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

About this episode

Sheila Lirio Marcelo discusses her journey from Care.com to founding Ohai.ai, sharing insights on entrepreneurship and overcoming challenges.

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. Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we can for you…

People in this episode

Host: Tara

Guest: Sheila Lirio Marcelo

Topics covered

• starting a second business
• entrepreneurship
• CEO transition
• reputation management
• care economy
• business confidence
• insecurity in business

Keywords

• second business
• CEO
• Care.com
• Ohai.ai
• entrepreneurship
• business challenges
• reputation
• care economy
• confidence
• insecurity

Sponsors

Amazon Ads

Mentioned in this episode

Organizations: Care.com, Ohai.ai

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