Handyman Invoicing Software for Owner Operators
Last updated: Feb 2026
Handyman invoicing software helps you create invoices, collect payments, and track unpaid jobs without spreadsheets or accounting tools.
Pocket Boss is built specifically for owner operators and small crews who need to bill fast, accept payments online, and keep cash flow predictable. No accounting degree required.
Best for:
- Solo handymen managing 20-50 small jobs per month
- Owner-operators who invoice from the job site
- Small crews (1-5) who want simple billing without office overhead
Get invoices out fast. $19.99/mo for up to 3 users.
14-day free trial • No contracts • Cancel anytime
Create Professional Invoices in Under 60 Seconds
After completing a job, you should be able to bill it immediately. With Pocket Boss you can create clean, professional, mobile-friendly invoices from anywhere.
Add Labor & Materials
Line items for time, parts, and markup — all in one invoice.
Markup & Tax
Add markup and tax to line items so you never underbill.
Save Templates
Save invoice templates for repeat services to speed up billing.
Send Instantly
Email invoices or share a payment link right from the job site.
Accept Online Payments and Get Paid Faster
Cash flow matters more than features. Handyman invoicing software should allow customers to pay instantly. No more guessing which jobs are paid and which are not.
Credit card payments
Customers pay with Visa, Mastercard, or Amex directly from the invoice.
ACH transfers
Accept bank transfers for larger jobs with lower processing fees.
Online payment links
Send a link by text or email. Customers pay from their phone in seconds.
Customer portal access
Clients can view all invoices and make payments through their own portal.
Real-time payment tracking
See exactly which invoices are paid, pending, or overdue at a glance.
Track Overdue and Outstanding Invoices Automatically
Instead of digging through bank deposits, you can see the status of every invoice at a glance. Automatic reminders reduce follow-up time and improve collection rates. This is especially important for owner operators managing 20-50 small jobs per month.
Automatic reminders
Set up payment reminders and let the system follow up for you. Spend less time chasing money and more time completing jobs.
Built Specifically for Handyman Workflows
Handyman businesses operate differently from large HVAC or plumbing companies. You handle many small jobs, repeat customers, and one-day projects. Your invoicing software should match that reality.
What you handle
- Small repair calls
- Maintenance visits
- One-day projects
- Repeat customers
What Pocket Boss provides
- Fast invoice creation
- Simple service item tracking
- Job-to-invoice conversion
- Minimal admin overhead
If you are looking for a full business system, see our complete Handyman Business Software overview.
Pocket Boss vs Jobber for Handyman Invoicing
Many handymen compare invoicing tools before switching software. Here is how Pocket Boss compares.
| Category | Pocket Boss | Other tools |
|---|---|---|
| Focus | Owner operator simplicity | Enterprise features and workflows |
| Pricing | Flat $19.99/month (up to 3 users) | Tiered pricing with per-user fees |
| Feature approach | Minimal bloat — what you need | Large feature sets you may not use |
| Invoice workflow | Job to invoice in under 60 seconds | More steps and configuration |
If you are evaluating alternatives, see our Jobber Alternative Guide.
Key Takeaways
- Create invoices quickly from the job site
- Accept credit card and ACH payments online
- Track unpaid and overdue invoices automatically
- Save service templates for repeat billing
- Convert estimates to invoices in one click
- Improve cash flow and reduce admin time
Looking for an all-in-one system? See our Handyman Business Software overview.
Frequently Asked Questions
What is the best invoicing software for handymen?
The best handyman invoicing software allows fast invoice creation, online payment acceptance, and automatic tracking of unpaid jobs without complex accounting tools. Look for software built for field contractors, not office-based businesses.
Can handyman invoice software accept credit cards?
Yes. Modern handyman invoice platforms allow credit card and ACH payments directly from the invoice. Customers can pay from their phone using a payment link or through a customer portal.
Do I need separate accounting software?
Many handymen use invoicing software alongside accounting tools. Invoicing software handles job billing and payment tracking, while accounting software manages taxes and reporting. Pocket Boss covers invoicing, estimates, and payment tracking in one system.
Stop Chasing Payments
Create invoices quickly, accept online payments, track unpaid jobs, and improve your cash flow. Spend less time on admin and more time on the job.
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