Think Like a Strategist: The 30-Day Challenge

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Think Like a Strategist in 30 Days — No MBA, No Case Library, Just 30 Real Reps.

If you got promoted for being great at your job—and nobody ever taught you how to think strategically—this challenge is for you.

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Here's the method, and it's not mine. It's Harvard's.

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For nearly a century, the best business schools in the world haven't taught strategy through lectures. They've taught it through cases — real, messy, ambiguous situations, with no clean answer, where you have to read what's actually going on and decide what you'd do. That's how strategic judgment gets built. Not by memorizing frameworks. By practicing them, over and over, on situations that don't hand you the answer.

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You've probably read the books. Maybe a framework or two even sounded right at the time. But here's the question that matters more than any of that:

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Have you actually practiced this? Not once. Not in a workshop. Every single day, in a real, ambiguous situation, for weeks — until reading a messy situation and knowing what to do starts to feel less like guessing and more like a skill you've built.

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I hadn't either. Not for years. I got promoted without a roadmap more than once in twenty-five years — into roles nobody had defined, sitting in rooms where I could barely follow the conversation, quietly wondering if I was actually cut out for it. I read the right books too. What changed things wasn't another book. It was reps.

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So that's what this is. Thirty days, over six weeks. One scenario a day — a manager's Tuesday, not a Harvard case study or a famous company's collapse. Ambiguous, on purpose. You read it, apply that week's lens, and write down your call in your own private journal. The next day, before the new case, I'll walk you through a few genuinely reasonable ways to have read it — not "the" answer, because there usually isn't one.

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And it builds. The first four weeks drill one lens at a time — diagnosis, choice, judgment, translation. Week five combines them, the way real situations actually show up: never pre-labeled. Week six turns it all on your own real decisions — the ones sitting on your desk right now.

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Here's exactly how it works:

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• Monday through Friday, one case lands in your inbox each morning. Ten minutes, no more.
• You write your diagnosis in your journal — a simple, private space, yours alone.
• The next day opens with a debrief: a few defensible ways to read yesterday's case.
• Saturday, you look back over the week's cases and notice your own patterns.
• Sunday, a short break and a preview of what's next.
• By Day 30, you've built a personal record of thirty real strategic calls, reasoned through in your own words — including your own real decisions from the final week.

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$39 for all thirty days.

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Not free — on purpose. Free doesn't get taken seriously, and this only works if you actually show up daily. $39 is enough to make you commit, not enough to make the decision hard.

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And if you do the work and it doesn't change how you think — I'll refund you.

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Show me your journal — genuine entries for at least 23 of the 30 days — anytime within a week of finishing, and I'll send your money back. No argument. The journal is proof, and you're building it for yourself either way.

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Thirty days. Thirty reps. One inbox, ten minutes a day.

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Made by Coach Sunil Nair