Built From the Field

Second Wind AR was built by a contractor — not a software company — after years of running real jobs, managing crews, and dealing with unpaid invoices.

Years of Real Contract Work

Over more than a decade, I worked as a painter, general contractor, roofer, remodeler, and service technician. I ran contracting businesses and worked with homeowners, property managers, healthcare facilities, and commercial clients.

I completed work under contract, delivered projects as agreed, and sent invoices expecting routine payment.

The Problem After the Job Was Done

The most stressful part of running the business wasn’t the work — it was collecting payment afterward.

Invoices were delayed, ignored, or “forgotten.” Getting paid required repeated follow-ups, uncomfortable conversations, and constant vigilance.

Why Manual Follow-Up Breaks Down

Proper follow-up takes consistency, timing, and escalation — the same things corporate accounts receivable departments use.

Small contractors are expected to enforce payment, but are given none of the systems to do it professionally.

Why Existing Tools Fall Short

Most invoicing tools avoid escalation entirely. They send reminders and place the burden back on the contractor.

That works only if you have the time, energy, and willingness to chase payments personally.

Why Second Wind AR Exists

Second Wind AR was built to replace manual chasing with a structured, professional accounts receivable process.

It applies consistent follow-up, measured escalation, and clear boundaries — without turning contractors into collections agents or burning relationships.

The goal is simple: help contractors get paid without carrying the emotional and administrative burden themselves.