Underboss Live

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. You're the boss. We handle the busywork.