
Season 1 · Episode 124
How to Avoid the Cash Crunch and Keep Your Business Running Smoothly
Hard Hat to CEO with Chris Gilman · Chris Gilman
October 15, 202510m 13s
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Show Notes
Ever lie awake at night wondering how you’re going to cover the bills? Chris G. knows that feeling all too well. In this episode, he shares real-life stories and easy ways to take control of your cash flow. Whether it’s billing more often, using an escrow account, or making sure you actually hit “send” on that invoice, Chris breaks it all down in a way that makes sense. He also talks about how to avoid money mistakes like starting too many jobs without deposits or missing out on early payment discounts. If you're a contractor or small business owner trying to get ahead and stop stressing about money, this one's for you.
Episode highlights:
(0:00) Intro
(0:31) That gut-wrenching feeling of not having enough cash
(0:57) Why a bookkeeper isn’t enough without a system
(2:23) How often should you invoice?
(3:01) Good loans vs. bad loans
(3:40) Setting up a self-funded cash reserve
(5:07) Turn estimates into invoices with a click
(6:08) Bill slow-paying clients fast
(6:30) Vendor discounts = free money
(7:11) Using a draw system and avoiding misuse
(8:18) Don't start too many jobs without deposits
(9:07) Start billing sooner
(9:51) Outro
Connect with Hard Hat to CEO on:
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LinkedIn: https://www.linkedin.com/in/dcgilman/