Your admin, finally on autopilot.
Meet Underboss — your AI-powered business partner that quietly runs your back office, so you can focus on your real work.
You didn't go solo to chase payments
Running your own business means wearing every hat — creator, marketer, bookkeeper, and collections manager. Somewhere between helping clients and sending invoices, you end up spending more time on admin than your actual craft.
That's why Underboss exists — to handle the work you hate, so you can do the work you love.
One platform. Zero overhead. Infinite scale.
Susan Gotschall, M.Ed, C-SLDS
Dyslexia therapist and founder, Reading and the Squid Tutoring
Underboss has been a game-changer. It handles everything from session tracking to payments, and the automatic reminders are a huge help. The app simplified our entire process.
Axel
Lönnfors
Lönnfors
Youth soccer coach and former player
As a youth soccer coach, the automatic matching of payments is a life-saver. I save hours each week and can finally focus on coaching instead of chasing payments.
What Underboss does for you
AI-powered communication
Friendly, perfectly timed messages — sent automatically, so you never have to chase clients again
Smart ledgering
Every charge is instantly matched to the right payment. Your books stay balanced, no spreadsheets required
Venmo sync
Seamlessly connects to Venmo and other payment apps, pulling transactions directly into your business dashboard
Business partner in your pocket
Underboss runs quietly in the background, streamlining every part of your admin — so you can stay in your zone of genius
How Underboss works
01
Add your clients and services
Define what you do and who you serve in plain language.
02
Track what you complete
Log a session or service, and Underboss automatically sends an invoice.
03
Connect Venmo and others
Sync your payment history in seconds.
04
Let AI handle the rest
Underboss sends reminders, reconciles payments, and keeps your books clean.
Why AI?
Your silent business partner
Understands your workflow
Manage clients, services, and charges through one simple AI interface
Keeps the books straight
Matches payments to charges instantly
Handles the follow-up
Automatic, friendly reminders sent right on time
Works quietly in the background
Suggesting smarter workflows and freeing you from manual admin
Understands your workflow
Manage clients, services, and charges through one simple AI interface
Keeps the books straight
Matches payments to charges instantly
Handles the follow-up
Automatic, friendly reminders sent right on time
Works quietly in the background
Suggesting smarter workflows and freeing you from manual admin
The more you hand off, the more Underboss handles — giving you time to grow without adding overhead
What Underboss handles — so you don't have to
Client setup & tracking
Log clients, services, and pricing easily. See who's coming, what's owed, and what's done — at a glance.
Invoicing & payment reminders
Invoices go out automatically. Friendly nudges handle late payments without awkward conversations.
Smart payment matching
Venmo, cash, or otherwise — every payment is instantly matched to the right client.
Service logs & attendance
Track what you did, when, and for whom. No more notebooks or guessing.
Built for solopreneurs.
Powered by enterprise precision.
We built financial infrastructure that processed billions for enterprise clients — then reimagined it for the business of one. Now, we're bringing enterprise-grade accuracy, automation, and intelligence to freelancers, coaches, and creators everywhere.
One platform. Zero overhead. Infinite scale.
Ready to focus on your clients — not your admin?
Let Underboss handle the rest.
© 2025 Modfin Inc.
© 2025 Modfin Inc.