Category: Entrepreneurship
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The Invitation and the Ask
Why giving feels safe, receiving feels like debt, and how to offer your work without shame “I hate asking people for money,” she said through clenched teeth. “In fact, I hate money altogether. Why can’t we just have a society that operates without money?” This was a real conversation I had recently. She’s brilliant at…
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You Don’t Have One Problem, You Have FIVE
What looks like one problem is often hiding something deeper. Six weeks into his promotion, his boss scheduled a one-on-one. He walked in expecting to talk strategy. He walked out with a very different message. His team had been talking. They said he’d changed since the promotion. They didn’t trust his leadership. Some were questioning…
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Sydney! I can only change myself. How is this going to change my life??
How changing your life changes everyone else around you too “I can only change me.” I hear it almost every week. Sometimes it is accompanied by a shrug, other times it is said with a sigh of relief. Sometimes, I suspect it is said as a quiet reason not to begin. “Better known as resistance,”…
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The Losses Nobody Brings Casseroles For
On grief, change, and the difference between feeling it and falling back When someone dies, people know what to do. They bring casseroles. They send cards. They show up in dark clothes and hold your hand and say they’re so sorry. Nobody brings a casserole when the diagnosis comes back. Or when your youngest loads…
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Maybe You’re Not Afraid Of Change
You may be afraid of becoming the person who chose it She wanted out of the relationship. It was toxic. And I don’t mean toxic in a psychobabble, join-the-“toxic marriage” club kind of way. This relationship fit the definition. Constant fighting, competing, manipulation, accusations…all of it. But she didn’t leave. For the longest time, I…
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How To Find The Exit
On getting unstuck, changing the question, and seeing what you couldn’t see before ]Last week I wrote about what happens when we feel trapped. Our field of vision narrows. We search harder. We become exhausted. Eventually the world can start looking like a collection of increasingly impossible choices. I promised I would write about how…
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Feeling Trapped, Losing Options
On narrowed perception, impossible choices, and the exits we stop seeing Something interesting happens when we feel trapped. It starts with our perception. It narrows while our attention contracts. We become hyperfocused on the threat and the need to find a way out. This makes complete sense if you are in the woods and encounter…
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The Spirituality of Not Knowing
On suffering, certainty, and the things I no longer need to explain There is an enormous amount of spirituality organized around the following clichés: Everything happens for a reason. Trust the universe. What’s meant for you won’t miss you. Your thoughts create your reality. There are no accidents. You chose this before you arrived. Those…
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The High Cost of Refusing to Quit
There is a word I refused to acknowledge for the first 50 years of my life. That word was “unsustainable.” I refused to acknowledge—ever—that something couldn’t continue. That something needed to end. I was resilient, tenacious, driven, ambitious and more. What I wasn’t open to was the possibility of failure. This is not something I’m writing…
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You Don’t Have to Choose Change
The strange freedom in knowing that change is coming anyway I had two conversations this week that were remarkably similar. One was with a physician. The other was with a founder whose company was in crisis. Different lives, different circumstances, but the same problem. Both felt trapped. They knew something needed to change, but every…