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Gene After Hours 🌒

A client has been late for 60 days here is what i did about it.

This Is Exactly What Nobody Prepares You For.

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After Hours 🌒
Jun 24, 2026
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I Don’t Talk About This Publicly Often. But This Is Exactly What Nobody Prepares You For.

A client payment is now 60 days late.

Here’s every step we took — because if you’re in this situation right now or you ever will be, this is the playbook.

Step 1. Business manager, not you
After a few follow-ups, I handed it off. My business manager sent the first formal notice with the subject line: [ACTION REQUIRED — 1st Attempt Payment Status]. That’s part of why you build a team. The relationship between you and the client doesn’t get awkward over money because you never made it personal.

Step 2. The CEO call
When that went nowhere I made a direct call myself to get more information. What I found out: the person I’d been dealing with the entire time wasn’t the decision maker. She was the middle man. This is critical information we didn’t have before.

Step 3 — Formal escalation
My business manager sent a follow-up email: [ACTION REQUIRED — 4th Attempt Payment Status] with a clear message, if no response this week, we want to speak to someone who approves the payroll.

Step 4 — Intel gathering
We researched the owner and their representative directly. We called past clients who had worked with them. We connected with someone who had a personal relationship with our client and gave them a heads up about what was coming. This step is underrated because it creates soft social pressure before you ever file anything legal.

Step 5 — Small claims prep
Internally we started the paperwork for small claims. Before we filed, we received confirmation that the payment is arriving July 15th.

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What actually made this survivable

None of this would have felt manageable if my expenses weren’t already covered. Below are some financial goals I set to ensure I can survive these moments

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