Why Entrepreneurs Hate The Question "What Do You Do For A Living?" | EP 18 episode artwork

EPISODE · Apr 18, 2026 · 6 MIN

Why Entrepreneurs Hate The Question "What Do You Do For A Living?" | EP 18

from Scared SHITLESS · host Sarah Sémajuste

In this episode of Scared Shitless, I talk about something most entrepreneurs, real estate investors, and multi-passionate professionals quietly struggle with…👉 That simple question: “What do you do for a living?”On the surface, it sounds harmless. But in reality, it often feels like people are trying to:- Put you in a box- Size you up- Attach your worth to a title or incomeAnd when you wear multiple hats? It gets even more uncomfortable.In this episode, I open up about:- Why I used to feel hesitant (even shy) answering this question- The pressure to simplify yourself for other people’s understanding- The truth about having multiple income streams and identities- Why it’s time to normalize NOT fitting into one boxIf you’ve ever struggled to explain what you do—or felt like your path doesn’t fit the traditional mold—this one’s for you.⏱️ TIMESTAMPS00:00 Intro00:45 Why this question feels uncomfortable02:30 Wearing multiple hats as an entrepreneur05:10 The “putting you in a box” reality08:00 Income, identity & perception11:30 Learning to own your path14:00 Final thoughtsYou don’t need one title to be validMultiple income streams ≠ confusion — it’s strategyYou get to define your identity, not othersentrepreneur mindset, multiple income streams, real estate investor life, what do you do for a living, personal branding, multi-passionate entrepreneur, career identity, business mindset, female entrepreneur, mom entrepreneur, passive income, entrepreneurship journey#EntrepreneurMindset #MultipleIncomeStreams #RealEstateInvestor #PersonalBranding #WomenInBusiness #EntrepreneurLife #PassiveIncome #BusinessMindset #ScaredShitlessPodcast #MomEntrepreneur #CareerIdentity #BuildInPublicIf this resonated with you, drop a comment:How do YOU answer “What do you do?”And if you’re building something outside the box—make sure to subscribe. You’re not alone in this.

In this episode of Scared Shitless, I talk about something most entrepreneurs, real estate investors, and multi-passionate professionals quietly struggle with…👉 That simple question: “What do you do for a living?”On the surface, it sounds harmless. But in reality, it often feels like people are trying to:- Put you in a box- Size you up- Attach your worth to a title or incomeAnd when you wear multiple hats? It gets even more uncomfortable.In this episode, I open up about:- Why I used to feel hesitant (even shy) answering this question- The pressure to simplify yourself for other people’s understanding- The truth about having multiple income streams and identities- Why it’s time to normalize NOT fitting into one boxIf you’ve ever struggled to explain what you do—or felt like your path doesn’t fit the traditional mold—this one’s for you.⏱️ TIMESTAMPS00:00 Intro00:45 Why this question feels uncomfortable02:30 Wearing multiple hats as an entrepreneur05:10 The “putting you in a box” reality08:00 Income, identity & perception11:30 Learning to own your path14:00 Final thoughtsYou don’t need one title to be validMultiple income streams ≠ confusion — it’s strategyYou get to define your identity, not othersentrepreneur mindset, multiple income streams, real estate investor life, what do you do for a living, personal branding, multi-passionate entrepreneur, career identity, business mindset, female entrepreneur, mom entrepreneur, passive income, entrepreneurship journey#EntrepreneurMindset #MultipleIncomeStreams #RealEstateInvestor #PersonalBranding #WomenInBusiness #EntrepreneurLife #PassiveIncome #BusinessMindset #ScaredShitlessPodcast #MomEntrepreneur #CareerIdentity #BuildInPublicIf this resonated with you, drop a comment:How do YOU answer “What do you do?”And if you’re building something outside the box—make sure to subscribe. You’re not alone in this.

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Why Entrepreneurs Hate The Question "What Do You Do For A Living?" | EP 18

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This episode is 6 minutes long.

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This episode was published on April 18, 2026.

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In this episode of Scared Shitless, I talk about something most entrepreneurs, real estate investors, and multi-passionate professionals quietly struggle with…👉 That simple question: “What do you do for a living?”On the surface, it sounds harmless....

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