Sahil Bloom was living the "dream" life, climbing the corporate ladder, earning well, and hitting all the career milestones. Yet, he felt unfulfilled. During a conversation with an old friend, he mentioned how he only saw his parents once a year. His friend's blunt remark, "You're going to see your parents 15 more times before they die," hit him hard, forcing him to reevaluate his priorities and reassess his idea of success. In this episode, Sahil joins Ilana to share how to overcome the fear of career transitions, build a life that aligns with your values, and find fulfillment beyond a paycheck.

Sahil Bloom is an entrepreneur, investor, and writer focused on redefining wealth beyond money. Through his newsletter, The Curiosity Chronicle, Sahil offers actionable ideas for building a high-performing, healthy, and wealthy life.

In this episode, Ilana and Sahil will discuss:

(00:00) Introduction 

(01:46) The Cost of Chasing Traditional Success

(04:33) Family Background and the Pressure to Succeed

(08:41) What Baseball Taught Him About Life and Business

(13:17) Unfulfillment Despite Corporate Success

(18:50) Overcoming the Fear of Career Transition

(23:35) Why Personal Growth and Change Can Feel Lonely

(26:51) Turning Criticism into Fuel for Growth

(29:34) Embracing Life’s Different Seasons

(31:55) Writing The Five Types of Wealth

(36:55) The Real Challenges in Entrepreneurship

(41:24) How to Break Free When You’re Feeling Stuck

Sahil Bloom is an entrepreneur, investor, and writer focused on redefining wealth beyond money. He is the author of the New York Times bestselling book The 5 Types of Wealth and the founder of SRB Ventures, an early-stage investment firm. Through his newsletter, The Curiosity Chronicle, Sahil offers actionable ideas for building a high-performing, healthy, and wealthy life.

Connect with Sahil:

Website: https://www.sahilbloom.com/#Hero 

LinkedIn: linkedin.com/in/sahilbloom 

Resources Mentioned:

Sahil’s Book, The 5 Types of Wealth: A Transformative Guide to Design Your Dream Life: https://www.amazon.com/Types-Wealth-Transformative-Guide-Design/dp/059372318X 

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