Mailbox Money Show podcast

Ashley Wilson - Investing With Multifamily in Uncertain Times

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Welcome to our latest episode!


In this episode, Bronson and Nate sit down with Ashley Wilson, CEO of Bar Down Investments and author of The Only Woman in the Room. Ashley shares her insights on today’s real estate market, why 2026 could be a turning point, and how she’s helping lead the next generation of women in investing. They also talk about teachability, long-term thinking, and the importance of aligning with ethical partners.


💡 About the Guest:

Ashley Wilson is a seasoned multifamily investor, operator, and developer who has managed over $150 million in transactions. She’s passionate about transparency, ethics, and empowering women in real estate leadership.


00:41 – Guest Introduction: Ashley Wilson

01:28 – Nate on leverage and how investors can use it beyond real estate

02:24 – Ashley Wilson joins: insights on the state of the multifamily market

03:00 – How rate hikes and delayed cap rate effects changed valuations

05:56 – The tight money environment and cautious optimism for 2026

07:00 – Positioning for recovery: why development may be the smart play

09:29 – Investor sentiment, capital calls, and re-educating investors

12:24 – Multifamily fundamentals vs. short-term flipping mindsets

13:45 – Ashley’s take on where returns are headed long term

14:40 – Tech, modular housing, and innovations shaping real estate

16:20 – Leveraging assets like books, speaking, and social media

19:00 – Authenticity, transparency, and investor communication

22:36 – The human side of partnerships and moral alignment

25:36 – Why curiosity and intellectual challenge matter in multifamily

28:39 – Empowering women in real estate and raising confident daughters

30:42 – The role of male allies and healthy conflict resolution

34:33 – Teaching accessibility, failure, and lifelong learning

38:21 – Ashley’s favorite reads, mentors, and people to follow

39:34 – How she continues to improve and lead with communication

42:08 – The decision to stop distributions early and protect investors

45:01 – Bronson and Nate’s takeaways



Connect with the Guest:

Website: https://www.badashinvestor.com/

Linktree: https://linktr.ee/BadAshInvestor

Instagram: https://www.instagram.com/BadAshInvestor/

Youtube: https://www.youtube.com/channel/UC-wyOMIsiRnIgaOXuoDDiBg


#WomenInBusiness

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#InfiniteGrowth

#WealthMindset

#FindYourPurpose

#CoachingJourney

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