Start With What If: Make Faster Decisions Without Overthinking with Doug Fleener
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On the BizBlend podcast, host Sana sits down with Doug Fleener to tackle a modern founder problem: too many options, too much noise, and too little forward motion. Doug shares a simple framework to calm mental chaos without losing momentum.
This episode is for entrepreneurs, leaders, and decision-makers who feel stuck in planning mode. You will learn how to pause with purpose, ask better questions, and take the next step even when clarity feels incomplete.
About the Guest:Doug Fleener is the creator of the what-if rule and runs StartWithWhatIf.com. He shares his journey from bankruptcy and addiction recovery to becoming Director of Retail at Bose Corporation and later a CEO. He is the author of the upcoming book Start With What If?
Key Takeaways:-
Use a quick pause to interrupt overwhelm and reactive habits
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Ask forward-looking what-if questions to unlock new perspectives
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Replace certainty chasing with small actions that create clarity
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Treat failure as learning, try many things and keep what works
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Focus on outcomes first, then choose the right to-dos
Startwithwhatif.com (free 44-page excerpt and framework)
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