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WTF Even Is Strategy?

Everyone claims to be strategic. But what does that word even mean anymore? In this episode, Eric and Jonathan dig into a question that comes up constantly: what actually separates strategy from tactics, and why do so many strategic plans end up collecting dust? Eric makes a bold claim — that strategy, at its core, comes down to one word: conviction. Not frameworks. Not 200-page documents. Conviction about who you are, and more importantly, who you are not. The conversation gets personal when Eric admits he lost that conviction at Cosmic, drifting toward service expansion before recognizing the pattern he'd seen in dozens of client organizations. If you've ever sat through a six-month strategic planning process that ended in a fizzle, this one's for you. Episode Highlights [00:00] Intro [01:49] Jonathan's definition [03:58] Eric's answer: conviction [04:30] What you're saying no to [05:10] Charismatic leader problem [06:40] Strategy vs. tactics [07:30] The house metaphor [09:32] Eric lost conviction at Cosmic [11:15] Transformative but not comprehensive [14:19] Self-awareness + saying no [15:15] Photography as extractive art [16:06] Near enemy: stubbornness [19:00] First who, then what [25:18] Strategic planning fizzle [25:47] Longer plan = more useless [28:58] Passion is not a strategy [29:30] The Housing First test Notable Quotes "There is a very strong conviction about who they are, but even more so who they are not." — Eric "The impulse I find for most people is to go tactical. And to call it strategy." — Jonathan "The longer your strategic plan is, the more useless it is." — Eric "If you don't know what to say yes and no to, you don't have a strategy." — Eric Resources 📚 Good to Great by Jim Collins: https://www.jimcollins.com/books.html 🎙️ Minimum Viable Strategy episode: https://designbycosmic.com/podcast Connect 🌐 Website: https://designbycosmic.com 📧 Email the show: podcast@designbycosmic.com 📰 Substack: https://designingtomorrow.substack.com Designing Tomorrow is a podcast about creative strategies for social impact, hosted by Eric Ressler (Cosmic) and Jonathan Hicken (Seymour Center). #strategy #nonprofit #socialimpact #leadership #nonprofitleadership #strategicplanning