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Chronicle Finance

Day 33 and Psychological Safety

Creativity is scary. Any time you build something new fear lurks around the corner. Because even if it’s not rational, your perception of risk rises when your potential for failure is at its highest. Perhaps this is why when you take a conscious risk you unconsciously try to mitigate any unnecessary additional risks. This has […]

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Startups

Day 484 and Steadfast

Someone who I have come to rely on had a set back this week that briefly threw me for a loop. I initially felt a bit upset, selfishly I felt angry about what the setback might mean for me. That feeling passed quickly. I wanted to jump in and help them overcome the issue. I […]

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Emotional Work

Day 345 and Trust

I’ve not always been accepting of my own weaknesses. Instead of focusing on how well I can hone my super powers, I’ve occasionally fixated on where I lack innate talent. I’m not particularly adapt at operations or logistics but I feel bad about it. I am however genuinely top tier when it comes to narrative […]

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Emotional Work Internet Culture

Day 293 and A Good Cry

I’m a cryer. I hear the swell of trumpet from the Star Trek theme song and I’ll start welling up. I’ll read a poignant passage in a cheesy airplane novel and my chest will tighten with emotion. My eyes will tear up when I tell a friend that I’m proud of them. I’ve found myself […]

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Emotional Work Startups

Day 166 and Safe Advice

Mistakes are expensive in the moment but priceless long term. This is why failed founders are so respected and sought after in the startup ecosystem. Their advice is the best money cannot buy. Money literally cannot buy the experience that comes from having utterly fucked yourself. Sure maybe you lost a couple million bucks but […]

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Emotional Work

Day 148 and Ted Lasso

As I’ve written about before, I like shibboleths and secret codes. And Ted Lasso is my go to show for the language of emotional empathy. It’s touched a nerve for a certain corner of the internet. The folks yearning for positivity. It shouldn’t have worked. And yet the show’s curiosity opens up your heart. It […]

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Finance Startups

Day 146 and Gossip

Gossip drive the world. The stories we tell about other people reflect a lot. Even if we claim we don’t care what others think what others think moves the world around us. And I would posit that this actually isn’t a bad thing. It can drive closer bonds and increased connection. There is a concept […]

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Startups

Day 144 and Scars

I have significant e-commerce, direct to consumer and retail business experience. I’ve managed multi-million dollar P&Ls, worked on iconic billion dollar brands and started my own direct to consumer cosmetics line. You’d think with that experience I would be deeply bullish on my ability to pick up and coming startups in the space. But I […]

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Emotional Work

Day 648 and Open

I share a lot of myself online. For an introvert with more than a hint of Autism you’d think I’d find it mortifying to be as open as I am online. My therapist would probably say it’s because I like the distance provided by sharing online and it’s hard to disagree. But I like being […]

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Background

Day 363 and Best Of 21

One of the unexpected benefits of writing every single day has been the accumulation of reference material. I can send folks a synopsis rather than retyping a topic that I get asked about a lot. So if you want to know how I get healthy, or how I invest, or even how I think about […]