Deal of the Era

I was reading about JMB Realty and how they had the defining/biggest deal of the 1980's real estate boom (Cadillac Fairview for $2.6 billion). It got me thinking, what has been the biggest or lost defining deal (or development) of this real estate cycle?

The book mentioned how deals in the 90's were less flashy because the degree to which leverage could be used was constrained because of bank losses from the previous decade. Do you feel this is the case in this cycle as well? Do you think that there has not really been a defining deal because of this?

20 Comments
 

They purchased 75% of the building in 2003 and the remaining 25% in 2011. The deal is still a home run anyway you slice, especially with well-timed financings, but if only that hold period would be 5 years.

 
"Mark Queban" Hudson Yards

Yeah that would be my vote.

Transbay Terminal and the adjacent properties (like Salesforce Tower) will be up there too

Commercial Real Estate Developer
 

Pretty much all of my family works outside of the high finance/commercial real estate sector, and the only deal mentioned here that I've heard any of them know about is Hudson Yards. It has people talking all across the East Coast.

 

That's where Barry Sternlicht got his start. They were the place to be in the 80's.

Agree with @blank112" that Hilton has turned out to be a massive success. The BX/EOP deal was pretty solid as well.

Stuyvesant was massive but right after that Starwood bought a $5.3b multifamily portfolio as well so it wasn't completely out there by itself.

Biggest loser of this cycle was probably HNA Group.

In life, you sometimes do what you have to in order to do what you want.
 

I'd agree that Hudson Yards is probably the most iconic of this era. I'm a West Coast guy and I still think that's the case. There are probably 3-4 more that would be equally as important but that were lower profile since they were more M&A/portfolio deals. The KTR acquisition by Prologis comes to mind, that was massive. It wasn't as 'sexy' since it was industrial, but very big.

The stuy town deal was a single asset technically, which is the reason it's impressive. There are a lot of assemblages/portfolios that eclipse it $ wise, but more than one asset or entity level.

"Who am I? I'm the guy that does his job. You must be the other guy."
 

I'll go with the deal that Barry Sternlicht, Jon Gray, Tom Barrack, and Wayne Hughes each poured billions into: the institutionalization of US single family housing. The final chapter hasn't been written on this trade/business, but I expect that 20 years from now, this is what people will be talking about when they discuss RE investment in the post-crisis era.

 

Tenetur sequi tempora maiores quia praesentium. Vitae iure asperiores suscipit in ab nisi dignissimos. Voluptate possimus atque deserunt laborum aut. Qui rerum nemo incidunt quae laboriosam quis et. Blanditiis magni iure quia voluptatem tempore iusto. Occaecati corrupti reprehenderit sunt explicabo natus similique. Mollitia omnis minima est quas qui et.

Career Advancement Opportunities

September 2026 Investment Banking

  • Evercore 01 99.5%
  • Moelis & Company 01 98.9%
  • JPMorgan 01 98.4%
  • Goldman Sachs 01 97.8%
  • Morgan Stanley 07 97.3%

Overall Employee Satisfaction

September 2026 Investment Banking

  • Moelis & Company No 99.5%
  • Morgan Stanley 02 98.9%
  • Evercore 01 98.4%
  • Banco Santander 02 97.8%
  • BMO Capital Markets 12 97.3%

Professional Growth Opportunities

September 2026 Investment Banking

  • Evercore 01 99.5%
  • Moelis & Company 01 98.9%
  • Morgan Stanley 07 98.4%
  • Goldman Sachs 01 97.8%
  • JPMorgan No 97.3%

Total Avg Compensation

September 2026 Investment Banking

  • Vice President (16) $429
  • Associates (51) $260
  • 3rd+ Year Analyst (8) $210
  • 2nd Year Analyst (26) $182
  • Intern/Summer Associate (14) $159
  • 1st Year Analyst (84) $151
  • Intern/Summer Analyst (76) $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

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...”