Stop wasting time on paperwork. ThePocketBoss handles invoicing, scheduling, estimates, and payments so you can focus on what you do best - fixing things and making money.
Handyman business software (also called handyman management software or handyman app) is a digital tool that helps handymen and general contractors run their businesses more efficiently. Instead of juggling paper invoices, phone calendars, and spreadsheets, everything lives in one app on your phone or computer.
Good handyman software typically includes:
ThePocketBoss includes all of these features for just $19.99/month with no per-user fees, making it the most affordable complete solution for handyman businesses.
One app to run your entire handyman operation. No more switching between tools.
Book jobs, manage your calendar, and let customers schedule online. No more double-bookings or missed appointments.
Create and send professional invoices in seconds. Accept credit card payments and get paid faster.
Build accurate estimates on-site using your phone. Convert to invoices with one tap when the job is done.
Send payment links via text or email. Customers pay online and you get money in your bank within days.
Keep all customer info, job history, and notes in one place. Know exactly what you did last time you visited.
Automatically track business miles for tax deductions. Save money on every tax return.
Snap photos of receipts and categorize expenses. Never lose another receipt or miss a deduction.
Know where all your tools are. Track maintenance and never show up to a job without what you need.
See which jobs make the most money. Track your busiest times and most profitable services.
Whether you specialize in one thing or do it all, ThePocketBoss adapts to your business.
Sound familiar? Here is how ThePocketBoss solves these problems.
ThePocketBoss automates invoicing, scheduling, and record-keeping so you can focus on billable work.
Send payment links via text. Customers pay instantly with a credit card. Money in your bank in 2 days.
Complete customer history at your fingertips. See every estimate, invoice, and note from past visits.
Snap photos of receipts. Track mileage automatically. Export everything at tax time.
Professional invoices with your logo. Online booking page. Customer portal. Look like a bigger operation.
Built-in analytics show you which services and customers make you the most money.
See how ThePocketBoss stacks up against other popular handyman apps.
| Feature | ThePocketBoss | Jobber | Housecall Pro |
|---|---|---|---|
| Monthly Price | $19.99 | $65+ | $65+ |
| Per-User Fees | None | Yes | Yes |
| Invoicing & Estimates | |||
| Online Scheduling | |||
| Online Payments | |||
| Mobile App | |||
| Mileage Tracking | Add-on | Limited | |
| Receipt Management | Limited | Limited | |
| Tool/Equipment Tracking | — | — | |
| No Long-Term Contract | |||
| Quick Setup (5 min) | — | — |
Prices as of 2025. See our Jobber alternative and Housecall Pro alternative pages for detailed comparisons.
Most handymen save more on tax deductions from mileage tracking alone than the entire yearly cost of the software. Add in faster payments and reduced admin time, and ThePocketBoss typically pays for itself many times over.
"Finally, software that does not cost more than I make in a week. Simple, works on my phone, and my customers love the professional invoices."
"The mileage tracking alone saves me thousands at tax time. Should have started using this years ago."
"Switched from Jobber and cut my software costs by 70%. Same features I actually use, way less money."
The best handyman business software depends on your needs and budget. For solo handymen and small teams, ThePocketBoss offers the best value at $19.99/month with no per-user fees. It includes invoicing, scheduling, customer management, mileage tracking, and more. Unlike Jobber ($65+/month) or Housecall Pro ($65+/month), ThePocketBoss has no hidden fees or contracts.
Handyman software typically ranges from $19.99 to $200+ per month. ThePocketBoss costs $19.99/month with all features included and no per-user fees. Compare that to Jobber at $65+/month (per user), Housecall Pro at $65+/month (per user), or ServiceTitan at $200+/month. ThePocketBoss offers the most affordable complete solution for handyman businesses.
If you want to grow beyond a few jobs per week, yes. Software helps you look professional with branded invoices, get paid faster with online payments, track expenses for taxes, manage your schedule without double-booking, and keep customer records organized. Most handymen see a return on their software investment within the first month through better organization and faster payments.
Yes! ThePocketBoss has a full-featured mobile app for Android (iOS coming soon). Create estimates on-site, convert them to invoices when the job is done, collect payments, and manage your entire business from your phone. Works offline too - syncs when you have connection.
ThePocketBoss includes built-in payment processing through Stripe. Send customers a payment link via text or email, and they can pay with any credit card. Standard processing fees apply (2.9% + $0.30 via Stripe) plus a 2.5% platform fee - you can choose to absorb this or pass it to customers. No monthly fees for payment processing, no card reader needed.
Yes! ThePocketBoss includes a free online booking page (like thepocketboss.com/b/your-business-name). Share this link on your website, Facebook, Google Business Profile, or business cards. Customers can see your availability and book appointments 24/7. You can require deposits for bookings to reduce no-shows.
ThePocketBoss offers similar core features to Jobber (scheduling, invoicing, customer management) at a fraction of the price. Jobber starts at $65/month and charges per user. ThePocketBoss is $19.99/month total with no per-user fees. Both have mobile apps and online booking. The main difference is Jobber has more enterprise features that most solo handymen do not need.
ThePocketBoss offers a free trial so you can test all features before committing. Credit card required to start, but you can cancel anytime. No long-term contracts. If it does not work for you, just cancel - no questions asked.
Yes! ThePocketBoss includes automatic mileage tracking. The app logs your trips as you drive to jobs. At tax time, export a full report of your business miles. In 2024, the IRS allows $0.67 per mile deduction - a typical handyman driving 15,000 business miles per year saves over $10,000 on taxes.
Starting with ThePocketBoss takes about 5 minutes. Sign up, add your business info and logo, and you can start creating invoices immediately. Import existing customers from a spreadsheet or add them as you go. Most handymen are fully operational on their first day. No complex setup or training needed.
Join handymen across the country who use ThePocketBoss to save time, get paid faster, and look more professional.
$19.99/month. No per-user fees. No contracts. Cancel anytime.