Mailbox Money Show podcast

Andrew Cushman - 4,576 Calls Before His First Deal

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Join us for another inspiring conversation with Andrew Cushman, who turned relentless persistence into multifamily success. Andrew shares how he made 4,576 calls on a flip phone before closing his first deal, the mindset that powered his transition from engineering to full-time real estate, and key lessons from surviving the recent multifamily correction. The episode explores supply & demand fundamentals, why the Midwest offers steadier cash flow, conservative underwriting in higher-rate environments, and practical advice for passive investors on reframing setbacks and capitalizing on current opportunities.


Andrew Cushman is a seasoned multifamily investor and operator who has acquired and managed thousands of apartment units. With an engineering background, he transitioned into real estate by flipping homes before scaling into multifamily. Known for his disciplined, long-term approach and zero-loss track record in a volatile market, Andrew emphasizes operational excellence, market selection, and building sustainable wealth through real estate.


TIMESTAMPS

0:47 - Welcome to the Mailbox Money Show

1:32 - Andrew Cushman Introduction & Lifestyle by Design

2:42 - 4,576 Calls to First Flip Deal

3:58 - Brutal Daily Schedule & Phone Persistence

4:46 - Mindset: Believing in the System & R&D (Rip Off & Duplicate)

7:10 - Quitting Engineering Job After First Flip Success

9:06 - Motivation to Leave W2 & Risk of Regret

11:22 - Current Hunger vs Early Grinding Phase

13:17 - Multifamily Journey & Market Shift from Boom to Correction

13:53 - Probabilistic Underwriting & Fixing Debt in 2021

16:34 - Managing Downside Risk & Avoiding Deal Blowups

19:09 - Projection Realism vs Actual Performance

20:06 - Selling C-Class Assets & Portfolio Strategy at Market Peak

22:38 - Patience in Deal Sourcing & No-Deal-Better-Than-Bad-Deal Mindset

24:05 - Inch Wide Mile Deep Focus Strategy

25:30 - Other Asset Classes & Operator Dependence

26:48 - Current Buying Environment & Distress Opportunities

29:32 - How to Connect with Andrew


Connecting with the Guest:

LinkedIn: linkedin.com/in/andrewcushmanvpa

Website: vpacq.com


#MultifamilyInvesting

#RealEstateMindset

#PersistenceInBusiness

#MarketCycles

#PassiveIncome

#ValueAddRealEstate

#InvestorEducation


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