Underboss for Tutors

Teach more.
Get paid
without the chase.

Independent tutors lose hours every week to invoicing, payment follow-ups, and tracking who owes what. Underboss handles all of it automatically — from the moment a session ends to the moment money lands in your account.

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Underboss,
at your service
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· "Maya had a session today"
· "What's Ethan's balance?"
· "Show me sessions by subject this month"
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The tutoring business problem

You’re running a great tutoring business. The admin is running you.

01
Rates get complicated fast
Different subjects, package deals, sibling discounts, one-off make-ups — keeping every family’s pricing straight in your head (or a spreadsheet) is a full-time job on its own.
02
Chasing payment is uncomfortable
Asking a parent to pay — again — is awkward, especially when you want to maintain a warm working relationship. So reminders get delayed, and money sits uncollected.
03
Tax season is a scramble
Without clean records, every April means piecing together Venmo screenshots and calendar notes. Sessions fall through the cracks and income goes untracked.

Most software starts with an invoice. Underboss starts with the service you provided.

What Underboss does for you

Three things tutors need.
One system that handles them.

01
Session-to-invoice in seconds
Every session you log — whether it’s a 90-minute SAT deep dive or a quick 30-minute make-up — triggers an accurate invoice automatically. Custom rates, packages, and per-subject pricing all stay straight without you touching a spreadsheet.
02
Payments that collect themselves
Smart reminders go out before a payment is late, so the nudge comes from the system — not from you. Families can pay by card or Venmo, and every payment gets matched to the right session automatically. No awkward follow-ups, no manual reconciliation.
03
Books that are always ready
Every session and payment is reconciled in real time. When tax season comes — or when you just want to know how the month went — your records are clean, complete, and waiting. No reconstruction required.

“It handles everything from session tracking to payments, and the automatic reminders are a huge help. The app simplified our entire process — I spend zero time chasing parents for payment now.”

SG
Dyslexia therapist & founder, Reading and the Squid Tutoring
Desktop & Mobile

One system. Every screen.

Underboss works on desktop and as a mobile app — so whether you're between sessions or at your desk, your clients, billing, payments, and bookkeeping are always with you.

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Today · Oct 28
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All set! You're ready to go.
Recent transactions
DateNameActivityAmount
Oct 27 TueMaya ChenSession · SAT prep$120
Oct 25 SunEthan BrooksSession · Algebra II$80
Oct 24 SatPriya NairSession · Essay coaching$80
Oct 22 ThuLiam TorresSession · Reading support$80
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Get Started

Stop running your finances.
Start running your tutoring business.

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

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