This Week in Startups
Jason Calacanis
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Scaling Childcare with Tech: Winnie.com’s Blueprint for Growing with Purpose & Profit | E2005
This Week in Startups is brought to you by… Brave Search API. Get started for free at https://www.brave.com/jason CLA. Get started now at https://www.claconnect.com Sprig**.** Visit https://sprig.com/twist to book a demo and get a $75 gift card. * 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 * Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com/ Check out the TWIST500: twist500.com Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp * 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 * Follow Sara: X: https://x.com/sm LinkedIn: https://www.linkedin.com/in/smausk/ * Follow Alex: X: https://x.com/alex LinkedIn: https://www.linkedin.com/in/alexwilhelm * 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 * Check out Jason’s suite of newsletters: https://substack.com/@calacanis * Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com * Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916
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