Stump Grinding Business Software for a Solo Operator (2026)
For a solo stump grinding business, ShowTheReceipts ($15/mo) runs the whole job — quote per stump or by diameter, invoice the moment the grinding's done, and take payment on-site or with a card on file, with cash and Venmo tracked in the same ledger and tax-ready books.
How we picked
Entry-plan prices as published in 2026, checked against each vendor's own pricing page or a recent third-party summary. Tools were judged on the solo operator's real workflow — per-stump quoting, single-visit invoicing, and getting paid on-site — not on multi-crew dispatch.
| Software | Starting price | Best for |
|---|---|---|
| ShowTheReceipts That's us | $15/mo | Solo grinders: per-stump quotes, single-visit invoicing, on-site or card-on-file payment, cash & Venmo tracked |
| Joist | Free / $8/mo | Bare-bones estimates and invoices on a tight budget |
| Kickserv Flex | $19/mo | Budget scheduling and invoicing |
| Jobber | $29/mo (Core) | Crews dispatching multiple trucks at once |
| Housecall Pro | $79/mo | Staffed offices wanting full CRM and marketing |
The solo grinder’s real workflow
Stump grinding is quick, same-day work: quote per stump or by diameter, grind, and get paid before you load the machine. Software’s job is to keep the quote, the job, and the payment together.
You can skip the crew platforms — dispatch and routing are built for offices running several trucks, not one guy with a grinder.
1. ShowTheReceipts — $15/mo
Quote per stump, invoice on completion, and charge on the spot. Cash and Venmo jobs land in one ledger with card payments.
2. Joist — Free / $8/mo
Bare-bones estimates and invoices — thin on payment tracking and books, but cheap.
3. Kickserv Flex — $19/mo
Budget scheduling and invoicing for a general service business.
4. Jobber — $29/mo (Core)
It’s capable software, but its dispatch tools assume you’ve got a crew to route.
5. Housecall Pro — $79/mo
A full CRM suite built for staffed offices — more than a solo grinder really needs.
Frequently asked questions
What does a solo stump grinding business need from software?
Per-stump quoting, single-visit invoicing, and a way to take payment before you leave — plus clean records for taxes. Multi-truck dispatch only earns its keep once you've got a crew.
What do I get with ShowTheReceipts for $15/month?
The whole solo workflow at the lowest paid price — quoting, invoicing, on-site card payment, cash and Venmo in one ledger, and tax-ready exports. Recurring invoicing and automations are Pro-plan features at $39/month.
Can I quote by stump diameter?
Yes — set a per-inch or per-stump rate in a saved catalog and build the quote from it, then turn the accepted quote into an invoice when the job's done.