First, Worst, Best, & Next

About First, Worst, Best, & Next

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.

Publisher

Brad Weaver

Category

business

Language

en

Explicit

No

First episode

1 Apr 2025

Latest episode

27 Oct 2025

Latest episodes

20 episodes in the feed.

1. 

   27 Oct 2025

   Tyler Chesser's Playbook: Achieving $2.1M Exits and $150M Targets in a Volatile Market

   Tyler Chesser, co-founder of CF Capital, discusses transitioning from a broker to investor, shares lessons from early deals, and reveals strategies for achieving successful exits in an interview with Brad Weaver.

2. 

   24 Oct 2025

   John Casmon on 'Failing Forward' and the Power of Midwest Real Estate

   Host Brad Weaver interviews John Casmon, founder of Casmon Capital Group, who shares his real estate investing journey, discussing key deals, the importance of market selection, and lessons learned from both successes and failures.

3. 

   3 Oct 2025

   John Wijtenburg on Transforming a $100M Resort and the CRE Growth Operating System

   Brad Weaver interviews John Wijtenburg, founder of LXK Group, who shares his experience transforming a $100M resort and explains his Commercial Real Estate Growth Operating System for scaling portfolios while maintaining core values.

Who has been a guest on First, Worst, Best, & Next

Names identified in recent episode analyses. Showing up to five guests.

• Tyler Chesser
• John Casmon
• John Wijtenburg
• John Tataru
• Ian Cruz

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

7 ratings

Podcast Authority Score: 21 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

28

Social presence

0

YouTube

0

Engagement

32

Contact First, Worst, Best, & Next

Guest appearances

Does not typically book guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.

Questions about First, Worst, Best, & Next