First of the Family | Top Money, Real Estate and Investing Podcast for Generational Wealth Builders

Hosted by The Kitti Sisters

Episodes

Language

About the show

Welcome to the First of the Family Podcast where we talk about passive income, investing, real estate, apartment syndication, financial independence, and financial freedom. Learn more at: thekittisisters.com

Listen to episodes

60 recent

39 min

How I'd Underwrite a $19M Apartment Deal Using AI (Live Demo)

How do you use AI to underwrite an apartment deal? In this live demo, we use AIREI to review a 144-unit property, analyze financials, stress-test assumptions, and explain why attractive projected returns weren’t enough to justify buying. 🤓🤓 … W e partner with entrepreneurs & founders who have a passion for real estate and have $100K to $5M to invest, all aiming to turn their profits into a lasting legacy. To find out more, apply here. 👇 https://www.a1000xbetterinvestments.com We buy everything from multifamily apartments to building ground-up developments like townhomes (worth $65 million or more each) in the Sunbelt Markets (Arizona, Texas, Georgia). For everyone else, we simply create this content with the hope of helping you understand how multifamily can increase your wealth, so you can partner with us! 💃💋 FREE MASTERCLASS: REAL ESTATE INVESTING X AI INVEST WITH US GET OUR FREE WEEKLY NEWSLETTER FIRST OF THE FAMILY SHOW NOTES

13 min

Multi-Family Office Expert: Your Team Is Using AI the Wrong Way

How can family offices use AI without putting sensitive information at risk? Learn the five things your team should never share with AI, how to protect investor and family privacy, and how to build AI workflows that increase speed and investment capacity without unnecessarily exposing confidential financial data. 🤍 … W e partner with entrepreneurs & founders who have a passion for real estate and have $100K to $5M to invest, all aiming to turn their profits into a lasting legacy. To find out more, apply here. 👇 https://www.a1000xbetterinvestments.com We buy everything from multifamily apartments to building ground-up developments like townhomes (worth $65 million or more each) in the Sunbelt Markets (Arizona, Texas, Georgia). For everyone else, we simply create this content with the hope of helping you understand how multifamily can increase your wealth, so you can partner with us! 💃💋 FREE MASTERCLASS: REAL ESTATE INVESTING X AI INVEST WITH US GET OUR FREE WEEKLY NEWSLETTER FIRST OF THE FAMILY SHOW NOTES

13 min

Jev Changes Everything for Real Estate Investors—Except This

JEV could change how real estate investors use AI by making research and analysis more verifiable—but does it actually eliminate AI hallucinations? Here’s what JEV solves, what it doesn’t, and the critical piece investors still need. ✨ … W e partner with entrepreneurs & founders who have a passion for real estate and have $100K to $5M to invest, all aiming to turn their profits into a lasting legacy. To find out more, apply here. 👇 https://www.a1000xbetterinvestments.com We buy everything from multifamily apartments to building ground-up developments like townhomes (worth $65 million or more each) in the Sunbelt Markets (Arizona, Texas, Georgia). For everyone else, we simply create this content with the hope of helping you understand how multifamily can increase your wealth, so you can partner with us! 💃💋 FREE MASTERCLASS: REAL ESTATE INVESTING X AI INVEST WITH US GET OUR FREE WEEKLY NEWSLETTER FIRST OF THE FAMILY SHOW NOTES

11 min

Is ChatGPT Making Investors Lose Money?

▶️ Can ChatGPT make real estate investors lose money? Learn how AI hallucinations can quietly introduce false assumptions into real estate underwriting, why better prompts alone won’t solve the problem, and how closed-loop judgment uses deterministic math, defined investment rules, and human verification to help investors use AI without outsourcing critical investment decisions. … W e partner with entrepreneurs & founders who have a passion for real estate and have $100K to $5M to invest, all aiming to turn their profits into a lasting legacy. To find out more, apply here. 👇 https://www.a1000xbetterinvestments.com We buy everything from multifamily apartments to building ground-up developments like townhomes (worth $65 million or more each) in the Sunbelt Markets (Arizona, Texas, Georgia). For everyone else, we simply create this content with the hope of helping you understand how multifamily can increase your wealth, so you can partner with us! 💃💋 FREE MASTERCLASS: REAL ESTATE INVESTING X AI INVEST WITH US GET OUR FREE WEEKLY NEWSLETTER FIRST OF THE FAMILY SHOW NOTES

16 min

How AI Can Make You a Worse Real Estate Investor

Can AI make you a worse real estate investor? 👀 Learn how we use AI to analyze real estate deals, challenge assumptions, verify financial data, and improve investment decisions without outsourcing judgment. Discover why the biggest advantage of AI in real estate isn’t speed—it’s using technology to multiply strong investment judgment. … W e partner with entrepreneurs & founders who have a passion for real estate and have $100K to $5M to invest, all aiming to turn their profits into a lasting legacy. To find out more, apply here. 👇 https://apply.investwithkittisisters.com We buy everything from multifamily apartments to building ground-up developments like townhomes (worth $65 million or more each) in the Sunbelt Markets (Arizona, Texas, Georgia). For everyone else, we simply create this content with the hope of helping you understand how multifamily can increase your wealth, so you can partner with us! 💃💋 FREE MASTERCLASS: REAL ESTATE INVESTING X AI INVEST WITH US GET OUR FREE WEEKLY NEWSLETTER FIRST OF THE FAMILY SHOW NOTES

16 min

How to Find the Best Real Estate Markets With Claude (and Avoid the Overhyped Ones)

How do you find the best real estate markets to invest in using AI? Learn how we use Claude to analyze real estate markets across seven key factors, compare Raleigh, Charlotte, and Greensboro, uncover overhyped markets, and identify opportunities that traditional market research can miss. ✨ … W e partner with entrepreneurs & founders who have a passion for real estate and have $100K to $5M to invest, all aiming to turn their profits into a lasting legacy. To find out more, apply here. 👇 https://www.a1000xbetterinvestments.com We buy everything from multifamily apartments to building ground-up developments like townhomes (worth $65 million or more each) in the Sunbelt Markets (Arizona, Texas, Georgia). For everyone else, we simply create this content with the hope of helping you understand how multifamily can increase your wealth, so you can partner with us! 💃💋 FREE MASTERCLASS: REAL ESTATE INVESTING X AI INVEST WITH US GET OUR FREE WEEKLY NEWSLETTER FIRST OF THE FAMILY SHOW NOTES

29 min

AI Is Making Bad Investors Worse

EP386 - AI Is Making Bad Investors Worse Published Date: September 1, 2026 Can AI tell you what’s wrong with a real estate deal before you invest? ▶️ Learn how we use AI to analyze multifamily deals, challenge assumptions, cross-reference T-12s and rent rolls, research markets, and uncover potential red flags—plus the biggest AI mistakes real estate investors should avoid before putting their capital at risk. … W e partner with entrepreneurs & founders who have a passion for real estate and have $100K to $5M to invest, all aiming to turn their profits into a lasting legacy. To find out more, apply here. 👇 https://www.a1000xbetterinvestments.com We buy everything from multifamily apartments to building ground-up developments like townhomes (worth $65 million or more each) in the Sunbelt Markets (Arizona, Texas, Georgia). For everyone else, we simply create this content with the hope of helping you understand how multifamily can increase your wealth, so you can partner with us! 💃💋 FREE MASTERCLASS: REAL ESTATE INVESTING X AI INVEST WITH US GET OUR FREE WEEKLY NEWSLETTER FIRST OF THE FAMILY SHOW NOTES

9 min

Rating the Best Ways to Own Real Estate in 2026 (From a $500M Investor)

What are the best real estate investments right now? 👀 After building a portfolio approaching $500 million, we rank seven ways to invest in real estate, including multifamily, self-storage, retail, industrial, short-term rentals, syndications, and house flipping. Discover which real estate investments rank highest, which we’d avoid, and the risks and opportunities to consider before investing. … W e partner with entrepreneurs & founders who have a passion for real estate and have $100K to $5M to invest, all aiming to turn their profits into a lasting legacy. To find out more, apply here. 👇 https://www.a1000xbetterinvestments.com We buy everything from multifamily apartments to building ground-up developments like townhomes (worth $65 million or more each) in the Sunbelt Markets (Arizona, Texas, Georgia). For everyone else, we simply create this content with the hope of helping you understand how multifamily can increase your wealth, so you can partner with us! 💃💋 FREE MASTERCLASS: REAL ESTATE INVESTING X AI INVEST WITH US GET OUR FREE WEEKLY NEWSLETTER FIRST OF THE FAMILY SHOW NOTES

20 min

Former Facebook Exec: AI Is the Ultimate Economic Leveler

Former Facebook executive Chamath Palihapitiya calls AI the ultimate economic leveler. We explore how AI is removing barriers to wealth creation, giving individuals access to capabilities once reserved for large companies and institutions—and why expertise, creativity, and judgment may matter more than ever. 💃 … W e partner with entrepreneurs & founders who have a passion for real estate and have $100K to $5M to invest, all aiming to turn their profits into a lasting legacy. To find out more, apply here. 👇 https://www.a1000xbetterinvestments.com We buy everything from multifamily apartments to building ground-up developments like townhomes (worth $65 million or more each) in the Sunbelt Markets (Arizona, Texas, Georgia). For everyone else, we simply create this content with the hope of helping you understand how multifamily can increase your wealth, so you can partner with us! 💃💋 FREE MASTERCLASS: REAL ESTATE INVESTING X AI INVEST WITH US GET OUR FREE WEEKLY NEWSLETTER FIRST OF THE FAMILY SHOW NOTES

9 min

I Built an AI Investment Team (Here's Every System)

Discover how real estate investors 🏢 can build an AI investment team to find deals, analyze rent rolls, underwrite opportunities, challenge investment decisions, monitor assets, and manage investor reporting—without building a traditional institutional team. … W e partner with entrepreneurs & founders who have a passion for real estate and have $100K to $5M to invest, all aiming to turn their profits into a lasting legacy. To find out more, apply here. 👇 https://www.a1000xbetterinvestments.com We buy everything from multifamily apartments to building ground-up developments like townhomes (worth $65 million or more each) in the Sunbelt Markets (Arizona, Texas, Georgia). For everyone else, we simply create this content with the hope of helping you understand how multifamily can increase your wealth, so you can partner with us! 💃💋 TAKE THE “WHERE WEALTH BREAKS?” ASSESSMENT INVEST WITH US GET OUR FREE WEEKLY NEWSLETTER FIRST OF THE FAMILY SHOW NOTES