Straight to the Money Podcast 💰

Staffing Up and Cashing In: The Grit of Matt Gies

50 min · 28. aug. 2025
episode Staffing Up and Cashing In: The Grit of Matt Gies cover

Description

Summary: In this episode of the Straight to the Money podcast, host Dylan Silver interviews Matt Gies, a San Antonio professional building a career in staffing while also stepping into real estate. Matt shares his journey from working as a bouncer, to his time at T-Mobile, to selling cars at Nissan — where he and Dylan first met — before becoming a newly licensed real estate agent focused on guiding first-time buyers. He highlights the importance of down payment assistance, the challenges of affordable homeownership, and what it takes to break into real estate while building a new career. Chapters: (00:00) Intro: Meet Matt from San Antonio (02:15) How We Met Selling Cars at Nissan (05:40) Life as a Bouncer & Lessons Learned (09:25) Transition Into Real Estate (12:10) Why Staffing Matters in Real Estate (16:35) Helping Families Buy Their First Home (20:05) Affordable Homeownership Explained (24:18) Challenges for First-Time Buyers Today (28:47) The San Antonio Market Outlook (33:22) Balancing Work, Life & Grit (37:10) Future Plans & What’s Next for Matt (40:55) Closing Thoughts & Takeaways

Comments

0

Be the first to comment

Sign up now and become a member of the Straight to the Money Podcast 💰 community!

Get Started

1 month for 9 kr.

Then 99 kr. / month · Cancel anytime.

  • Podcasts kun på Podimo
  • 20 lydbogstimer pr. måned
  • Gratis podcasts

All episodes

14 episodes

episode AirBnBing the Trap + Fear & Greed Cycles with DFW’s #1 Trap House Buyer — Ryan Jackson artwork

AirBnBing the Trap + Fear & Greed Cycles with DFW’s #1 Trap House Buyer — Ryan Jackson

Summary: In this episode of The Straight to the Money Podcast 💰, Dylan sits down with Ryan Jackson, DFW’s #1 trap house buyer, to talk about fear and greed cycles, surviving the 2025 real estate market, and why he’s pivoting from flips to cash-flow strategies like Airbnb. Ryan breaks down trap house math, DSCR loan timing, and the realities of running Airbnbs — from cleaning to cash-flow. A raw, tactical episode for investors navigating today’s housing market. Chapters: (00:00) Meet Ryan Jackson: DFW’s #1 Trap House Buyer (00:52) Dylan in the Dominican Republic: Cost of Living & Lifestyle (01:50) Market Snapshot: September 2025 & Rate Speculation (02:48) Fear vs. Greed: Why Ryan Isn’t Buying Heavy (04:29) Shrinking the Business & Becoming a Motivated Seller (05:16) Trap House Math: Breaking Down the Loma Vista Deal (07:10) Roaring ’20s Vibes, COVID Whiplash & Policy Mistakes (09:23) Stagflation, DSCR Loans & Refi Timing (15:45) Airbnb Hustle: Who Should (and Shouldn’t) Do It (28:22) The Power of “Name • Number • Need” Networking

6. sept. 202528 min
episode Staffing Up and Cashing In: The Grit of Matt Gies artwork

Staffing Up and Cashing In: The Grit of Matt Gies

Summary: In this episode of the Straight to the Money podcast, host Dylan Silver interviews Matt Gies, a San Antonio professional building a career in staffing while also stepping into real estate. Matt shares his journey from working as a bouncer, to his time at T-Mobile, to selling cars at Nissan — where he and Dylan first met — before becoming a newly licensed real estate agent focused on guiding first-time buyers. He highlights the importance of down payment assistance, the challenges of affordable homeownership, and what it takes to break into real estate while building a new career. Chapters: (00:00) Intro: Meet Matt from San Antonio (02:15) How We Met Selling Cars at Nissan (05:40) Life as a Bouncer & Lessons Learned (09:25) Transition Into Real Estate (12:10) Why Staffing Matters in Real Estate (16:35) Helping Families Buy Their First Home (20:05) Affordable Homeownership Explained (24:18) Challenges for First-Time Buyers Today (28:47) The San Antonio Market Outlook (33:22) Balancing Work, Life & Grit (37:10) Future Plans & What’s Next for Matt (40:55) Closing Thoughts & Takeaways

28. aug. 202550 min