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First Deal Podcast

First Deal Podcast

By: Keith Gillispie
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Your first deal is the hardest - until you know what actually works.

I'm Keith Gillispie, Marine veteran, real estate investor across 34 states, and coach to 400+ students with a 99.3% success rate. Each episode delivers the playbook I wish I had when I started: creative financing strategies, private capital raising, and systems that don't require perfect credit or massive cash reserves.

Plus, we bring in questions from our listeners and answer them live! So if you're stuck, you're getting real solutions, not generic advice.

2026 Keith Gillispie
Economics Personal Finance
Episodes
  • #27 - Building A Social Presence For Lead Gen, And Why Speed To Lead Matters
    Jun 4 2026

    Dayton and Keith break down three high-leverage topics for real estate investors: how to find the most motivated sellers using hyper-specific lists, why speed to lead is the single most important metric in your business, and how to choose the right deal structure for any situation. Keith also shares a behind-the-scenes look at the suite of tools he's building to help investors do more deals in less time.

    Takeaways

    • Real estate as a long-term wealth-building strategy
    • Importance of speed to lead in real estate investing
    • Leveraging social media for lead generation

    Chapters

    • 00:00 Introduction
    • 00:44 Real Estate Investing Strategies
    • 03:33 Leveraging Technology in Real Estate
    • 06:38 The Importance of Speed to Lead
    • 09:35 Transitioning from Outbound to Inbound Marketing
    • 12:53 Building a Social Media Presence for Lead Generation
    • 15:45 Understanding Deal Structures and Strategies
    • 35:05 Building Long-Term Success in Real Estate

    📜FREE Purchase & Sales Agreement: https://go.reiautomated.io/strongest-psa-lm

    📊FREE Deal Analyzer + Repair Estimator: https://go.reiautomated.io/deal-analyzer

    📃FREE Joint Venture Agreement: https://go.reiautomated.io/jv-agreement-flm

    🏠FREE Facebook Community: https://www.facebook.com/groups/realestateinvestingandwholesaling

    🧑🏻‍💻FREE COURSE (watch 5 min first): https://playbook.reiautomated.io/?source=Keith&campaign=OFC

    🌟CLIENT RESULTS: https://youtu.be/wtDCqarJceM?si=QsXJyAKV6eVL-Eeb

    WHAT WE OFFER: https://youtu.be/JbV0LqjdhJ8

    SOCIALS

    Instagram: https://www.instagram.com/keithg_rei/

    Facebook: https://www.facebook.com/Keith.Gillispie

    Show More Show Less
    35 mins
  • #25 - The Mandatory Clauses Essential To Investor Protection In Any Deal
    May 28 2026

    The conversation covers the key clauses that investors need for protection in almost any scenario and the innovative deal structuring strategies in the real estate industry. It delves into the importance of real estate as a long-term wealth-building strategy and explores the use of novations as a go-to deal structure in the current market environment.

    Takeaways

    • Real estate as a wealth-building strategy
    • Innovative deal structuring in real estate

    Chapters

    • 00:00 Introduction
    • 00:44 Keith Can't Choose A Color
    • 01:46 Unusual Lead Generation Strategies
    • 06:50 The Power of Curiosity in Marketing
    • 12:50 Emerging Deal Structures: Novations
    • 19:03 Key Clauses in Contracts for Investors
    • 29:27 The Skill of Real Estate Investing
    • 29:28 Building Long-Term Success in Real Estate


      📜FREE Purchase & Sales Agreement: https://go.reiautomated.io/strongest-psa-lm

      📊FREE Deal Analyzer + Repair Estimator: https://go.reiautomated.io/deal-analyzer

      📃FREE Joint Venture Agreement: https://go.reiautomated.io/jv-agreement-flm

      🏠FREE Facebook Community: https://www.facebook.com/groups/realestateinvestingandwholesaling

      🧑🏻‍💻FREE COURSE (watch 5 min first): https://playbook.reiautomated.io/?source=Keith&campaign=OFC

      🌟CLIENT RESULTS: https://youtu.be/wtDCqarJceM?si=QsXJyAKV6eVL-Eeb

      WHAT WE OFFER: https://youtu.be/JbV0LqjdhJ8

      SOCIALS

      Instagram: https://www.instagram.com/keithg_rei/

      Facebook: https://www.facebook.com/Keith.Gillispie

    Show More Show Less
    30 mins
  • #24 - The AI Takeover Of Real Estate Investing
    May 27 2026

    The conversation covers the impact of AI on real estate and marketing. It delves into the significance of real estate as a long-term wealth-building method and the ways in which AI is transforming the real estate industry and marketing practices.

    Takeaways

    • Real estate as a wealth-building strategy
    • The impact of AI on real estate and marketing

    Chapters

    • 00:00 Introduction
    • 00:44 The Impact of AI on Investment Strategies
    • 11:45 Creative Financing in Real Estate
    • 18:39 Improving Seller Communication
    • 20:16 Challenging Conventional Wisdom in Negotiation
    • 25:46 Building Long-Term Success in Real Estate


      📜FREE Purchase & Sales Agreement: https://go.reiautomated.io/strongest-psa-lm

      📊FREE Deal Analyzer + Repair Estimator: https://go.reiautomated.io/deal-analyzer

      📃FREE Joint Venture Agreement: https://go.reiautomated.io/jv-agreement-flm

      🏠FREE Facebook Community: https://www.facebook.com/groups/realestateinvestingandwholesaling

      🧑🏻‍💻FREE COURSE (watch 5 min first): https://playbook.reiautomated.io/?source=Keith&campaign=OFC

      🌟CLIENT RESULTS: https://youtu.be/wtDCqarJceM?si=QsXJyAKV6eVL-Eeb

      WHAT WE OFFER: https://youtu.be/JbV0LqjdhJ8

      SOCIALS

      Instagram: https://www.instagram.com/keithg_rei/

      Facebook: https://www.facebook.com/Keith.Gillispie

    Show More Show Less
    26 mins
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