How a Painter Used Milestone Billing to Double Capacity

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How a Painter Used Milestone Billing to Double Capacity

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In this episode of Cash Flow Conversations, Lucas and Luna examine how a residential painting company in Portland used milestone billing to slash its payment cycle from 55 days to 5 days. The owner, Jenna Cortez, had been financing labor and materials out of pocket while waiting for post-completion net-30 terms. By breaking each job into three triggers — paint on site, drywall finished, final walk-through approved — she collected 70% of the invoice before the crew packed up. Cash flow stabilized enough to hire a second team and grow revenue by 130% in 18 months without outside debt. The hosts walk through the mechanics, the negotiation with clients, the software stack, and how this approach works for any service business with measurable milestones. Jenna's story shows that changing when you ask for money can matter more than how much you charge. #CashFlowConversations #FexingoBusiness #BusinessPodcast #SmallBusiness #Finance #CashFlow #MilestoneBilling #ProgressBilling #PaintingBusiness #ContractorTips #WorkingCapital #InvoiceManagement #PaymentTerms #Receivables #ServiceBusiness #BusinessGrowth #JennaCortez #PortlandSmallBiz Keep every episode free: buymeacoffee.com/fexingo

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