How To Start Over With A Second Business Idea, with the Founder of Care.com

In this episode Tara runs through 10 Questions for a Boss with Ohai.ai CEO Sheila Lirio Marcelo, who is also the founder of Care.com—the world’s largest care marketplace. Listen to hear Sheila talk about the transition from being the CEO of a private company to a public one, how she handled a serious hit to the reputation of her company, and finding the strength and energy to found a second company.

00:00 Intro

00: 53 Sheila’s morning rituals

02:22 What helped give Sheila confidence after Care.com went public

04:52 Office Hours segment, presented by Amazon Ads

06:02 How Sheila handled comments made about “the care economy” being for women

08:42 How Sheila handled a particularly dark moment for Care.com 

10:52 What Sheila thinks about competitors of Care.com

12:23 How Ohai.ai came about as an idea and then became a business

14:56 Sheila’s attitude towards building a second company

17:56 How Sheila handled her insecurity when building her businesses

This episode is presented by Amazon Ads: Amazon Ads help you show up for customers—right when they’re looking for you

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BOSSY, hosted by Tara Reed, brings you no-BS conversations about entrepreneurship, confidence, and leaning into your inner boss. Each episode, Tara puts on her boldest outfits and offers tactics and unapologetic advice – from the big names you love to the minds behind your favorite brands. New episodes drop on Thursdays – if you like the show, leave us a review and share with a friend!

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