Deal Junkies - A Real Estate Podcast

Episode 175: Mike vs. Dane Showdown

🎙️ Welcome to the Deal Junkies Podcast – the ultimate resource for real estate investors. Hosted by four experienced investors who’ve closed over $500 million in transactions, this podcast is packed with strategies and stories to help listeners build wealth and scale their portfolios.
Our main goal with this podcast is simple: turn you into a Deal Junkie, too.If you’re ready to invest alongside our team or want to learn how we build and scale deals, click here: https://stackassetgroup.com/contact
This episode was supposed to be about world events, the economy, and the deals we’re working on. Instead, it quickly turned into a showdown between Mike and Dane. Tension, friendly fire, bad takes, but somehow we still managed to squeeze in a few nuggets of actual investing wisdom.

Episode 174: More Deals = More Fun

🎙️ Welcome to the Deal Junkies Podcast – the ultimate resource for real estate investors. Hosted by four experienced investors who’ve closed over $500 million in transactions, this podcast is packed with strategies and stories to help listeners build wealth and scale their portfolios.
Our main goal with this podcast is simple: turn you into a Deal Junkie, too.If you’re ready to invest alongside our team or want to learn how we build and scale deals, click here: https://stackassetgroup.com/contact
In this episode, the Junkies dive into what they love most: deals. Big ones, weird ones, creative ones — and everything in between. We walk through the latest opportunities on our desk, how we’re structuring them, what’s working in today’s market, and why talking deals is still the most fun part of the business.
If you want insights straight from the trenches, with real numbers and real strategy, this episode delivers.

Episode 173: Back with Michael Hamilton — Breaking Down His Latest Deals

🎙️ Welcome to the Deal Junkies Podcast – the ultimate resource for real estate investors. Hosted by four experienced investors who’ve closed over $500 million in transactions, this podcast is packed with strategies and stories to help listeners build wealth and scale their portfolios.
Our main goal with this podcast is simple: turn you into a Deal Junkie, too.If you’re ready to invest alongside our team or want to learn how we build and scale deals, click here: https://stackassetgroup.com/contact
In this episode, we sit back down with Michael Hamilton to dig into what he’s been building since his last appearance. Portland’s development market has shifted, banks have changed, and his pipeline has exploded. We break down his newest projects, how he’s structuring debt in today’s climate, and why he’s moving faster than anyone else in the region.
If you want a real look at what it takes to develop in one of the tightest housing markets in the country, this episode is it.

Episode 172: Back with Our Good Friend, Michael Hamilton

🎙️ Welcome to the Deal Junkies Podcast – the ultimate resource for real estate investors. Hosted by four experienced investors who’ve closed over $500 million in transactions, this podcast is packed with strategies and stories to help listeners build wealth and scale their portfolios.
Our main goal with this podcast is simple: turn you into a Deal Junkie, too.If you’re ready to invest alongside our team or want to learn how we build and scale deals, click here: https://stackassetgroup.site/InvestorInformation
Michael Hamilton is back.
A close friend of the Junkies and the founder of Seneca Development, Michael joins us again to dive deeper into the power of collaboration, trust, and experience in building real estate portfolios.
We talk through deals, what it takes to structure successful projects, and why having the right people at the table changes everything. If you’ve ever wondered what the behind-the-scenes of high-level partnerships looks like, this episode is for you.
Let’s get into it.
Subscribe for more episodes and take your investing to the next level!

Episode 171: Internal Ops, External Wins

🎙️ Welcome to the Deal Junkies Podcast – the ultimate resource for real estate investors. Hosted by four experienced investors who’ve closed over $500 million in transactions, this podcast is packed with strategies and stories to help listeners build wealth and scale their portfolios.
Our main goal with this podcast is simple: turn you into a Deal Junkie, too.If you’re ready to invest alongside our team or want to learn how we build and scale deals, click here: https://stackassetgroup.site/InvestorInformation
In this episode, the Junkies catch up with Gabe fresh off his trip to Japan and reflect on what they learned from having Rob Beardsley on the show. From there, they dive deep into Stack Asset Group’s business plan, what’s working, what needs improvement, and how they’re overcoming bottlenecks while keeping the momentum alive. It’s an honest look at what it takes to run a high-performance real estate investment company without losing your edge.
Subscribe for more episodes and take your investing to the next level!

Episode 170: The Deal Junkie Buys His First Home

🎙️ Welcome to the Deal Junkies Podcast – the ultimate resource for real estate investors. Hosted by four experienced investors who’ve closed over $500 million in transactions, this podcast is packed with strategies and stories to help listeners build wealth and scale their portfolios.
In this episode, the Junkies get personal. Dane just bought his first home, a 1960s riverfront property that isn’t about maximizing returns or cranking out cash flow. It’s not a flip, it’s not a rental, and it’s not about the money.
It’s just… home.
This marks a major shift for the guys, who usually chase ROI over lifestyle. And the best part? Trevor’s moving in too. From funding the deal to planning the reno, they share what it’s like buying a place just to live in, a rare move for full-time investors.
Some might call it a milestone. Others might call it regression. Either way, it's a fresh take on investing, priorities, and building something that matters.
 
Subscribe for more episodes and take your investing to the next level!Invest with Stack: stackassetgroup.com/contact

Episode 169: Rob Beardsley and the Rise of Lone Star Capital

🎙️ Welcome to the Deal Junkies Podcast – the ultimate resource for real estate investors. Hosted by four experienced investors who have closed over $500 million in transactions, this podcast is packed with strategies and stories to help listeners build wealth and scale their portfolios.
The Junkies sit down with one of their favorite guests yet, Rob Beardsley, Founder and CEO of Lone Star Capital, a vertically integrated multifamily investment firm with more than 5,000 apartment homes under management.
Rob shares how he co-founded Lone Star at just 21 years old while studying at Carnegie Mellon University and has since led the acquisition, financing, and management of more than $800 million in apartment investments. Today, his firm has grown to a 200-person organization, managing everything from property management and construction to asset management and investor relations.
In this episode, Rob and the Junkies discuss:
How he built Lone Star Capital from the ground up
The fundamentals of disciplined underwriting and deal structure
Lessons from managing over 400 investor partnerships
What drives long-term success in multifamily investing
Rob also shares insight into his bestselling books, his approach to leadership, and what it takes to build a world-class real estate platform.
To start your own journey in passive real estate investing, connect with Stack Asset Group: stackassetgroup.com/contact

Episode 168: Scaling Means Hiring... and Firing

🎙️ Welcome to the Deal Junkies Podcast – the ultimate resource for real estate investors. Hosted by four experienced investors who’ve closed over $500 million in transactions, this podcast is packed with strategies and stories to help listeners build wealth and scale their portfolios.
In this episode, the Junkies get real about what it actually takes to build a solid team — and when to make the tough call to let someone go.
They break down:
How to know when it's time to hire
What to look for (and avoid) in a new team member
The hardest firings they've had to make and what they learned
A few quick-fire takes on the economic climate and how it's shaping business decisions
This one’s all about growing as a leader, staying sharp, and making calls that move your business forward.
Subscribe for more episodes and take your investing to the next level!
To discuss investment opportunities with Stack, visit:stackassetgroup.com/contact

Episode 167: Jaryn, the Junkies & Economics

🎙️ Welcome to the Deal Junkies Podcast – the ultimate resource for real estate investors. Hosted by four experienced investors who have closed over $500 million in transactions, this podcast is packed with strategies and stories to help listeners build wealth and scale their portfolios.
In this episode, the Junkies bring back their youngest regular guest and favorite listener – Jaryn Montgomery of Montgomery Asset Group.
While economics might not be his idea of fun, Jaryn shows up ready to talk market conditions, macro trends, inflation, interest rates, and how it all affects real estate investors like him. At just 23, Jaryn has already built a strong portfolio and continues to grow as an investor and developer, but he is also learning the importance of keeping an eye on the bigger picture.
Tune in for a laid-back but insightful conversation about how market cycles shape strategy, the difference between noise and signal in economic data, and how younger investors can prepare for whatever comes next.
Subscribe for more episodes and take your investing to the next level!
To buy your first deal with Trevor and the Vesta Team, visit:vesta.vestasolutions.net/investors-page
To discuss deals and investment opportunities, visit:stackassetgroup.com/contact
Join us for the monthly Salem Real Estate Meetup:facebook.com/share/g/23vybByjy6xhRVb9/
See upcoming events at Investor Lab:investorlab.com/events/
Need property management? Check out:smipropertyowners.com

Episode 166: The Young Gun Jaryn Montgomery

🎙️ Welcome to the Deal Junkies Podcast – the ultimate resource for real estate investors. Hosted by four experienced investors who’ve closed over $500 million in transactions, this podcast is packed with strategies and stories to help listeners build wealth and scale their portfolios.
The Junkies are joined by one of their favorite people — 23-year-old investor and developer Jaryn Montgomery of Montgomery Asset Group.
Jaryn may be young, but he’s already built a serious real estate portfolio and is quickly making a name for himself as a construction-savvy investor who knows how to get deals done. In this episode, the crew dives into Jaryn’s early success, what he’s learned from doing the hard work himself, and why he’s so driven to keep leveling up.
They also talk about Jaryn’s unique relationship with the Junkies, how he’s grown alongside the group, and why he’s basically the unofficial fifth host of the show — our #1 fan and one of the sharpest young investors around.
Subscribe for more episodes and take your investing to the next level!
To discuss investment opportunities with Stack, visit: stackassetgroup.com/contact
Join us for the monthly Salem Real Estate Meetup: facebook.com/share/g/23vybByjy6xhRVb9/
See upcoming events at Investor Lab: investorlab.com/events/
Need property management? Check out: smipropertyowners.com