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.