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EPISODE · May 25, 2026 · 32 MIN

How to Raise Entrepreneurial Kids

from Remote and Rich: Outsourcing and Remote Work Made Smarter (The Proximity Outsourcing Knowledge Suite) · host Alex and Karla Booth

Mother’s Day, Father’s Day, family, freedom, business, and childhood all collided into one deeply personal conversation on Rich and Remote. In this episode, Karla reflects on the childhood experiences, parenting dynamics, and life lessons that quietly shaped her entrepreneurial mindset long before business was ever part of the conversation. This is not parenting advice from a parenting expert. It is insight from the perspective of an entrepreneurial child looking back and recognizing what actually mattered. The episode explores independence, responsibility, curiosity, trust, resilience, freedom, and why some environments naturally create entrepreneurial thinking while others unintentionally suppress it. For founders building families alongside businesses, this conversation will probably hit closer to home than expected. In this episode: The childhood traits that often lead to entrepreneurship later in life Why independence matters more than perfection The role of trust, responsibility, and freedom in confidence-building How entrepreneurial thinking develops early Why some kids naturally become problem-solvers The difference between obedience and ownership Parenting lessons founders rarely talk about How environment shapes ambition and self-belief The connection between entrepreneurship and identity Reflections on family, freedom, and intentional living Connect with Karla Instagram: @karlastefan Explore more from Rich and Remote Website: https://richandremote.com/  Learn more about Yap Socials Website: https://yapsocials.com  Produced by Proximity Outsourcing

Mother’s Day, Father’s Day, family, freedom, business, and childhood all collided into one deeply personal conversation on Rich and Remote. In this episode, Karla reflects on the childhood experiences, parenting dynamics, and life lessons that quietly shaped her entrepreneurial mindset long before business was ever part of the conversation. This is not parenting advice from a parenting expert. It is insight from the perspective of an entrepreneurial child looking back and recognizing what actually mattered. The episode explores independence, responsibility, curiosity, trust, resilience, freedom, and why some environments naturally create entrepreneurial thinking while others unintentionally suppress it. For founders building families alongside businesses, this conversation will probably hit closer to home than expected. In this episode: The childhood traits that often lead to entrepreneurship later in life Why independence matters more than perfection The role of trust, responsibility, and freedom in confidence-building How entrepreneurial thinking develops early Why some kids naturally become problem-solvers The difference between obedience and ownership Parenting lessons founders rarely talk about How environment shapes ambition and self-belief The connection between entrepreneurship and identity Reflections on family, freedom, and intentional living Connect with Karla Instagram: @karlastefan Explore more from Rich and Remote Website: https://richandremote.com/  Learn more about Yap Socials Website: https://yapsocials.com  Produced by Proximity Outsourcing

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How to Raise Entrepreneurial Kids

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This episode is 32 minutes long.

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This episode was published on May 25, 2026.

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Mother’s Day, Father’s Day, family, freedom, business, and childhood all collided into one deeply personal conversation on Rich and Remote. In this episode, Karla reflects on the childhood experiences, parenting dynamics, and life lessons that...

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