This Week in Startups

Scaling Childcare with Tech: Winnie.com’s Blueprint for Growing with Purpose & Profit | E2005


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Timestamps:

(0:00) Sara Mauskopf, CEO of Winnie joins Alex

(1:45) Winnie's evolution, pivot, and focus on childcare services

(7:25) Building Winnie's database and reflections on company growth

(9:55) Brave Search API. Get started for free at ⁠https://www.brave.com/jason

(12:08) The value of transparency and growth metrics

(19:20) CLA. Get started now at ⁠https://www.claconnect.com/

(21:16) Market positioning, motivations, and goals in the childcare industry

(23:30) Addressing gender dynamics and startup funding
(27:34) Balancing investor expectations with business models

(29:43) Sprig. Visit https://sprig.com/twist ****to book a demo and get a $75 gift card.

(31:10) Profitability, operational efficiency, and managing costs

(37:01) Marketing strategies, brand growth, and the impact of Google’s model
(40:30) Adapting to changing childcare demands due to remote work
(44:08) Efforts to reduce childcare costs and home-based business challenges
(50:06) Balancing profitability with growth and venture capital experiences
(54:00) SaaS pricing challenges and the impact of AI
(58:22) Tech M&A, FTC regulations, and innovation policies

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Check out: Winnie: https://winnie.com/

Check out 2024 Inc. 5000 list: https://www.inc.com/inc5000/2024

Check out the BLS statistics: https://www.bls.gov/cps/telework.htm#data

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Follow Sara:

X: https://x.com/sm

LinkedIn: https://www.linkedin.com/in/smausk/

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Follow Alex:

X: https://x.com/alex

LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm

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Thank you to our partners:

(9:55) Brave Search API. Get started for free at ⁠https://www.brave.com/jason

(19:20) CLA. Get started now at ⁠https://www.claconnect.com/

(29:43) Sprig. Visit https://sprig.com/twist to book a demo and get a $75 gift card.

*

Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland

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Check out Jason’s suite of newsletters: https://substack.com/@calacanis

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Follow TWiST:

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Substack: https://twistartups.substack.com

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This Week in StartupsBy Jason Calacanis

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