Losing it all and risks that paid off

Just curious if any of you have any good stories about developers who lost it all and those who made it. What was it that set them apart? Was it simply luck or were they smarter, had access to better resources, etc? What did it take for them to build their empire (big or small) and how did they lose it all.

2 Comments
 
Most Helpful

I'll be vague for obvious reasons, but I knew a couple of guys who went out on their own and it went.... poorly.  Both very smart, came from very "prestigious" jobs in finance and had some family history of RE development, so not necessarily doomed to failure.  They just didn't understand the concept that things go sideways and you need to be prepared for that.  Their underwriting was very aggressive and didn't really price in the inevitable construction delays, cost overruns, etc that plague any project, but especially development in NYC.  When their predev assumptions moved, their instinct was to raise their sales/lease prices in their model in order to continue justifying their leverage to prospective lenders.  This was back in 2015/16, so the market hadn't really slowed down, but lack of experience aside, their approach to business was predicated on the assumption that the massive boom in NYC prices from 2012-2016 would continue on indefinitely.  Inevitably, cutting corners to save a few bucks or a few weeks bites you in the ass and costs you way more in time and money than just doing the work in the first place would have, and their catch up for their investors means they have essentially no chance of making promotes, now that they're 2 years delayed on a couple of their projects.

I often say on this site that the underwriting and modeling portion of real estate is like, the tiniest and least important part of a deal, and having watched this tire fire from the sidelines is why.  These guys could do all that in their sleep, but the actual execution, the construction management and risk mitigation and ability to foresee problems completely escaped them.  Doesn't matter how hot the condo market is, if you're 30 months behind on delivery and 10% over budget you're not hitting promotes.  

They had every advantage in terms of access to equity, to institutional knowledge, to being genuinely smart people... didn't matter, because they (wittingly or not) treated it like a gamble instead of mitigating risk where they could, because they wanted a huge payday on every project, and like a gamble, ended up losing when a couple (inevitable) bad breaks went their way.

 

Quia deserunt amet repellendus quaerat veritatis blanditiis debitis fugit. Iusto nemo blanditiis repellendus modi pariatur.

Beatae et dolor deleniti occaecati quidem voluptas nihil. Deleniti nesciunt at consectetur aspernatur autem dolores dolores. Veniam voluptatem autem eveniet totam rem modi. Quia quae quibusdam porro deleniti.

Nihil aut animi consequuntur rem qui. Rem ea modi autem commodi. Incidunt exercitationem deleniti nihil placeat voluptas est.

Commercial Real Estate Developer

Career Advancement Opportunities

August 2026 Investment Banking

  • Evercore 01 99.4%
  • Moelis & Company 01 98.9%
  • JPMorgan 01 98.3%
  • Morgan Stanley 08 97.8%
  • Goldman Sachs 02 97.2%

Overall Employee Satisfaction

August 2026 Investment Banking

  • Moelis & Company No 99.4%
  • Evercore No 98.9%
  • Morgan Stanley 01 98.3%
  • Banco Santander 02 97.8%
  • BMO Capital Markets 12 97.2%

Professional Growth Opportunities

August 2026 Investment Banking

  • Evercore 01 99.4%
  • Moelis & Company 01 98.9%
  • Morgan Stanley 06 98.3%
  • Goldman Sachs 01 97.8%
  • JPMorgan 01 97.2%

Total Avg Compensation

August 2026 Investment Banking

  • Vice President (16) $429
  • Associates (47) $258
  • 3rd+ Year Analyst (8) $210
  • 2nd Year Analyst (25) $178
  • Intern/Summer Associate (14) $159
  • 1st Year Analyst (83) $151
  • Intern/Summer Analyst (74) $101
notes
16 IB Interviews Notes

“... there’s no excuse to not take advantage of the resources out there available to you. Best value for your $ are the...”

Leaderboard

1
redever's picture
redever
99.2
2
BankonBanking's picture
BankonBanking
99.0
3
Secyh62's picture
Secyh62
99.0
4
kanon's picture
kanon
99.0
5
GameTheory's picture
GameTheory
98.9
6
DrApeman's picture
DrApeman
98.9
7
CompBanker's picture
CompBanker
98.9
8
dosk17's picture
dosk17
98.9
9
Betsy Massar's picture
Betsy Massar
98.9
10
Linda Abraham's picture
Linda Abraham
98.8
success
From 10 rejections to 1 dream investment banking internship

“... I believe it was the single biggest reason why I ended up with an offer...”