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September 22, 2025 119 mins
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
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