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The Iced Coffee Hour

Housing Expert: Do Not Buy A Home Until You’ve Watched This! | Jason Oppenheim

The Iced Coffee Hour

Graham Stephan/Jack Selby

Business, Entrepreneurship

4.4790 Ratings

🗓️ 22 September 2025

⏱️ 118 minutes

🧾️ Download transcript

Summary

NetSuite: Download the CFO’s Guide to AI for FREE at https://netsuite.com/iced Gemini: Sign up for the Gemini Credit Card: https://Gemini.com/iced ZipRecruiter: Try ZipRecruiter for FREE at https://ziprecruiter.com/ICH ZocDoc: Go to https://www.zocdoc.com/ICED and download the Zocdoc App for FREE Follow Jason Oppenheim: On Instagram - https://www.instagram.com/jasonoppenheim/ Website - https://ogroup.com/ Special thanks to White Glove Estates Check them out here: https://whitegloveestates.com/ Add us on Instagram: https://www.instagram.com/jlsselby https://www.instagram.com/gpstephan Apply for The Index Membership: https://entertheindex.com/ Official Clips Channel: https://www.youtube.com/channel/UCeBQ24VfikOriqSdKtomh0w For sponsorships or business inquiries reach out to: tmatsradio@gmail.com For Podcast Inquiries, please DM @icedcoffeehour on Instagram! *Some of the links and other products that appear on this video are from companies which Graham Stephan will earn an affiliate commission or referral bonus. Graham Stephan is part of an affiliate network and receives compensation for sending traffic to partner sites. The content in this video is accurate as of the posting date. Some of the offers mentioned may no longer be available. #GeminiCreditCard #CryptoRewards This video is sponsored by Gemini. All opinions expressed by the content creator are their own and not influenced or endorsed by Gemini. Timestamps: 00:00:00 – Intro 00:01:08 – Real estate bubble debate 00:03:01 – LA policies & the mansion tax 00:07:17 – Jason’s background 00:08:19 – Why Jason won’t buy in LA 00:09:49 – Is LA still worth living in? 00:11:12 – Crime, policing & taxes 00:14:00 – ADU & bureaucracy nightmares 00:17:31 – Overregulation & lawsuits 00:20:10 – Low-income units & rent control 00:24:38 – Can California recover? 00:26:33 – Buy vs. rent in 2025 00:28:38 – Jason’s 2025 strategy 00:30:29 – Biggest investment wins 00:35:35 – AI, deflation & rates 00:37:13 – Best ways to invest in real estate 00:40:15 – Housing myths & affordability 00:44:40 – Strategy vs. timing 00:47:00 – Multifamily opportunities 00:48:25 – Tenant lawsuits & eviction laws 00:55:01 – Lawsuits as extortion 00:59:22 – Best opportunities now 01:03:20 – Spending philosophy & happiness 01:08:51 – Optimal wealth & private jets 01:11:42 – Biggest money lessons 01:15:11 – Using money to de-stress 01:20:17 – Selling Sunset impact 01:22:06 – Therapy & stress management 01:27:42 – Redefining success & happiness 01:30:27 – Are billionaires different? 01:39:02 – Wealth: right place, right time 01:40:00 – Being a better boss 01:42:55 – Why people stay 9-5 01:43:37 – Creative financing (Sub-to) 01:54:00 – Closing thoughts Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

I'm no tech genius, but I knew if I wanted my business to crush it, I needed a website now.

0:05.8

Thankfully, Bluehost made it easy.

0:07.7

I customized, optimized, and monetized everything exactly how I wanted with AI.

0:12.4

In minutes, my site was up.

0:14.0

I couldn't believe it.

0:15.2

The search engine tools even helped me get more site visitors.

0:18.3

Whatever your passion project is, you can set it up with Bluehost. With their 30-day money-back guarantee, what do you got to lose? Head to bluehost.com. That's B-L-U-E-H-O-S-T dot com to start now. So my family's been in real estate for five generations. I started the Oppenhan Group real estate brokerage, done about $4 to $5 billion in transaction volume.

0:39.1

So I feel like my experience helps me to see what comes next.

0:43.0

People are arguing now that we're in a real estate bubble.

0:45.6

We've had arguably the worst three years ever in real estate.

0:49.1

Interest rates keep climbing.

0:50.7

Volume is at a historic low.

0:52.1

When I say historic low, I mean, 50, 60 years.

0:55.4

Do you think buying a home is worth it at today's prices?

0:58.3

All these areas that blew up, Miami, Austin, Las Vegas, Nashville, I wouldn't get near those places.

1:05.6

Do you think California is doomed?

1:07.1

When any one party gets too much control, they veer off track.

1:27.9

California is veered off track because it's been dominated too long by people that don't have any pushback and there's really no debate. We spent $24 billion over the last eight years and the problem's gotten about 40 to 50% worse. So what's your investing philosophy for 2025 and 2026?

1:28.9

What are you doing with your money?

1:30.1

People overanalyze.

1:32.1

It's pretty common sense right now.

1:39.1

In terms of the real estate market,

...

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