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Wellness Wednesday for October 5, 2022

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Just joined an early stage startup to help with sales/market fit. It’s tough. I’m the fourth employee and feels like I’ve got a huge job to bring this product to market, figure out what it should even look like, etc.

I’ve got relevant experience in the area and at startups but this early it’s a whole different beast. Any tips for keeping mental strength and avoiding tilt?

Don't overcommit. Startups in most markets are gambles, people will often found 3-5 companies before successfully exiting, but if you have relevant experience, you already know this. Working 100 hour weeks for lower pay for a company that's worth 0 in 2 years won't feel good.

Roll with the punches and learn fast. You have outsize responsibility and accountability, a single (serious) mistake can be extremely costly for the entire company. It'll be harder because there's not an entire team to shift the blame around with.

Watch out for interpersonal strife. This is unfortunately fairly common in early stage startups, high stress, big egos and small teams can lead to explosive conditions. My heuristic is more than 2 months of continuous friction/misalignment and infighting is a huge red flag, and 6 is a signal that the investors/board should get involved to see if there's anything to salvage.

Learn to enjoy it. Startups aren't really the golden ticket we make them out to be (especially early stage ones). If you're not having fun, accept it and move on. There'll be other ways to make millions.