Professional payment processing with Madison's #1 Contractor Billing App
Stop chasing payments. Built for Madison's 1,100+contractors to get paid faster.
Average time to first payment: 3 days • No contracts
Madison Contractors Professional Invoicing
Start Getting Paid in 3 Simple Steps
Create Invoice On-Site
Finish the job, create invoice in 30 seconds. Add photos, materials, labor - right from your phone at any Madison job site.
Send & Track Instantly
Send via text or email. Know when your Madison clients view it. Automatic reminders ensure you never chase payments again.
Get Paid Fast
Accept credit cards, ACH, checks, Venmo, Zelle - whatever your Madison clients prefer. Money hits your account in 1-2 days.
Billing Features Madison Contractors Love
Everything you need to get paid on time, every time
Lightning Fast Invoicing
Create professional invoices in 30 seconds. Templates for Handyman and other Madison trades save even more time.
Multiple Payment Options
Let Madison clients pay how they want - credit card, ACH, check, Venmo, Zelle, Cash App. Higher flexibility = faster payments.
Smart Payment Reminders
Automatic, professional reminders get you paid without awkward conversations. Customizable for Madison business practices.
Real-Time Payment Tracking
See who owes you money, track partial payments, and monitor cash flow across all your Madison projects instantly.
Client Payment Portal
Give Madison clients a professional portal to view invoices, make payments, and download receipts 24/7.
Estimate to Invoice
Convert approved estimates to invoices with one tap. Perfect for Madison's competitive bidding environment.
Real Results from Madison Contractors
Before PocketBoss
- ✗30-45 days average payment time
- ✗10% of invoices lost or forgotten
- ✗Hours spent chasing payments
- ✗Cash flow problems every month
- ✗Professional image concerns
After PocketBoss
- ✓7-14 days average payment time
- ✓Zero lost invoices - ever
- ✓Automated payment collection
- ✓Predictable, healthy cash flow
- ✓Professional branded invoices
Madison Contractors Professional Invoicing
"Was owed $45K from various Madison jobs. PocketBoss helped me collect $38K in the first month with automated reminders. Wish I found this sooner!"
Handyman Contractor
8 years in business • Madison
"My Madison clients actually prefer paying online. I get paid in days instead of weeks. The invoice tracking shows me exactly who owes what."
Residential Service Provider
Solo operator • Madison, WI
Start Getting Paid Faster Today
The billing solution designed for Madison's 1,100+contractors
Simple Pricing
per month • unlimited everything
Start 14-Day Free TrialNo credit card • Cancel anytime
The Preferred Billing App for Madison Contractors
In Madison's competitive construction market, getting paid quickly is essential for business survival and growth. With 1,100+ activecontractors competing for projects worth $275.0B annually, cash flow management can make or break your business.
PocketBoss was built specifically forcontractors like you - professionals who need to create invoices from job sites, track payments across multiple projects, and maintain healthy cash flow without hiring a bookkeeper. Our billing app helps Handyman, Plumbing, Electrical, Roofingcontractors throughout Madison manage their billing efficiently.
Whether you're billing for a small repair job or a major renovation project, PocketBoss ensures you never lose another invoice, never forget to follow up on payment, and always maintain a professional image with your Madison clients.