From 9-5 Life to Running 3 Businesses (Even When She Wasn’t Ready) ft Tiana Whetnall episode artwork

EPISODE · Mar 28, 2026 · 57 MIN

From 9-5 Life to Running 3 Businesses (Even When She Wasn’t Ready) ft Tiana Whetnall

from Doing It Anyway · host Jess Hugo

In this guest episode of DOING IT ANYWAY, we dive into what it really looks like to go from corporate life to building multiple businesses; without having everything figured out.If you’re a girl in your 20s feeling stuck in your career, overwhelmed by where to start, or scared to take the risk… this is your permission slip to stop overthinking and start doing.We talk about the messy middle of starting a business, balancing a 9-5 while growing something on the side, and the reality of hitting a point where you need to choose between time and money.You’ll hear the honest timeline of building a marketing business from scratch, navigating career pivots, and why “just start” is still the most underrated advice.We also get into:- How to start a business while working full time- The real reason you feel stuck in your career- Balancing a side hustle without burning out- Imposter syndrome and backing yourself anyway- Knowing when to leave your job (and when not to)- Building multiple income streams in your 20s- Why everything feels “oversaturated” (and why it doesn’t matter)- The mindset shift that makes taking risks easierThis episode is for you if you’re ready to stop waiting until you feel “ready” and start building your dream life now.Because the girls who get there?They’re not the most confident.They’re just the ones who started.Connect with me:⁠Work with me⁠: Instagram: Connect with Tiana:Personal Brand: Content Studio:

In this guest episode of DOING IT ANYWAY, we dive into what it really looks like to go from corporate life to building multiple businesses; without having everything figured out.If you’re a girl in your 20s feeling stuck in your career, overwhelmed by where to start, or scared to take the risk… this is your permission slip to stop overthinking and start doing.We talk about the messy middle of starting a business, balancing a 9-5 while growing something on the side, and the reality of hitting a point where you need to choose between time and money.You’ll hear the honest timeline of building a marketing business from scratch, navigating career pivots, and why “just start” is still the most underrated advice.We also get into:- How to start a business while working full time- The real reason you feel stuck in your career- Balancing a side hustle without burning out- Imposter syndrome and backing yourself anyway- Knowing when to leave your job (and when not to)- Building multiple income streams in your 20s- Why everything feels “oversaturated” (and why it doesn’t matter)- The mindset shift that makes taking risks easierThis episode is for you if you’re ready to stop waiting until you feel “ready” and start building your dream life now.Because the girls who get there?They’re not the most confident.They’re just the ones who started.Connect with me:⁠Work with me⁠: Instagram: Connect with Tiana:Personal Brand: Content Studio:

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From 9-5 Life to Running 3 Businesses (Even When She Wasn’t Ready) ft Tiana Whetnall

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This episode was published on March 28, 2026.

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In this guest episode of DOING IT ANYWAY, we dive into what it really looks like to go from corporate life to building multiple businesses; without having everything figured out.If you’re a girl in your 20s feeling stuck in your career, overwhelmed...

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