Underboss for Educational & Creative Services

Teach more.
Spend less time
tracking who owes you.

Underboss helps tutors, music teachers, arts instructors, and other independent educators turn completed lessons and sessions into collected revenue. Record the session you provided. Underboss handles what comes next — applying the right price, creating the invoice, tracking payments, sending reminders, and keeping your revenue records organized.

Less billing. Less chasing. More time teaching.

Start for free →See how it works

web.underboss.app

Today, Sep 28

Today · Sep 28 — 11 sessions scheduled

This Month

$9,480

↑ 8% vs last month

Outstanding

$640

4 invoices pending

Active Students

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

Built for independent educators

Built for the way independent educators actually work.

📚

Tutors & Academic Coaches

Subject tutors, test prep coaches, reading specialists, and academic support providers who work with students one-on-one or in small groups.

🔤

Reading & Dyslexia Specialists

Literacy therapists, Orton-Gillingham practitioners, and reading intervention specialists who provide structured, recurring sessions.

🎹

Music Teachers

Private instructors and small studios teaching piano, guitar, violin, voice, and other instruments — with students on recurring weekly schedules.

🎨

Art, Dance & Other Instructors

Visual arts teachers, dance instructors, drama coaches, and other creative educators who provide regular instruction and need consistent billing.

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

How it works

One session. One simple entry.

You record what happened. Underboss handles everything that should happen next.

“60-minute reading session with Emma today.”

✅

Session logged at the right rate

🧾

Invoice sent to the family

💳

Payment tracked when it arrives

🔔

Reminder sent if it doesn’t

📊

Revenue records updated automatically

Stop doing your billing after you’re done teaching

Record the session.
Let Underboss handle the revenue admin that follows.

Flexible session pricing

Set rates by student, subject, session length, or package. Underboss applies the right price automatically — no manual calculation, no billing spreadsheet.

Automatic invoicing

Every session you record generates an invoice. Families receive it automatically. You never have to remember to send one.

Payment tracking

Cash, check, Venmo, card — every payment is matched to the right student and session. Your records stay current without manual entry.

Automated reminders

When a payment is overdue, Underboss follows up — not you. The awkward conversation before a lesson disappears entirely.

Revenue visibility

See what you’ve earned, what’s been collected, and what’s still outstanding — across all students, in real time. No end-of-month reconciliation required.

Records that are always ready

Every session, invoice, and payment is logged automatically. Tax time isn’t a project — your books are current, clean, and organized when you need them.

“It handles everything from session tracking to payments, and the automatic reminders are a huge help. The app simplified our entire process.”

Susan Gotschall, M.Ed, C-SLDS

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 wrapping up for the day, your students, billing, payments, and bookkeeping are always with you.

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Dashboard

Sessions

Reports

Students

Team

Money

Dashboard

Today · Sep 28

Recent sessions

Student	Instrument	Status	Amount
Emma Richter	Piano	Paid	$95
Jake Hoffman	Guitar	Paid	$80
Lily Chen	Violin	Reminded	$110
Torres Family	Piano	Paid	$75

Get Started

Teach more. Let Underboss handle getting you paid.

Record your sessions. Automate your billing. Track your payments. Know what you’ve earned.

Start for free →

Teach more.Spend less timetracking who owes you.

Built for the way independent educators actually work.

One session. One simple entry.

Record the session.Let Underboss handle the revenue admin that follows.

One system. Every screen.

Teach more. Let Underboss handle getting you paid.

Teach more.
Spend less time
tracking who owes you.

Record the session.
Let Underboss handle the revenue admin that follows.