September 09, 2024

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

1 hour 3 minutes

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

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Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

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By Jason Calacanis

4.2

12441,244 ratings

September 09, 2024

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

1 hour 3 minutes

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