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Hey Little Pineapple, Yesterday I went to the gym with a friend. We had a breakfast after. And he's the kind of a friend with whom it's always a pleasure to have a conversation: we trade ideas, challenge each other, go down rabbit holes. Love that. At some point the conversation landed on health, work, time. He asked if I’d heard of Lee Cockerell. Worked at Disney. Had a book about time management. Had to admit, never heard of the dude. But I'm a sucker for new perspectives, so I grabbed my coffee and listened. The concept was simple in a nutshell: Life management is time management. The way my friend explained it was - If you neglect your health today, you don’t escape the cost. You move it. The person who wings it through their 30s and 40s ends up spending their 60s and 70s managing the consequences. More time at doctors. Less energy. Years where your body is the thing you’re dealing with instead of the life you want to live. That idea sat with me for the rest of breakfast. And then on the way back home I started thinking about careers (I'm obsessed with this subject, so don't judge) And you know what? Mechanics are the same. Borrowing from your future-self Let's say you’ve been doing roughly the same work for the last 3 to 5 years. Comfortable gig, you know everything about the job, everyone knows who you are, people come to you for answers. Sounds like a great position to be in. But, you are also not learning anything meaningful. So what you are doing Little Pineapple: you’re borrowing from your future self. See those two buildings with a gap between them? That gap is static. Fixed. It doesn't grow. Yours does. Every year you spend not growing is a year you could have spent building skills, visibility, optionality. The gap between who you are now and who you could have been doesn't stay flat. It widens. And unlike a health scare, it doesn't come with a diagnosis. Nobody pulls you into a room and tells you. You just wake up at 40, 45, wondering how the hell you ended up here. Doing work that doesn't excite you, for money that doesn't reflect what you're actually worth. Most senior professionals I talk to are busy. That’s not the problem. The problem is that busy and intentional are not the same thing. You’re shipping features. But here’s the question worth sitting with: Does how you’re spending your time right now actually get you closer to the life you want to live? Not the job. The life. Because if you don’t have an answer to that, your calendar is just a list of other people’s priorities. Time management isn’t a productivity hack. It’s a declaration of values. What you put on your calendar is what you’re saying matters. Three things worth doing this week:
You don’t need a full system overhaul. You need the first honest look. Talk soon, PS: One 1:1 spot open, next intake starts mid-May 2026. |
I help senior professionals get into conversations for roles they actually want in 60 days or less.
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