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Distressed to Success: Conversations with Community Transformation Leaders

Distressed to Success: Conversations with Community Transformation Leaders

Written by: Brian Seidensticker
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Distressed to Success is a podcast that discovers how savvy investors and entrepreneurs are profitably transforming underserved communities through strategic investment and innovative business models. Host Brian Seidensticker, Co-Founder of Last Best Partners, interviews local developers, business leaders, entrepreneurs, and investment professionals who have successfully brought private capital into distressed areas while generating sustainable returns. From Low Income Housing Tax Credits to creative financing solutions, each episode uncovers actionable strategies for identifying investment opportunities that deliver both financial returns and meaningful community revitalization. Learn from leaders who have transformed cities like Detroit, Cleveland, and Memphis through profitable ventures that create lasting community improvement. Whether you're a high-net-worth investor, local developer, or community development professional, discover how to turn distressed assets into thriving neighborhoods while building sustainable businesses that benefit both your portfolio and your community.© 2025 Economics Leadership Management & Leadership Personal Finance
Episodes
  • WRJ Developers' Jermaine Brooks: Turning Vacant Lots Into Container Communities
    Jan 7 2026

    Join Brian for an inspiring conversation with Jermaine Brooks, co-founder of WRJ Developers and pioneer of shipping container construction in Ohio. From his early real estate investing mistakes in 1999-2000 to developing what may be Ohio's first multi-family shipping container project, Jermaine shares his journey of transforming Cleveland's distressed East Side through innovative development strategies and a community-focused approach.

    What You'll Learn:

    • How buying five houses with stated income loans in 2000 taught valuable lessons about real estate investing
    • The formation of WRJ Developers and their focus on Opportunity Zones in Cleveland
    • Why shipping container construction became their solution for affordable, scalable development
    • The difference between infill development and comprehensive neighborhood transformation
    • How to structure community-based fundraising with friends and family investors
    • The manufacturing process behind modular container construction (70% warehouse, 30% on-site)
    • Strategies for working with city officials and securing municipal funding
    • The importance of having an overarching plan versus building one house at a time


    Key Timestamps:

    • [02:30] - Jermaine's origin story: From Warrensville Heights to early real estate investing
    • [06:15] - The formation of WRJ Developers in 2019 and Opportunity Zone strategy
    • [09:45] - The pivot from traditional development to shipping container construction
    • [14:20] - Discovery of the East 72nd Street location and "the sign from the universe."
    • [18:30] - Partnership with Three Square for container expertise
    • [22:10] - The philosophy behind multi-family development and community wealth building
    • [28:45] - Arcu Container on 72nd: The 64-unit apartment building project
    • [32:15] - Current project status: Stage 2 with five more duplexes (10 units)
    • [36:20] - Community fundraising strategy: $6,000-$12,000 investment shares
    • [40:30] - Manufacturing process: From Wisconsin warehouse to Cleveland installation
    • [44:15] - Future vision: Single-family concepts and scalable solutions

    Get in touch with Jermaine:

    Jermaine Brooks, Co-Founder, WRJ Developers

    Phone: (216) 224-4326

    LinkedIn: https://www.linkedin.com/in/jermainenbrooks/

    Website: https://www.wrjdevelopers.com/

    Email: wj.developers@gmail.com

    Resources Mentioned
    • Three Square - Detroit-based container construction company featured on HGTV
    • First Federal Lakewood - Primary lending partner for the project
    • Community Development Advisors - Pre-development funding source
    • Cohen and Partners - CPA firm specializing in real estate and Opportunity Zone projects
    • City of Cleveland ARPA Funds - $1.2 million in municipal funding secured through RFP process
    • "The Color of Money" Podcast - Keller Williams real estate investing podcast
    • <...
    Chapters
    • (00:00:00) - Homeowners Underwater: How to Get Your Home Value Back
    • (00:00:51) - Disaster to Success: Businesses Reclaim blighted communities
    • (00:01:27) - Developers Jermaine Brooks and Willie Levy on Cleveland's East
    • (00:08:16) - Developers on the Downtown Cleveland Infill
    • (00:13:20) - Architectainer on 72nd and Infield Projects
    • (00:17:24) - How To Get Your Multifamily Project Completion
    • (00:24:23) - The Single Family Architectural Concept
    • (00:26:14) - Carve Outs
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    29 mins
  • From Teenage Entrepreneur to Leading Affordable Housing Developer with Kathy Makino-Leipsitz
    Dec 17 2025

    Join Brian for an inspiring conversation with Kathy Makino-Leipsitz, a pioneering affordable housing developer who has spent over 30 years transforming distressed communities through the Low Income Housing Tax Credit (LIHTC) program. From buying her first duplex at 19 with $2,500 down to completing 22 tax credit developments, Kathy shares her remarkable journey and the lessons learned along the way.

    What You'll Learn:

    • How a father's disability at age 12 sparked an entrepreneurial spirit that led to real estate investing
    • The fundamentals of LIHTC (Low Income Housing Tax Credits) explained in simple terms - why it's the "most magical tool" for affordable housing
    • The difference between 9% and 4% tax credit programs and why one is significantly more competitive
    • How LIHTC creates beautiful, dignified, affordable housing that doesn't look like "typical" affordable housing
    • Why Section 8 housing can trap families in poverty while tax credits provide a pathway out
    • The devastating impact of losing $5 million in historic tax credits on a $36 million development
    • Key mistakes to avoid in affordable housing development and the importance of staying focused

    Key Timestamps:

    • [02:15] - Kathy's origin story: How her father's heart attack changed everything when she was 12
    • [08:30] - The entrepreneurial beginnings: From selling candles door-to-door to buying her first duplex at 19
    • [12:45] - Discovery of the LIHTC program and her first 64-unit development in 1995
    • [18:20] - LIHTC fundamentals explained: How 9% credits work and why they're so powerful
    • [25:10] - The difference between LIHTC and Section 8 housing - and why one builds wealth while the other traps families
    • [32:45] - The Palmer Park project disaster: How losing historic tax credits cost $5 million
    • [45:20] - Current project: 54-unit veterans housing in Florida using 4% credits
    • [48:15] - Top lessons learned: Stay focused, avoid politics, and take calculated risks

    Get in touch with Kathy

    Kathy Makino-Leipsitz

    Website: https://www.shelbornedevelopment.com/

    LinkedIn: https://www.linkedin.com/in/kathy-makino-leipsitz-13bb796/

    Email: kathy@shelbornedevelopment.net

    Resources Mentioned

    • Low Income Housing Tax Credit (LIHTC) Program - The federal tax credit program that has financed over 3 million affordable rental homes since 1986
    • Historic Tax Credit (HTC) Program - Federal program providing 20% tax credits for rehabilitating historic buildings
    • "Nothing Down" book - Real estate investing book Kathy read at 16 that started her journey
    • Michigan State Housing Development Authority (MSHDA) - State agency that allocates tax credits in Michigan

    Get in touch with Brian

    • Last Best Partners' Website: https://www.lastbestpartners.com/
    • Brian's LinkedIn: https://www.linkedin.com/in/brian-seidensticker-90117021
    • Podcast LinkedIn Page:
    Chapters
    • (00:00:00) - How to Start a Business When You're 16
    • (00:00:55) - Developers: Distress to Success
    • (00:09:59) - LIHTC Tax Credit
    • (00:15:36) - Section 8: The Magic Tool for Affordable Housing
    • (00:22:05) - Immigrant Homeownership Tax Credit
    • (00:26:01) - On the 4% vs 9% Housing
    • (00:32:14) - Detroit real estate: The bad experiences
    • (00:37:47) - Local developer on historic tax credits
    • (00:41:40) - Projects that keep you motivated
    • (00:42:44) - Detroit Mayor Mike Duggan on His Own Projects
    • (00:48:51) - Carve Outs
    • (00:51:04) - When Can I Get This Deal Closed?
    • (00:51:46) - Detroit Builders Welcome First Women
    Show More Show Less
    53 mins
  • Brad Westover's 30-Year Journey: From Tax Sale Novice to Industry Leader
    Dec 3 2025

    Join Brian as he sits down with longtime industry colleague Brad Westover, Executive Director of the National Tax Lien Association (NTLA) - the only nonprofit organization working to improve the tax sale space. In this episode of Distressed to Success, Brad shares his remarkable 30-year journey from college graduate to industry leader, including his role in passing California tax lien legislation and managing $1.5 billion in investments across 22 states.

    What You'll Learn:

    • How the tax lien industry was founded in 1996-1997 by two rival companies that couldn't even be in the same room together
    • The basics of tax lien investing are explained in simple terms - what happens when property owners don't pay their taxes
    • Why 29 states, plus Washington, DC, allow private investors to purchase tax liens
    • The critical role tax lien sales play in helping local governments balance budgets and fund essential services
    • Major challenges facing the industry, including a significant Supreme Court case coming in 2026
    • Why property tax abolition efforts in Ohio and Florida could be devastating for local communities

    Key Timestamps:

    • [01:23] - Brad's origin story in the tax lien space
    • [07:55] - Tax liens explained for beginners
    • [36:46] - Discussion of Montana agriculture and working lands
    • [38:08] - The inspiring story of Franz Wisner
    • [42:26] - Industry challenges and the 2026 Supreme Court case

    Get in touch with Brad

    Executive Director, National Tax Lien Association

    (NTLA) Email: BPWestover@NTLA.org

    Website: NTLA.org

    LinkedIn: https://www.linkedin.com/in/brad-westover-realtor/

    Resources Mentioned
    1. "The 16% Solution" by Joel Moskowitz - A foundational text in tax lien investing, written about 30 years ago, still considered essential reading for understanding the industry basics
    2. "Honeymoon with My Brother" by Franz Wisner - An inspiring story about turning life's setbacks into opportunities; movie rights sold to Sony Pictures for $1 million

    Get in touch with Brian

    Last Best Partners' Website: https://www.lastbestpartners.com/

    Brian's LinkedIn: https://www.linkedin.com/in/brian-seidensticker-90117021

    Podcast LinkedIn Page: https://www.linkedin.com/in/brian-seidensticker-90117021/

    Subscribe to follow the show!

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    42 mins
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