Underboss for Educational & Creative Businesses

Teach. Create.
Leave the billing
to us.

Underboss automates client service tracking, billing, payment collection, and bookkeeping — so you can focus on your students and craft, not on invoices and payment reminders.

Start for free →See how it works
web.underboss.app
Today, Sep 10
Today · Sep 10 — 11 sessions scheduled
This Month
$9,480
↑ 8% vs last month
Outstanding
$640
4 invoices pending
Active Students
38
3 new this month
Today’s Sessions
Emma Richter
Piano · 60 min · Intermediate
$95
Paid
Jake Hoffman
Guitar · 45 min · Beginner
$140
Paid
Lily Chen
Violin · 60 min · Advanced
$120
Reminder sent
Torres Family
Piano · 30 min · Beginner
$320
Paid

The educational & creative business problem

Your students pay for your expertise. Not your invoicing system.

01
Every student has a different rate.
Sibling discounts, subject-based pricing, make-up session policies, package deals — the more students you take on, the more complex the billing becomes. Tracking it manually is a full-time job on top of your actual work.
02
Chasing payment from parents is uncomfortable.
You’re in a trusted relationship with your students’ families. Sending a third payment reminder — or worse, having an awkward conversation before a lesson — undermines the dynamic you’ve worked hard to build.
03
Studio growth makes billing harder, not easier.
When you add instructors, the tracking problem multiplies. Who taught which student, at what rate, and who paid — across multiple teachers and dozens of students — quickly overwhelms any spreadsheet.

Who it's for

Built for every kind of instructor,
tutor, and creative educator.

📚
Academic Tutors & Test Prep
🎹
Music Teachers & Studios
🩰
Dance & Performing Arts
🎨
Art & Creative Instruction
🏫
Educational Centers

If you teach students on a recurring schedule and bill by the session, package, or month — Underboss was built for you.

What Underboss does for you

From the end of a session
to a clean set of books — automatically.

01
Session tracking & flexible pricing
Log every session with the right rate — per subject, per student, per package, or with sibling discounts applied automatically. Underboss handles the rate complexity so you don’t have to.
02
Payments the way families pay
Cash, check, Venmo, or card — collected after the session and followed with an immediate invoice. Every payment is matched to the right student and session automatically.
03
Automated invoicing & reminders
Invoices go out after every session. Overdue balances get a follow-up — from the system, not from you. The uncomfortable conversation disappears entirely.
04
Per-instructor tracking
When you have multiple teachers or instructors, every session is tracked by who taught it. You see revenue by instructor, outstanding balances by student, and the full picture at a glance.
05
Your whole team, one system
Add users as your studio or practice grows — each instructor gets their own login and job view. You see everything across the whole operation from one dashboard.
06
Books that are always ready
Real-time reconciliation means no end-of-month scramble. Tax time isn’t a project — your records are current, clean, and ready when you need them.

“Sunday nights used to be two hours of figuring out who paid and who didn’t. Now I open the app, everything is already reconciled, and I can actually enjoy my weekend.”

SK
Independent tutor, 22 active students
Desktop & Mobile

One system. Every screen.

Underboss works on desktop and as a mobile app — so whether you’re between sessions or wrapping up for the day, your students, billing, payments, and bookkeeping are always with you.

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web.underboss.app
Underboss
Dashboard
Sessions
Reports
Students
Team
Money
Dashboard
Today · Sep 10
Recent sessions
StudentInstrumentStatusAmount
Emma RichterPianoPaid$95
Jake HoffmanGuitarPaid$80
Lily ChenViolinReminded$110
Torres FamilyPianoPaid$75
Underboss

Get Started

Try Underboss free for 30 days.

No credit card. No commitment. Just less admin.

Start your free trial →