The Owner Meeting

How Jaclyn and Jason McClure Cracked the Midterm Rental Code — $7,000/mo MidTerm Rental Insurance Plays

Christian interviews Jaclyn and Jason McClure of Vetted Homes about their midterm rental strategy that sits between short-term and long-term rentals and often earns multiple times market rent through insurance placements.
They share their origin story, a $7,000/month insurance placement that transformed their business, practical tips on markets, arbitrage versus buying, ALE coverage, insurance protections, common pitfalls they learned from, and how to get started with VettedHomes.com.

Is this 22 Year Old the Next Sam Zell? — Caleb Hommel on his first 200 rental units

In this episode Christian Osgood interviews Caleb Hommel, who started in multifamily investing as a teen and scaled to nearly 200 rental units by age 22. Caleb shares how he funded his first deals with no capital, navigated joint ventures, syndications, assignment vs acquisition fees, and built a property management and marketing business.
They discuss Caleb’s recent $5M Fannie Mae loan on a 76‑unit deal, the strategy to buy and convert LIHTC properties, and his current capital raise for a 225‑unit package in Abilene. Tune in for practical insights on scaling, raising equity, and structuring deals.
In this episode of the Owner Meeting Podcast, host Christian Osgood interviews Caleb Hommel, a young real estate investor who has achieved remarkable success in a short time. Caleb shares his journey from starting with no money and credit to acquiring nearly 200 rental units by the age of 22. He discusses the challenges he faced, including securing financing, building liquidity, and managing joint ventures. The conversation also delves into Caleb's recent acquisition of a $5 million loan from Fannie Mae and his plans for future projects, including the Anson Park development. Throughout the episode, Caleb emphasizes the importance of networking, confidence, and the potential for doing good while making a profit in real estate.
Takeaways
Caleb started his real estate journey at 18 with no money.He used a credit card to fund his first deal's earnest money.Building liquidity is crucial for real estate success.Caleb secured a $5 million loan from Fannie Mae at 22.He is expanding his portfolio with the Anson Park project.Networking and talking about your work can lead to opportunities.Bigger properties can be easier to manage than smaller ones.Caleb emphasizes the importance of confidence in scaling.He plans to take low-income housing to market rate.Doing good and making money in real estate is possible.
 

How a 24-Year-Old Built 200+ Units by Systematizing Everything

On this episode Christian interviews Josh Janus, a 24-year-old real estate operator who scaled to 200+ units by obsessively documenting tasks, delegating to VAs, and building repeatable SOPs. Josh shares concrete systems—email filters, text rules, task buckets, contractor selection criteria—and how decision speed and relationships drove deal flow.They discuss value-add small-multifamily strategies (BRRRR), contractor management, costly early mistakes, and goal-setting tactics to keep improving pace and scale. Practical, high-level advice for operators who want to optimize time, build teams, and grow aggressively.

From Golf Lessons to High-Stakes Deals: Erich Bubbel's Seattle Multifamily Playbook

Host Christian sits down with Seattle broker and investor Erich Bubbel to trace his journey from golf instructor to a top-producing commercial broker and multifamily investor.
They discuss making cold calls, owner-occupying and house-hacking, creative and seller financing, underwriting for realistic cash flow, when to self-manage vs hire professionals, and how investors can build relationships with elite brokers. Erich
also shares wild transaction stories and practical advice for buyers ready to transact in Washington.
Contact Erich at erich@investmentsalesgrp.com 

From Cardone to Cashflow: Gabe Bowling’s Tactical Deal-Structuring Playbook

Host Christian Osgood sits down with Gabe Bowling to unpack practical deal-structuring tactics, syndication realities, and creative financing strategies that generate real cash flow.
Gabe shares his journey from working with Grant Cardone to building a hands-on portfolio and a deal-room community, emphasizing skill stacking, listening, starting small, and aligning incentives for long-term success.
 
He is one of the Country's Fastest growing Syndicators and his group (the Deal Room) is one of the most active real estate communities on the internet. 

How Shane Turned ADUs into $300K+ Plays: Free Land & Condo Tricks

In this episode Shane Sanders explains a niche West Coast strategy: buy single‑family homes or duplexes on large corner or alley lots, build two detached ADUs, then use condo conversions (or state code workarounds) to sell or finance units separately. He breaks down costs, loan mechanics, and how his construction background lets him cut build costs and create large margins.Shane also shares lessons on tenant screening, team building, cashflow vs. scaling decisions, and practical advice for investors who want to implement ADUs in their markets.

From House Hacking to Major Investments: Matthew Wang's Rapid Real Estate Journey

In this engaging episode of the Owner Meeting Podcast, the host welcomes Matthew Wang, a successful programmer and real estate investor, as they dive into Matt's transformative journey from starting with single-family homes to scaling up to multifamily properties.
Recorded in person in Texas, Matt shares fascinating insights about his early days of house hacking in Berrien, Washington, and how it led him to a profound shift towards multifamily investments. With experiences ranging from managing roommates, tackling tenant challenges in shared living spaces, to efficiently supervising properties across various states, Matt unfolds his fast-paced real estate adventure.
Listeners will learn from his strategic moves, including the decision to invest remotely, the significance of secondary markets like Olympia, Washington, and how joining the Multifamily Strategy mentorship helped catapult his investment career. He also details his partnership ventures, including a significant deal in Texas, offering a clear view of how to scale effectively while managing potential hurdles.
This episode is a must-listen for anyone considering a leap into real estate investing, showcasing how passion, strategy, and guidance can lead to impressive growth and opportunities in real estate portfolios.

From Hockey to Home Services: Adam's Journey to Entrepreneurial Success

Welcome to another engaging episode of the Owner Meeting Podcast. In this episode, host Christian welcomes Adam Chapman, an entrepreneurial expert in the home services sector. Join us as Adam shares his inspiring journey from playing professional hockey to leading a successful business in home services.Adam, the founder of Pad Pal, a thriving company that offers a wide range of home services, discusses how he transitioned from sports to entrepreneurship. He reveals the secrets behind his company's success, including the importance of simple, scalable businesses like window cleaning, gutter cleaning, and Christmas lights installation.Throughout the conversation, Adam emphasizes the value of building a reliable team and the power of strategic marketing. He also shares valuable lessons from his experiences, including the costly mistake of giving away company equity and the art of scaling a service business to new heights.In addition, explore Adam's passion for teaching others through Home Service U, where he guides aspiring entrepreneurs to replicate his success. This episode is packed with actionable insights and inspiration for anyone looking to break into the home services industry.Tune in for a blend of motivational stories and practical advice that can help you transform a simple business idea into a profitable venture.

Navigating the Real Estate Storm: Insider Tactics for Success

Welcome back to Multifamily Strategy and the Owner Meeting Podcast with Christian and special guest Sam Prim. In this episode, they explore the dynamic changes in the real estate market over the past year, emphasizing the resilience needed to navigate the slowdowns in multifamily investments and the burst of the flipping and wholesaling business. Sam shares insights into his diversified portfolio, explaining how the single-family rental segment remains consistent due to effective systems and tenant retention strategies.
Delving deeper, the conversation uncovers Sam's business model, which integrates wholesaling, flipping, and multifamily investments, allowing for unique adaptability in volatile markets. Discover the journey of acquiring 42 single-family homes in a single transaction and the creative funding solutions implemented to ensure profitability. The episode also sheds light on pivotal decisions, both successful and costly, offering listeners valuable lessons in risk assessment and the pitfalls of expanding beyond one's core expertise.
Join us to gain practical advice from seasoned real estate investors, learn about the importance of finding deals and securing funding, and explore innovative tactics to thrive in the ever-evolving real estate landscape. Whether you're a newcomer or a seasoned investor, this episode provides essential strategies for sustainable growth.

Unveiling Real Estate Success with Jacob Davenport

Welcome to the Owner Meeting Podcast, hosted by Chris, where he is joined by Jacob Davenport, an energetic and insightful real estate investor. In this episode, they delve into topics such as the significance of problem-solving in real estate, the importance of community, and the mindset needed to succeed in business.
Jacob shares his journey from facing personal challenges, including a period of incarceration, to becoming a successful real estate investor in Northern California. He discusses the power of patience, networking, and investing in others to achieve his goals. The episode also explores the importance of setting clear visions, building the right team, and overcoming obstacles with confidence.
Whether you're a seasoned investor or just starting out, Jacob’s story and insights provide valuable lessons on building a thriving real estate business without being overwhelmed by the pursuit of money alone. Tune in to learn how to leverage community, confidence, and a clear vision for long-term success.