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I recently spent a few days at what I'd call an “anti-business conference” in Atlanta. There were no presentations, no business card exchanges, and hardly any agenda.
Just genuine conversations with fellow entrepreneurs over food and drinks.
Candidly, I’m a bit of an introvert. So networking events can take a lot out of me.
But this one felt totally different. It energized me. And as I tried to figure out what the big difference was, I noticed a pattern in the conversations I was having.
They weren’t just about business strategy and winning tactics. These conversations all featured something I’ll call “stubborn optimism.”
I'm not talking about toxic positivity or manifesting success through good vibes. I'm talking about a specific type of positive resilience that came up again and again.
Let me explain.
Resilience as a skill
When most people hit a wall, their first instinct is to list all the reasons why something won't work.
"The market is saturated."
"I don't have enough money."
"Someone else is already doing it better."
But the entrepreneurs I met in Atlanta had a fundamentally different approach to their problems.
Instead of running into obstacles and offering excuses, they talked about their challenges like pieces of a puzzle. They seemed to view problems as fascinating challenges to solve, versus reasons to make excuses.
Here are two stories I found especially impressive:
Story #1: The lost client
One founder shared how he lost his biggest client (30% of total gross revenue) on a random Tuesday. Instead of panicking, he immediately took three specific actions:
- He emailed his entire network with a simple message: "Lost a major client. Have bandwidth for new projects. Here are three ways I could help you this quarter." And that email landed him two referrals.
- He analyzed the lost client's needs and identified a few smaller companies in the same industry that might need his services. He landed one of them through a mutual connection within two weeks.
- He turned his onboarding process into a paid service, and started charging $2,500 for what he used to give away for free. An easy win that was right under his nose.
Although it wasn’t fun losing a big client, his business is in better financial shape than before.
And he’s got a playbook to run should this happen again!
Story #2: The failed product launch
A woman told me about her product launch that completely flopped. But instead of declaring the product a failure, she created a feedback loop:
- Set up 15-minute calls with 20 people who clicked, but didn't buy
- Offered a $20 gift card for honest feedback
- Recorded every call and ran them through Otter.ai to spot patterns
- Found that 80% of potential buyers wanted a smaller, more focused version of her product
She relaunched a stripped-down version six weeks later, at half the price point, and tripled her revenue.
The solution was right there — she just needed to take action. And her efforts are paying off.
Taking a tactical approach to failure
As you can see, these stories aren’t about being blindly positive or overly optimistic. They’re about building systematic responses to setbacks that are bound to happen in any entrepreneur’s journey.
Here are three additional tactical approaches I learned:
- The 24-Hour Reset: When a major problem hits, give yourself 24 hours to feel the disappointment. Let it suck, and get it out of your system. Then spend one hour writing down every possible advantage the situation could create and how you might exploit those advantages.
- A Weekly Pressure Test: Every month, ask yourself "What could kill my business in the next 30 days?" Then build a backup plan. One attendee started depositing 10% of every client payment into a "runway fund" after she realized how dependent she was on consistent monthly income.
- The Solution Bank: Keep a running document of every business problem you’ve solved for yourself. So when challenges arise, you'll already have a playbook to run. Include exact emails sent, responses received, and time it took to fix each issue.
Entrepreneurship isn't just about strategy and skills. It's also about having the mental fortitude to keep solving problems long after other people would have given up.
And optimism isn't just about mindset — it's about having systems in place for when things go wrong. Because they will go wrong, and usually in ways you never expected.
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That’s all for today.
See you next week.
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