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Lessons from a Paperboy who built a $13M Company! | James Wahba - E54

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Manage episode 470785316 series 3554714
Content provided by Abhinav Sinha. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Abhinav Sinha or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

**From delivering newspapers in 4th grade to raising millions for real estate and co-founding a thriving co-working space—James Wahba’s journey is nothing short of inspiring.**🚀

In this episode of Funds & Founders, James shares:

✅ How his childhood paper route taught him business fundamentals 📈

✅ Raising $13M at 25 for real estate development 🏗️

✅ Building one of NYC’s most iconic co-working spaces 🚀

✅ Lessons from working alongside startups like Uber, Instacart, Stripe, Airbnb

✅ Why co-founder conflicts are one of the biggest startup killers 😨

If you’re an aspiring entrepreneur, real estate investor, or startup founder, you don’t want to miss this one!

Timestamps:

00:00 - Welcome to Funds & Founders!

00:20 - James Waba’s entrepreneurial journey begins

01:14 - Growing up in Connecticut and learning business from a paper route

02:18 - The business lessons from his first job 📜

03:14 - Learning about customer retention and revenue at a young age

05:10 - From paper route to film school & shooting concerts 🎥

06:35 - Starting one of the first online streaming sites (before YouTube!)

07:54 - Partnering with Microsoft & early struggles of internet startups 💻

09:12 - Raising funds & the early days of NYC tech

12:22 - Competing in the pre-YouTube era—how streaming was built back then

16:04 - Shutting down the startup and pivoting to real estate development

17:08 - Converting industrial property to high-value waterfront real estate

19:52 - Raising $13M for a real estate project at 25

22:11 - The 2008 market crash hits—what happened next?

25:46 - Lessons learned: How to survive market crashes

28:49 - Bootstrapping vs. raising VC: What should startups do?

31:07 - The reality of investor expectations & startup funding

32:55 - Pivoting from real estate to co-working spaces 🏢

35:49 - How James built one of NYC’s top co-working spaces

39:32 - Uber, Instacart, and Airbnb worked here—what was it like?

41:14 - Why taking equity over cash would have been the best move

44:08 - The rise and fall of the co-working space model

46:50 - How to build a real, engaged community (not just a Slack group)

49:21 - Challenges of managing a co-working space & scaling it

51:34 - What James is building in Austin & his new boutique hotel project

54:45 - Rapid fire Q&A: Advice for founders, resources, and more

58:07 - Best books for entrepreneurs 📚

1:00:39 - What’s missing in the Austin startup ecosystem?

1:01:34 - Final thoughts & where to connect with James

  continue reading

58 episodes

Artwork
iconShare
 
Manage episode 470785316 series 3554714
Content provided by Abhinav Sinha. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Abhinav Sinha or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

**From delivering newspapers in 4th grade to raising millions for real estate and co-founding a thriving co-working space—James Wahba’s journey is nothing short of inspiring.**🚀

In this episode of Funds & Founders, James shares:

✅ How his childhood paper route taught him business fundamentals 📈

✅ Raising $13M at 25 for real estate development 🏗️

✅ Building one of NYC’s most iconic co-working spaces 🚀

✅ Lessons from working alongside startups like Uber, Instacart, Stripe, Airbnb

✅ Why co-founder conflicts are one of the biggest startup killers 😨

If you’re an aspiring entrepreneur, real estate investor, or startup founder, you don’t want to miss this one!

Timestamps:

00:00 - Welcome to Funds & Founders!

00:20 - James Waba’s entrepreneurial journey begins

01:14 - Growing up in Connecticut and learning business from a paper route

02:18 - The business lessons from his first job 📜

03:14 - Learning about customer retention and revenue at a young age

05:10 - From paper route to film school & shooting concerts 🎥

06:35 - Starting one of the first online streaming sites (before YouTube!)

07:54 - Partnering with Microsoft & early struggles of internet startups 💻

09:12 - Raising funds & the early days of NYC tech

12:22 - Competing in the pre-YouTube era—how streaming was built back then

16:04 - Shutting down the startup and pivoting to real estate development

17:08 - Converting industrial property to high-value waterfront real estate

19:52 - Raising $13M for a real estate project at 25

22:11 - The 2008 market crash hits—what happened next?

25:46 - Lessons learned: How to survive market crashes

28:49 - Bootstrapping vs. raising VC: What should startups do?

31:07 - The reality of investor expectations & startup funding

32:55 - Pivoting from real estate to co-working spaces 🏢

35:49 - How James built one of NYC’s top co-working spaces

39:32 - Uber, Instacart, and Airbnb worked here—what was it like?

41:14 - Why taking equity over cash would have been the best move

44:08 - The rise and fall of the co-working space model

46:50 - How to build a real, engaged community (not just a Slack group)

49:21 - Challenges of managing a co-working space & scaling it

51:34 - What James is building in Austin & his new boutique hotel project

54:45 - Rapid fire Q&A: Advice for founders, resources, and more

58:07 - Best books for entrepreneurs 📚

1:00:39 - What’s missing in the Austin startup ecosystem?

1:01:34 - Final thoughts & where to connect with James

  continue reading

58 episodes

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