskwise replaces the scheduler, reminders, package billing, and admin follow-up for $99/mo — the AI answers, books, takes deposits, and re-engages students/clients automatically.
Start your executive / career coaching business on Deskwise
New or rebuilding? Skip the five-tool stack and the receptionist hire. Deskwise gives you an AI front desk that answers, books, takes deposits, and follows up from day one — so you can open with the operations of a much bigger shop and one predictable bill.
Why operators pick Deskwise
- AI answers + books 24/7The agent picks up every call and text, answers questions, and books the appointment — even after hours.
- Deposits + no-show feesPer-customer, risk-scored deposits via Stripe protect your highest-value slots.
- Automatic winbackDormant clients get re-engaged at 60/90 days without you lifting a finger.
- One bill, not fiveBooking, texting, reviews, deposits, and the front-desk phone in a single flat price.
- 73-vertical engineOne platform tuned to your vertical's exact rebook cycles, deposits, and workflows.
- Done-for-you migrationWe import your clients and calendar so you're live without the data headache.
- You own your dataYour clients are yours — easy export, no marketplace holding the relationship hostage.
We're in beta. Tell us what you do and how to reach you — we'll send progress notes (no spam, ~2 emails a month) plus a heads-up when pilot pricing opens.