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Screenshots

  • Underboss screenshot 1
  • Underboss screenshot 2

About Underboss

Underboss handles the tasks you hate, so you can do what you love. Built for solopreneurs running hands-on, recurring service businesses — like coaches, tutors, trainers, and cleaners — Underboss is your silent second-in-command. It takes care of scheduling, invoicing, payment reminders, and client tracking, all with AI quietly doing the heavy lifting in the background. Key Features: • Easy Client Tracking Add clients, services, and pricing. Underboss keeps tabs on attendance, billing, and who owes what. • Auto Invoicing & Reminders Send invoices automatically. Underboss follows up with friendly reminders—no more awkward payment chases. • Smart Payment Matching Whether they pay with Venmo, cash, or something else, Underboss matches payments to the right client and charge. • Clean Service Logs Keep a record of what you did, when, and for who—without any spreadsheets. • AI That Works Behind the Scenes Underboss simplifies, streamlines, and supports—so you stay focused on your craft. Perfect for: Tutors, coaches, nutritionists, pet pros, home organizers, freelancers, and anyone running a recurring service biz solo. Download Underboss and stop doing everything yourself. You’re the boss. We handle the busywork.

What’s new

Version 1.6.0 · Updated October 9, 2026

• Quick entry: tap what happened and it fills the chat for you, ranked by what you do most. Reach it from the lightning bolt. • Pricing and instructions: see your pricelist and glossary from the chat screen, and ask which services are still unpriced. • Services are now managed in chat; the Services tab is gone. • UX and stability improvements.

App privacy

The developer, Modfin, reported these privacy practices to Apple.

Data Not Linked to You

The following data, which may be collected but is not linked to your identity, may be used for the following purposes:

  • Identifiers: User ID
  • Usage Data: Product Interaction
  • Diagnostics: Crash Data, Performance Data
  • Financial Info: Other Financial Info
  • Contact Info: Email Address, Name, Phone Number
  • Contacts: Contacts

Used for: Analytics, App Functionality

Alternatives to Underboss

Looking for apps like Underboss? Here are 6 similar apps on the App Store. The highest rated is Trakist: For Tutors & Coaches (5.0/5), and all 6 are free to download.

Underboss vs. alternatives
App Rating Price Last updated Compare
Underboss 3.7 / 5 (3 ratings) Free October 9, 2026
Teacher Payment Tracker – Free Oct 22, 2025 Compare
Trakist: For Tutors & Coaches 5.0 / 5 (14) Free Oct 4, 2026 Compare
Teacher Paypad 4.0 / 5 (3) Free Nov 7, 2023 Compare
Attendance Checkr 5.0 / 5 (1) Free Aug 30, 2026 Compare
BillMate – Smart Invoices – Free Apr 1, 2026 Compare
VotersAI Canvasser 5.0 / 5 (1) Free Jul 30, 2026 Compare

Compare Underboss with the top alternatives: ratings, updates, ASO score and keyword gaps →