Your admin, finally on autopilot.
Underboss is your AI business partner — the invisible admin working behind the scenes. It manages payments, reminders, and books so you can stay focused on what you do best
Hours lost each month tracking who paid and who hasn't?
Switching between Venmo, texts, and spreadsheets?
Awkward follow-ups that strain client relationships?
Running a small service business often feels like you're doing two jobs. You didn't start coaching, teaching, or training to chase payments
One platform. Zero overhead. Infinite scale.
Underboss takes the admin off your plate
AI-powered communication
Sent and timed automatically so you don't have to chase
Smart
ledgering
Matches charges to payments and keeps the books balanced
Venmo
sync
Pulls transactions directly into your business view
Business partner in your pocket
Keeps things running smoothly in the background
You stay focused on your craft, while the details take care of themselves
What our customers say
Susan Gotschall, M.Ed, C-SLDS
Dyslexia Therapist and Owner of Reading and the Squid Tutoring
Underboss has been a game-changer that made managing everything so much easier for me and my tutors. It handles everything from session tracking to payments, and the automatic payment reminders are a huge help. The support team is incredibly responsive, and the app has simplified our entire process.
Axel
Lönnfors
Lönnfors
Youth Soccer Coach and Former Player
As a youth soccer coach, Underboss has been incredibly helpful. The automatic matching of payments to accounts is a life-saver — no more juggling multiple apps or spreadsheets. Having all my financial tracking in one place saves me hours each week. It lets me focus on coaching instead of chasing payments.
How it works
01
Add your clients and services
Define what you do and for who in plain language
02
Track service completion
Just say what you did and it will send invoices automatically
03
Connect Venmo and others
Underboss syncs and classifies your payment history
04
Let AI run the back office
Automatic reminders, reconciled books, clean visibility
Why AI?
Your silent business partner
Understands your workflow
Manage clients, services, and charges through a simple AI interface
Keeps the books straight
Payments matched to charges without manual effort
Handles the follow-up
Reminders are sent automatically and on time
Works quietly in the background
Making intelligent suggestions, streamlining your flow, and keeping your admin life simple
The more you hand off, the more Underboss handles — freeing you to scale without overhead.
What Underboss handles…
…while you focus on the real work
Client Setup & Tracking
Easily log clients, services, and pricing. Track who's coming, what you're charging, and what's still unpaid.
Invoicing & Payment Reminders
Send invoices automatically. Friendly nudges go out if someone's late—so you don't have to chase payments ever again.
Smart Payment Matching
Whether clients pay you via Venmo, cash, or other, Underboss matches every payment to the right person, instantly.
Service Logs & Attendance
Track what you did, when, and for who—without spreadsheets, notebooks, or mental gymnastics.
We built financial infrastructure that handled billions for enterprises. Now we've reimagined it as an AI-powered platform for solopreneurs — bringing enterprise-level accuracy to the businesses of one.
One platform. Zero overhead. Infinite scale.
Ready to focus on your clients, not your admin?
© 2025 Modfin Inc.
