What if one of the country’s top real estate agents told you he doesn’t use a CRM?
That’s exactly what Jonathan Stein says.
In this episode of Real Estate Insiders Unfiltered, James Dwiggins sits down with Jonathan Stein of Douglas Elliman to unpack the philosophy that’s helped him build one of New York City’s top real estate businesses including recently representing a $27 million sale.
Jonathan’s story is anything but conventional. Before becoming a realtor, he worked in private equity, spent a year touring North America as a rock band’s tour manager, waited tables while building his business, and slowly earned the trust of clients through authentic relationships instead of automated follow-up systems.
Throughout the conversation, Jonathan explains why he still doesn’t rely on a CRM to maintain client relationships, how genuine curiosity creates stronger referrals than scripted follow-up campaigns, and why being remembered as “the nicest guy in the business” has been more valuable than any marketing strategy.
The conversation also explores:
- Why Jonathan doesn’t use a CRM
- Building relationships instead of chasing transactions
- The reality of breaking into New York luxury real estate
- Private listings in the luxury market
- Why happiness matters more than being right
If you’re looking for a reminder that relationships still outperform technology, this episode is packed with practical wisdom from someone who’s built an elite business by simply treating people well.
Connect with our guest, Jonathan Stein:
Unlock Conference by Zillow
The industry is evolving. The question is: will your business evolve with it? Join us at Zillow Unlock 2026 and be part of the conversation shaping what comes next.
Secure your ticket at www.unlockconference.com and use discount code REIU20 for 20% off your ticket.
Code can be used on all full priced passes leading up to the event and cannot be combined with any other discounts.
Lock in your spot now before the price goes up.
Subscribe on YouTube
Subscribe to Real Estate Insiders Unfiltered on YouTube!
Become a Sponsor
To learn more about becoming a sponsor of the show send us an email: jessica@inman.com
Our Merch
You asked for it. We delivered. Check out our new merch!
Connect With Us
Follow Real Estate Insiders Unfiltered Podcast on Instagram – YouTube – Facebook – TikTok.
This podcast is produced by Two Brothers Creative.
