Search a title or topic

Over 20 million podcasts, powered by 

Player FM logo
Artwork

Content provided by Best Ever CRE and Joe Fairless. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Best Ever CRE and Joe Fairless 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://player.fm/legal.
Player FM - Podcast App
Go offline with the Player FM app!

JF 4104: Raising Capital, Retaining Residents and Running Apartments the Right Way ft. Ed Mathews

50:46
 
Share
 

Manage episode 521758864 series 109682
Content provided by Best Ever CRE and Joe Fairless. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Best Ever CRE and Joe Fairless 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.

John Casmon interviews Ed Mathews, a former Silicon Valley tech executive who walked away from a high-flying software career to build a more family-centered, freedom-focused life through real estate. Ed shares how missing too many “18 summers” with his daughters pushed him to leave DocuSign and go all-in on multifamily after seven years of flipping houses and small-building rehabs on the side. He explains how he scaled his Connecticut portfolio by finding “rock star” contractors through trade-to-trade referrals, building tight systems, and using process—not heroics—to let average people perform exceptionally well. Ed details why he prefers long-term residents over constant value-add turnover, how he achieved 4.2-year average stays, and why responsiveness, respect, and presence on site drive both mission and NOI. The conversation closes with his shift away from property management toward asset management, his expansion into AI-powered operations, and the launch of both a debt fund and private equity fund to pursue larger 150-unit-plus acquisitions.

Ed Mathews
Current role: Founder & CEO, Clark Street Capital
Based in: Connecticut
Say hi to them at: Website: https://www.clarkst.com

Phone: (860)675-5800]

YouTube: https://www.youtube.com/@clarkstinvestorsacademy

Podcast: https://www.clarkst.com/podcast

LinkedIn: https://www.linkedin.com/company/clark-st-capital

Twitter: https://twitter.com/clarkstcapital1

Facebook: https://www.facebook.com/ClarkStCapital

Instagram: https://www.instagram.com/clarkstcapital Start earning passive income today at gsprei.com/bestever Alternative Fund IV is closing soon and SMK is giving Best Ever listeners exclusive access to their Founders’ Shares, typically offered only to early investors. Visit smkcap.com/bec to learn more and download the full fund summary.

Join us at Best Ever Conference 2026! Find more info at:

https://www.besteverconference.com/

Join the Best Ever Community

The Best Ever Community is live and growing - and we want serious commercial real estate investors like you inside. It’s free to join, but you must apply and meet the criteria.

Connect with top operators, LPs, GPs, and more, get real insights, and be part of a curated network built to help you grow.

Apply now at⁠ ⁠⁠www.bestevercommunity.com⁠

Podcast production done by⁠ ⁠Outlier Audio⁠

Learn more about your ad choices. Visit megaphone.fm/adchoices

  continue reading

4143 episodes

Artwork
iconShare
 
Manage episode 521758864 series 109682
Content provided by Best Ever CRE and Joe Fairless. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Best Ever CRE and Joe Fairless 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.

John Casmon interviews Ed Mathews, a former Silicon Valley tech executive who walked away from a high-flying software career to build a more family-centered, freedom-focused life through real estate. Ed shares how missing too many “18 summers” with his daughters pushed him to leave DocuSign and go all-in on multifamily after seven years of flipping houses and small-building rehabs on the side. He explains how he scaled his Connecticut portfolio by finding “rock star” contractors through trade-to-trade referrals, building tight systems, and using process—not heroics—to let average people perform exceptionally well. Ed details why he prefers long-term residents over constant value-add turnover, how he achieved 4.2-year average stays, and why responsiveness, respect, and presence on site drive both mission and NOI. The conversation closes with his shift away from property management toward asset management, his expansion into AI-powered operations, and the launch of both a debt fund and private equity fund to pursue larger 150-unit-plus acquisitions.

Ed Mathews
Current role: Founder & CEO, Clark Street Capital
Based in: Connecticut
Say hi to them at: Website: https://www.clarkst.com

Phone: (860)675-5800]

YouTube: https://www.youtube.com/@clarkstinvestorsacademy

Podcast: https://www.clarkst.com/podcast

LinkedIn: https://www.linkedin.com/company/clark-st-capital

Twitter: https://twitter.com/clarkstcapital1

Facebook: https://www.facebook.com/ClarkStCapital

Instagram: https://www.instagram.com/clarkstcapital Start earning passive income today at gsprei.com/bestever Alternative Fund IV is closing soon and SMK is giving Best Ever listeners exclusive access to their Founders’ Shares, typically offered only to early investors. Visit smkcap.com/bec to learn more and download the full fund summary.

Join us at Best Ever Conference 2026! Find more info at:

https://www.besteverconference.com/

Join the Best Ever Community

The Best Ever Community is live and growing - and we want serious commercial real estate investors like you inside. It’s free to join, but you must apply and meet the criteria.

Connect with top operators, LPs, GPs, and more, get real insights, and be part of a curated network built to help you grow.

Apply now at⁠ ⁠⁠www.bestevercommunity.com⁠

Podcast production done by⁠ ⁠Outlier Audio⁠

Learn more about your ad choices. Visit megaphone.fm/adchoices

  continue reading

4143 episodes

All episodes

×
 
Loading …

Welcome to Player FM!

Player FM is scanning the web for high-quality podcasts for you to enjoy right now. It's the best podcast app and works on Android, iPhone, and the web. Signup to sync subscriptions across devices.

 

Copyright 2025 | Privacy Policy | Terms of Service | | Copyright
Listen to this show while you explore
Play