Courier and Delivery Invoicing App for a Solo Driver (2026)
For a solo courier, ShowTheReceipts ($15/mo) matches how the work is billed — per stop, per mile, or per route with waiting time and after-hours rates saved as catalog lines, rolled into one weekly or monthly invoice per business account instead of dozens of tiny ones.
How we picked
Entry-plan prices as published in 2026, checked against each vendor's own pricing page. Tools were judged on the solo driver's real workflow — per-stop and per-mile rates consolidated into weekly account invoices with net terms — not on fleet dispatch or route optimization.
| Software | Starting price | Best for |
|---|---|---|
| ShowTheReceipts That's us | $15/mo | Solo couriers: per-stop and per-mile rates, weekly or monthly account invoicing, net terms |
| Wave | Free | Manual invoicing with no consolidation |
| Joist | Free / $8/mo | Bare-bones invoices |
| Kickserv Flex | $19/mo | Budget scheduling with invoicing |
| Jobber | $29/mo (Core) | Businesses dispatching several drivers |
The solo driver’s real workflow
Courier work is tiny tickets at high frequency for a handful of business accounts. Thirty deliveries a week at $14 each is real money and an impossible invoicing problem if you bill each one.
Consolidate per account, per week. That’s the whole system.
1. ShowTheReceipts — $15/mo
Per-stop, per-mile, and waiting-time rates saved once, consolidated into weekly account invoices on net terms.
2. Wave — free
Free and manual.
3. Joist — Free / $8/mo
Simple invoices.
4. Kickserv Flex — $19/mo
Budget scheduling and invoicing.
5. Jobber — $29/mo (Core)
Dispatch for a driver team.
Mileage records
Frequently asked questions
What does a solo courier need from an invoicing app?
Saved per-stop, per-mile, and waiting-time rates; consolidation so a business account gets one weekly invoice instead of thirty; and net-terms follow-up. Route optimization matters when you have drivers to route.
What do I get with ShowTheReceipts for $15/month?
Invoicing, card payment, and one tax-ready ledger. Recurring invoicing and automated payment reminders — what makes weekly account billing work — are Pro-plan features at $39/month.
Should I bill per delivery or weekly?
Weekly, for any account doing regular volume. A $14 delivery invoiced on its own costs more in admin and payment fees than it's worth; consolidating a week of them into one invoice is the difference between a business and a hobby.