# Underboss — Automated payments

> AI-powered business automation for solopreneurs handling scheduling, invoicing, and payments. (iPhone/iPad app by Modfin.)

- Source: https://appshunter.io/ios/app/underboss/id6479378020 (this page in markdown: same URL + `.md`)
- Developer: [Modfin](https://appshunter.io/developer/1735821203)
- Category: Business, Finance
- Price: Free
- Rating: 5.00/5 from 2 App Store ratings
- Age rating: 4+
- Requires: iOS 18.0 · 25 MB
- Languages: American English
- Released: 2024-06-12
- Data updated: 2026-08-19
- Monetization: free
- User reviews in markdown: https://appshunter.io/ios/app/underboss/id6479378020/reviews.md

## What is 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.

## Key features

- Automated invoicing and reminders
- Client tracking and service logs
- Smart payment matching
- AI-powered automation
- Streamlined business operations


## Frequently asked questions about Underboss

### What is Underboss?

Underboss is a business automation app designed for solopreneurs. It handles tasks like scheduling, invoicing, payment reminders, and client tracking to streamline operations.

### Who is Underboss for?

Underboss is perfect for solopreneurs in recurring service businesses, including coaches, tutors, trainers, cleaners, nutritionists, pet pros, home organizers, and freelancers.

### Does Underboss have ads?

No, Underboss does not contain advertisements. It offers an ad-free experience for users.

### What devices does Underboss support?

Underboss is available on iPhone and iPad devices.

### How does Underboss handle payments?

Underboss features smart payment matching, allowing it to reconcile payments made through various methods like Venmo, cash, or others, and assign them to the correct client and charge.

### How often is Underboss updated?

The latest version of Underboss is 1.5.2, and it was last updated on May 4, 2026. This indicates a recent and actively maintained application.

### What is the age rating for Underboss?

Underboss has an age rating of 4+, making it suitable for a wide range of users.

### What do users think of Underboss?

User sentiment for Underboss appears very positive, with an average rating of 5.0 stars from 2 ratings.

## Version history (last 5 releases)

### 1.5.9 — 2026-08-11

• UX and stability improvements

### 1.5.8 — 2026-08-04

• Fix: Venmo handles weren't saved when adding a contact to an existing account.
• UX and stability improvements

### 1.5.7 — 2026-07-29

• Feature: connect both your personal and business Venmo profiles
• Fix: accurate multi-currency amounts across balances and activity
• UX and stability improvements

### 1.5.6 — 2026-07-15

• Clients/payers may now have multiple Venmo handles
• Improved flow for matching unapplied Venmo payments
• Merge/unmerge duplicate contact support
• UX and stability improvements

### 1.5.5 — 2026-07-07

• Contact & profile photos: Add photos to contacts and set your own profile picture. Crop, reorder, and share.
• Fixed: Voice input crash
• UX and stability improvements

## Apps similar to Underboss

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| --- | --- | --- | --- |
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| [Teacher Paypad](https://appshunter.io/ios/app/teacher-paypad/id1667986594) | 4.0 (3) | Free | Business |
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*Data collected daily from the US App Store and indexed by [AppsHunter](https://appshunter.io/). User reviews are verbatim App Store reviews. Ratings, prices and chart positions refresh continuously; this snapshot is from 2026-08-19.*