The Power Of Partnership & fintech investing episode artwork

EPISODE · May 4, 2026 · 46 MIN

The Power Of Partnership & fintech investing

from Jake & Gino: Real Estate Investing & Multifamily · host Jake & Gino

Matt Ober, Managing Partner at Social Leverage, joins Jake & Gino to discuss venture capital, fintech investing, data-driven investing strategies, AI, entrepreneurship, and the future of finance. Previously Chief Data Scientist at Third Point and Head of Data Strategy at WorldQuant, Matt shares valuable insights into startup investing, identifying market opportunities, and how technology is transforming the financial world. In this episode: Venture capital & fintech trends Data science in investing Startup growth strategies AI in finance Entrepreneurship & scaling businesses Long-term investing insights Looking to grow your real estate investing business with proven systems and education?  Visit Wheelbarrowprofits.com and start building long-term wealth today. timestamps 0:05 - Introduction by Jake Stenziano 0:13 - Gino responds to Jake 0:18 - Jake's comment on gratitude 0:21 - Gino talks about yesterday's conversation 0:49 - Gino acknowledges Jake's support 1:07 - Discussion about the weather 1:23 - Introduction of guest Matt Ober 1:52 - Matt Ober's introduction 2:01 - Matt shares his career journey 2:30 - Matt talks about his hedge fund experience 2:58 - Discussion on venture firm building 3:28 - Matt talks about his partners 3:37 - Matt discusses the hedge fund space 4:05 - Jake comments on the hedge fund space 4:31 - Matt talks about his current company 5:11 - Discussion on investment thesis 5:30 - Matt explains investment focus 6:29 - Matt talks about investing in people 7:06 - Discussion on adversity and entrepreneurship 7:39 - Jake asks about investing in trust funds 8:28 - Matt discusses work atmosphere 9:05 - Discussion on investment backgrounds 9:35 - Matt talks about global team experience 10:24 - Discussion on competition and relationships 11:00 - Discussion on wealth management 12:16 - Discussion on gambling and prediction markets 13:28 - Discussion on prediction markets as media 14:05 - Discussion on tax loss harvesting 15:17 - Discussion on investment strategies 16:02 - Discussion on borrowing against stock portfolios 17:10 - Discussion on interest rates and loans 18:04 - Discussion on democratizing financial tools 19:24 - Discussion on data and AI 20:55 - Discussion on company adaptation to AI 22:06 - Discussion on layoffs and efficiency 23:26 - Discussion on AI and job skills 24:09 - Discussion on investment lifecycle 25:13 - Discussion on venture scale 26:24 - Discussion on raising capital 27:45 - Discussion on investment success rates 29:10 - Discussion on investment distribution 30:18 - Discussion on timing and product success 31:14 - Discussion on founding teams 32:09 - Discussion on founder challenges 33:25 - Discussion on business similarities 34:25 - Discussion on AI and creativity 35:24 - Discussion on creativity and skills 36:27 - Discussion on AI usage 37:49 - Discussion on sales and networking 38:26 - Discussion on commercial real estate 39:16 - Discussion on loan processes 40:38 - Discussion on real estate debt space 41:06 - Discussion on mortgage processes 42:32 - Discussion on financial planning 43:00 - Discussion on 401k transfers 43:59 - Matt's bold prediction 44:42 - Closing remarks We're here to help create real estate entrepreneurs...  About Jake & Gino: Jake & Gino are multifamily investors, operators, and owners who have created a vertically integrated real estate company. They control over $350M in assets under management. Connect with Jake & Gino here --> https://jakeandgino.com. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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Matt Ober, Managing Partner at Social Leverage, joins Jake & Gino to discuss venture capital, fintech investing, data-driven investing strategies, AI, entrepreneurship, and the future of finance.

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The Power Of Partnership & fintech investing

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This episode was published on May 4, 2026.

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