Parking Lot Sweeping Business Invoicing App (2026)
Sweeping is contract route work billed monthly, performed overnight, for property managers who never see it happen. ShowTheReceipts ($15/mo) bills each site's monthly contract automatically to a saved card or on net terms, attaches time-stamped proof-of-service photos to the job, and itemizes extra services like porter work and storm cleanups.
How we picked
Entry-plan prices as published in 2026, taken from each vendor's own pricing page or a recent third-party summary. Judged on the solo sweeper's real workflow — recurring monthly contract billing, proof-of-service documentation, and add-on services invoiced against the same account — not on GPS fleet telematics, municipal street-sweeping compliance, or multi-truck dispatch.
| Software | Starting price | Best for |
|---|---|---|
| ShowTheReceipts That's us | $15/mo | Solo sweepers: monthly contract billing, proof-of-service photos, add-on invoicing, tax-ready books |
| Invoice2go | $9.99/mo+ | Basic mobile invoicing |
| Wave | Free / $16/mo | Free invoicing with light bookkeeping |
| Nektyd | $49/mo+ | Sweeping route management with GPS tracking |
| Jobber | $29/mo (Core) | Companies dispatching multiple sweeper trucks |
You work when nobody’s watching
That’s the structural problem of this trade. The lot is swept at 3am and inspected at 9am, by which point clean just looks like normal. No proof, no credit — and eventually a property manager who wonders what they’re paying for.
Photos with a timestamp, attached to the visit, solve it completely.
1. ShowTheReceipts — $15/mo
Monthly contract billing per site, proof-of-service photos on every visit, add-on lines for storms and porter work, and books that export clean.
2. Invoice2go — $9.99/mo+
Basic mobile invoicing without recurring contracts.
3. Wave — Free / $16/mo
Free invoices plus light bookkeeping.
4. Nektyd — $49/mo+
Route management and GPS tracking built for sweeping.
5. Jobber — $29/mo (Core)
Dispatch for a company running several trucks.
The contract lines worth separating
- Base sweeping — per visit, at a stated frequency
- Porter / walk-through service — trash cans, entryways
- Storm and leaf-season cleanups — add-on, approved first
- Post-construction debris — priced separately, always
- Pressure washing entryways — a natural upsell on the same account
Renewals are the whole business
A sweeping contract that renews is an annuity; one that lapses is a lot you have to re-sell against three lowball bids. Consistent monthly invoices and a folder of dated photos are what make the renewal conversation a formality.
Frequently asked questions
How should a sweeping contract be priced?
Per visit against a monthly frequency — a lot swept three nights a week is priced and billed as one monthly number, not twelve separate invoices. Property managers want one predictable line on their budget, and you want one predictable payment.
Why does proof of service matter so much in sweeping?
Because you work at 3am and your customer arrives at 9am to a lot that just looks normal. Time-stamped photos attached to each visit are the only evidence the work happened, and they end the 'were you here Tuesday?' email permanently.
How do I bill storm cleanups and extra services?
As add-on lines against the same account, approved by text before you do them. Leaf season, a windstorm, and post-construction debris are all real extra work — and they're the difference between a break-even contract and a good one.
Should I bill monthly or per visit?
Monthly, on net terms or a saved card. Per-visit invoicing to a commercial property manager generates dozens of small approvals a year, and every one of them is a chance for your invoice to sit in someone's inbox.