Question 1

How much revenue do contractors lose to late or missing invoices?

Accepted Answer

Studies suggest contractors lose 5–15% of annual revenue to billing delays, forgotten invoices, and payment friction. On a $500,000/year business that's $25,000–$75,000. The most common culprit is paper-based or manual billing where invoices go out days or weeks after job completion.

Question 2

What software reduces invoice leakage for contractors?

Accepted Answer

Jobber and Housecall Pro are the top options for field service contractors. Both send invoices automatically at job completion, send reminder sequences, and accept card or ACH payments on the spot. Jobber starts at $49/month. Housecall Pro starts at $65/month. Both typically pay for themselves within the first recovered invoice.

Question 3

How do I reduce days-to-payment for my contracting business?

Accepted Answer

Send invoices the same day as job completion — not end of week. Add a 'Pay Now' link directly in the invoice email. Offer card payment on-site. Use software that auto-reminds at 7, 14, and 30 days. Businesses that follow up automatically collect 80–90% of outstanding invoices within 30 days vs. 50–60% for manual follow-up.

Tool	Best for	Price	Key feature
Jobber	1–20 person crews	$49–249/mo	Auto-invoice + client hub
Housecall Pro	HVAC, plumbing, electrical	$65–299/mo	GPS dispatch + instant pay
ServiceTitan	Large contractor operations	$250+/mo	Full ERP, overkill for small shops
QuickBooks	Accounting focus	$30–90/mo	No field scheduling module
Square	Simple one-person trades	Free + 2.9%	Easy invoicing, no field tools

Invoice Leakage
Calculator

Your Business Numbers

Your Invoice Reality

Software Comparison for Contractors

Invoice LeakageCalculator

Your Business Numbers

Your Invoice Reality

Software Comparison for Contractors

Invoice Leakage
Calculator