Underboss connects every session with pricing, payment, and client into one system — so your billing, collections, and bookkeeping happen on their own, without the manual work in between.
*SurveyMonkey Small Business Research 2025
If your business runs on recurring client relationships, Underboss was built for you.
Underboss manages the financial side of your business from end to end and lets you have multiple users.
Handles custom rates, packages, and unique pricing with ease.
Automatic invoices that are accurate and on time.
Cash, check, Venmo, or card — every payment tracked automatically in one place.
Smart payment reminders, follow-ups, and client updates sent automatically — keep clients informed without lifting a finger.
Transactions are organized and reconciled automatically.
See what’s happening in your business anytime, anywhere.
Most financial software just processes data and hopes for the best. Underboss is different — our team actively monitors your account, checks that the numbers make sense for your business. You get the speed of software with the judgment of a person who actually understands service businesses.
Underboss works on desktop and as a mobile app — so whether you're at your desk or between sessions, your clients, billing, payments, and bookkeeping are always with you.
App Store| Date | Name | Activity | Provider | Amount |
|---|---|---|---|---|
| Jun 12 Thu | Sarah Mitchell | Session · Math tutoring | Kimberly | $95 |
| Jun 10 Tue | Alex Chen | Session · Reading support | Kimberly | $80 |
| Jun 9 Mon | Maria Torres | Session · Science tutoring | Kimberly | $95 |
| Jun 7 Sat | James Park | Session · Writing tutoring | Kimberly | $80 |
It handles everything from session tracking to payments, and the automatic reminders are a huge help. The app simplified our entire process.

The automatic matching of payments is a life-saver. I save hours each week and can finally focus on coaching instead of chasing payments.

Sign up today and make Underboss a part of your team.