First, Worst, Best, & Next
Podcast Description
First, Worst, Best, and Next Podcast is the ultimate real estate investing podcast where top investors share their most eye-opening deals—their first investment, their worst failure, their biggest success, and what’s next on their horizon. Hosted by industry experts, this show uncovers hard-earned lessons from seasoned professionals, giving listeners a front-row seat to the strategies, missteps, and triumphs that shaped their careers.
Whether you’re an experienced investor or just starting out, you’ll gain invaluable insights into multifamily and apartment investing, along with other asset classes. Learn what works, what doesn’t, and how to scale your portfolio by avoiding costly mistakes and capitalizing on proven strategies. If you’re looking to grow in the real estate investing space, First, Worst, Best, and Next Podcast is your go-to resource for expert wisdom and real-world experience.
Podcast Insights
Content Themes
The podcast focuses on key topics within real estate investing, particularly multifamily and apartment investments, with episodes that delve into asset management strategies, investment pitfalls, and scaling techniques. For example, an episode featuring Jason Yarusi explores how he transitioned from house flipping to managing multifamily properties, emphasizing strategic planning, refinancing methods, and the importance of effective communication in partnerships.
First, Worst, Best, and Next Podcast is the ultimate real estate investing podcast where top investors share their most eye-opening deals—their first investment, their worst failure, their biggest success, and what’s next on their horizon. Hosted by industry experts, this show uncovers hard-earned lessons from seasoned professionals, giving listeners a front-row seat to the strategies, missteps, and triumphs that shaped their careers.
Whether you’re an experienced investor or just starting out, you’ll gain invaluable insights into multifamily and apartment investing, along with other asset classes. Learn what works, what doesn’t, and how to scale your portfolio by avoiding costly mistakes and capitalizing on proven strategies. If you’re looking to grow in the real estate investing space, First, Worst, Best, and Next Podcast is your go-to resource for expert wisdom and real-world experience.
In this episode, Brad chats with Tyler Chesser, co-founder and managing partner of CF Capital. Tyler leveraged his background as a top multifamily broker to scale his portfolio and develop CF Capital into a respected partner for investors. He shares his philosophy of constant improvement and details his journey from corporate America to real estate agent in 2013 and how he built CF Capital, which today owns and operates approximately a $200 million multifamily portfolio.
🔑 Key Topics Covered:
- How reading books like Rich Dad Poor Dad and Think and Grow Rich was the catalyst for changing his financial mindset.
- The difference between a broker’s role and an investor’s role: “when the deal closes, that’s when the real work begins”.
- Lessons from his first deal: an 8-unit property bought for $360,000 in 2016 that became “severely mismanaged” and dropped to 50% occupancy.
- The mistake of self-managing the first deal and the need for a professional team from the beginning.
- The home run deal: acquiring a 36-unit property from an estate sale for $1.1 million in 2019.
- How having a construction-focused partner allowed them to quickly turn ten completely vacant units in a matter of months.
- Using a cash-out refinance for an “infinite return” before selling the 36-unit property for $2.1 million in 2021.
- The power of “just one more call” to secure an off-market deal.
- CF capital’s current focus on syndication with private and institutional capital.
- The firm’s next goal: targeting 150 million in acquisitions over the next twelve months.
💬 Memorable Quotes:
- “As an investor, when the deal closes, that’s when the real work begins.” — Tyler Chesser
- “I would attribute, I’d say ninety percent of my success to just learning and continuing to commit to constant and never ending improvement.” — Tyler Chesser
- “The next twelve months, our focus even in a, you know, somewhat challenging environment… is one hundred and fifty million in acquisitions in our markets.” — Tyler Chesser
🔗 Connect with Tyler Chesser:
Website: https://www.cfcapllc.com/
🎙️ Connect with Host Brad Weaver:
LinkedIn: https://www.linkedin.com/in/bradweaver
Disclaimer
This podcast’s information is provided for general reference and was obtained from publicly accessible sources. The Podcast Collaborative neither produces nor verifies the content, accuracy, or suitability of this podcast. Views and opinions belong solely to the podcast creators and guests.
For a complete disclaimer, please see our Full Disclaimer on the archive page. The Podcast Collaborative bears no responsibility for the podcast’s themes, language, or overall content. Listener discretion is advised. Read our Terms of Use and Privacy Policy for more details.