Late invoices, disputed draws, and slow-pay homeowners are killing your cash flow. Here's the fix — built by SideGuy Solutions in North County San Diego, deployed for roofers nationwide including NY.
New York is brutal for roofing cash flow. Insurance claims drag, homeowners wait for depreciation checks, and commercial GCs pay when they feel like it. Most small roofing outfits don't have an office person running collections — so invoices sit. By day 60 the customer's spent the check on something else, and by day 90 you're writing it off or threatening a lien.
The fix isn't hiring a bookkeeper or a collections agency. It's building an AI system that automatically follows up, tracks every dollar, and sends escalating reminders before things go sideways.
AI texts and emails your customers on days 7, 14, 21, and 30 with polite but escalating reminders. Links directly to a payment portal. Works while you're on the roof.
Every job auto-logs photos, signed contracts, material receipts, and change orders. If you ever need to file in NY, the paper trail is already there — one export.
For a roofing contractor, I usually wire up: a CRM that tracks every job from estimate to final payment, SMS/email drip sequences for unpaid invoices, automated Google review requests after paid jobs, and a homeowner portal where they can see draw schedules and pay online. The whole thing runs on tools you already pay for (or cheaper ones) — no new SaaS bloat.
No retainer. $100/hour. You pay for the hours it takes to build, then it runs itself.
I build the automation that chases payments so you don't have to. Text me what your collections process looks like right now and I'll tell you exactly what to fix first.
One text. No retainer. $100/hr to build the system that collects while you work.
Text 858-461-8054Don't see what you were looking for?
Text PJ a sentence about what you actually need — I'll build you a free custom shareable on the house. No email, no funnel, no SOW.
📲 Text PJ — free shareable