EPISODE · Nov 25, 2025 · 29 MIN
Episode 17: How I learned the importance of strategy.
from Against My Better Judgment · host Dannelle Whiteside and Tamara Gauldin
This episode of Against My Better Judgment tracks Tamara’s early experiments with strategy that later built her career—think seeing now-moves for tomorrow’s invests and a plan or two coupled with actions that changed everything. She walks through youthful gambits that look charmingly audacious in hindsight, the frameworks she still swears by, and the funny missteps that taught her to plan and pivot. Tune in for clever, actionable takeaways and the kind of humblebrag that helps you level up.
What this episode covers
This episode of Against My Better Judgment tracks Tamara’s early experiments with strategy that later built her career—think seeing now-moves for tomorrow’s invests and a plan or two coupled with actions that changed everything. She walks through youthful gambits that look charmingly audacious in hindsight, the frameworks she still swears by, and the funny missteps that taught her to plan and pivot. Tune in for clever, actionable takeaways and the kind of humblebrag that helps you level up.
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Episode 17: How I learned the importance of strategy.
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