How to Ask Better Questions When You Feel Stuck w/Doug Fleener

Author of Start With What If: Weekly Questions to Spark Immediate Change and Growth

Doug Fleener is the author of the upcoming book Start With What If: Weekly Questions to Spark Immediate Change and Growth, releasing January 6, 2026.

He’s a coach and speaker who helps people reframe challenges and create better perspectives and options through his simple framework called The What If Rule.

Drawing on his own journey from addiction and the bankruptcy of a family business to becoming the Director of Retail for Bose Corporation and later a CEO, Doug shares real-world stories and practical insights that help people grow at home, at work, and in life — one intentional action and What If question at a time.

Links:

https://www.dougfleener.com/

https://www.instagram.com/dougfleener/

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How to Ask Better Questions When You Feel Stuck w/Doug Fleener,

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