Getting Strategy Done—In the Trenches

My Strategy Squad

Strategizing Skills
without the Suits

Free coaching for small business owners and nonprofit staff to get strategy done, in the trenches.Who it's forYou run a small business or work at a nonprofit. You are the strategy department, with little time, less money, and everything on the line. Most strategy advice is written for large corporations, so it rarely fits your world.What we doMy Strategy Squad helps you build strategizing skills: diagnosing your real challenges, making better judgment calls, and turning ideas into action. Strategy is something people do, so it's a skill you can practise. We use short podcasts, real stories, learning materials for you to adopt and strategy games to help you practise it.Why judgment mattersStrategy is hardest when you're closest to the problem. Plans get written, then shelved. Optimism, fear, and uncertainty cloud the big calls. We help you dampen the noise and pause for thought before you commit.Our approach: the 4Cs- Concepts: the ideas available to you, from the field's best thinkers
- Conduct: how you actually do strategy, day-to-day
- Context: your real situation, including customers, funders, cash, and people
- Composition: your own strategy, written as a narrative you can really use: what's going on, your approach, your actions, and how you'll know it's workingWe don't squeeze your situation into one model. You know your context best, and the strategy is built and carried out by you.How to learn with us...- Podcast: one short, sharp episode every Monday.
- Streams: we play strategy games and connect them to the ideas.
- YouTube: clips and highlights.
- Substack: deeper notes, readings, and learning tools for the 4Cs.
-itch.io and PICO-8 Tiny games made by us, one problem, play-by-play.Everything is free. Our motivation is to help small businesses and nonprofits adapt, survive, and prosper.Join the SquadTell us about your situation and how you strategise, or don't. Everything you send is private and confidential. With your permission, we may feature your case on the show or a stream.