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Sydney Bocik's avatar

This is no joke. And you are spot on.

As someone who’s spent their career in startups, I have seen this time and time again. I’ve been a Chief of Staff sitting as the right hand to two different CEOs during my career. And worked adjacently with many more. I have helped build two tech businesses from the ground up with someone else’s money. Taking less in the beginning, with the same goal as everyone else later — a payout to create more freedom. I’ve also launched a housekeeping business for a friend that loves to clean who’s now working on bringing more people on because luckily for her business is booming — but she too spends less time doing what she loves now. I’ve consulted on multiple other businesses. And am working on a side project that could potentially launch my own business in the next year or so while I’m currently focused on value proposition design for product market fit through end user interviews.

But I’ve been lucky to do all of this under steady salaries which ironically is what gave me the freedom. For the most part I enjoy being the woman behind the curtain, and it comes with far less risk.

But the thing is this: I’ve watched people bang their heads against the wall trying to solve a problem, I’ve worked alongside CEOs as we’ve raised millions and millions to see their ideas come to fruition. And even then, the ideas never go as planned. It takes a village so the best thing you can create for yourself will always be leverage. In your daily life, in your conversations with clients, in the work you choose to spend time on.

Sometimes that leverage looks like automation and tools that work together, sometimes it’s a virtual assistant, sometimes it’s simply an offer that people are clamoring for. Whatever it is. Leverage will always be key in figuring out how to get the next 80% off your plate so you can focus on the 20% that will move the needle.

There’s 4 books that have been the most influential in my career (not all will be relevant but the last one definitely is):

1. Play Bigger

2. $100M money models (and $100M leads)

3. Unreasonable Hospitality

4. 10x is easier than 2x *** (this one is the one that I was reminded of during your post)

Look I’m no expert, I’ve built my career around “well that didn’t work so let’s try this and see how it goes”. But that’s all it ever really comes down to. And even the ones that seem like they have it all figured out are really just lucky to be following their gut in the right direction, and it almost never means true certainty.

But if you ever need a sounding board, I would gladly help or have a coffee chat. Good luck and I wish you high value clients in the near future!

Cory Gerlach's avatar

Really great points all around. Lately, I’ve been reminiscing about the 9-5 hours of my previous life with great fondness. But I wouldn’t have been able to sail the world with that setup. This is the only way I can live the life I want, so that’s a big reason why I do it. However, I refuse to trade my 9-5 for a 24/7/365, which is the reality of lots of entrepreneurs I know. So maybe there’s a cap to how much revenue I will hit or it could further extend my timeline for growth. So grateful that I don’t need to support a lifestyle in a major western city, though. I only need ~$1500/month to thrive out here :)

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