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Nick Sinatra is a young developer who has quickly amassed a huge portfolio of buildings in Buffalo, driving waves of gentrification in the process. We looked at the billionaire investors behind his operation.

Clockwise from top left: Tom Barrack, Karen Pritzker, Carl Paladino, Chris Collins

In recent years, developer Nick Sinatra has emerged as a driving force behind Buffalo’s real estate boom (or bubble?) and the waves of gentrification that many neighborhoods are currently experiencing.

The relatively young Sinatra has amassed a portfolio that puts many of the region’s old guard developers to shame and qualifies him as one of the city’s biggest landlords. Major properties include the Market Arcade (his headquarters), the Phoenix Brewery Apartments, and the former School #56. In one 2015 deal, alone, he acquired over 600 units. Projects planned and underway include two of his most ambitious ones yet: the redevelopment of McCarley Gardens and the former Women and Children’s Hospital (plans for the latter are to be unveiled at a community forum tonight – more below on this, under “Carl Paladino”).

How has he done it? Who, exactly, has provided the capital for this buying spree?

Though Sinatra is the face of his projects, a multitude of partners and financial backers, led by out-of-town billionaires, are providing the investment dollars necessary to buy and develop his properties.

Pritzker/Vlock family

Sinatra’s biggest financial backers are the Connecticut-based Pritzker/Vlock family: Karen Pritzker – heir to the Pritzker hotel fortune, with a net worth of $5.1 billion – and her late husband, Michael Vlock.

Sinatra’s connection to the family came through Vlock, a major GOP donor who he met while he was working for former President George W Bush. Vlock managed the Pritzker/Vlock Family Office, and apparently invested with Sinatra in that capacity.

Vlock died very recently, in October 2017, due to complications from mesothelioma. Though his investments with Sinatra have had major consequences for the city of Buffalo and its residents, his passing has not yet been noted in the local press.

The Pritzker/Vlock family became major financial backers of Sinatra’s before he began his Buffalo buying spree, joining Colony Capital’s Tom Barrack (more below) to provide $50 million in capital for Sinatra’s first real estate venture, American Coastal Properties.

According to a 2014 loan application to the Buffalo Urban Development Corporation, the family owns a 75% stake in Sinatra & Co Real Estate LLC through KLP Enterprises LLC. KLP Enterprises – which is presumably named for Karen L Pritzker – is “held by various trusts within the Pritzker-Vlock family” according to the document.

This massive stake in Sinatra & Co means that the Pritzker/Vlock family has significant ownership of several Sinatra projects, including a 39% stake in the luxury apartments Sinatra developed in the former Phoenix Brewery building, a 37.5% stake in Sinatra’s redevelopment of a Pierce Arrow complex in North Buffalo, a 29.6% stake in the School #56 project, a 25% stake in a planned affordable senior housing development on Kensington on the East Side, and as much as a 75% stake in the Fenton Village apartments at Main and Ferry.

In April 2017, Vlock seeded Sinatra’s most recent fundraising effort (which received prominent coverage in the Buffalo News) with $25 million in capital.

It is unclear whether Vlock’s passing will affect Sinatra and Company’s access to investment capital from the Pritzker/Vlock Family Office.

Tom Barrack

Tom Barrack, a private equity investor in California as well as a close friend and major fundraiser for President Donald Trump, was an early backer of Sinatra’s. After his time in the Bush administration, Sinatra began a house-flipping operation called American Coastal Properties with several partners, including former New York State Senator Anthony Nanula.

With backing from Barrack’s firm Colony Capital and from the Pritzker/Vlock family, Sinatra and his partners took advantage of the massive rate of foreclosure in Southern California following the 2008 financial crisis. American Coastal Properties bought up foreclosed luxury homes in exclusive neighborhoods, renovated the interiors, and sold them at a profit.

Barrack’s firm operates on a similar model. After the foreclosure crisis, Colony Capital bought up thousands of foreclosed homes in California and turned them into rental units, often after making only superficial improvements.

During the 2016 election, Barrack launched the pro-Trump super PAC Rebuilding America Now, which raised millions for Trump’s campaign.

Chris Collins

Another prominent Trump backer, Congressman Chris Collins, has millions invested in Sinatra. According to Collins’ personal financial disclosures, he has more than $3.5 million and as much as $13 million invested in six different Sinatra & Company projects as well as two loans to the company worth between $1.25 and $5.5 million.

The Sinatra properties in which Collins is invested include several out of town rentals such as the Patio Village Apartments in San Diego (where American Coastal Properties partner Anthony Nanula is also an investor) and the Fox Valley Villages and Timber Creek Apartments outside Chicago. Local investments include the Linda Lane Apartment Group in Cheektowaga and the West Seneca Apartment Group in West Seneca.

In December 2017, the Buffalo News reported that Collins was promoting Sinatra’s brother John Sinatra, a partner at the elite firm Hodgson Russ, for a vacant federal judgeship in the Western District of New York.

Carl Paladino

Before they partnered on the Women & Children’s Hospital project, former school board member Carl Paladino and Sinatra worked together on Paladino’s quixotic 2010 gubernatorial campaign where Sinatra was an aide. The racist and homophobic rhetoric of the 2010 Paladino campaign presaged in many ways the 2016 Trump presidential bid, for which Paladino was a local co-chair. After Trump was elected, Sinatra co-hosted a fundraiser for Trump’s inauguration held at the headquarters of Delaware North.

In 2016, Sinatra sold the historic Bachelor building at the corner of Franklin and Tupper to Paladino, who razed it in order to build his enormous 500 Pearl St hotel and apartment complex.

Paladino’s firm Ellicott Development and Sinatra & Company were equal partners in the redevelopment of the former School #56 building on West Delavan in the Elmwood Village. Lesser partners in the project include Chuck Mauro and Henry Gorino, who operate a restaurant in a nearby Paladino property and each have a 20% stake in the School #56 project.

Matt Connors

Matt Connors, the son of Buffalo attorney Terrence Connors, is the vice president of development at Sinatra & Co as well as an investor through the MDC Retail LLC shell company, in which he has a 100% stake.

According to a loan application with the Buffalo Urban Development Corporation, Connors owns a 24% stake in Sinatra & Co’s Phoenix Brewery Apartments.

Connors’ father Terrence, a prominent Buffalo Democrat, vouched for Sinatra’s brother John in a Buffalo News article about Nick Sinatra’s business partner Chris Collins pushing John Sinatra for a federal judgeship.

Daniel Lewis

Daniel Lewis, a Manhattan investor and managing partner of Orange Capital Ventures, is an investor in Sinatra’s Phoenix Brewery apartments project through the shell company Maggie Bear Buffalo LLC.

Lewis is a former board member of the non-profit group Say Yes to Education, and when he joined the Sinatra project as an investor, he arranged a deal whereby the owners would donate 10 percent of their monthly profits from the luxury apartments to Say Yes.

Lewis has some disdain for Sinatra’s political allies. On Twitter, Lewis identifies with the #NeverTrump movement, and he has tweeted that Carl Paladino, whose gubernatorial campaign Sinatra worked on and who has partnered with Sinatra on multiple projects, makes him “embarrassed to be from Buffalo.”

Mark Campanella

Mark Campanella, the vice president of real estate at Sinatra & Co, also has an ownership stake in most of the firm’s projects via his 6% stake in Sinatra & Co Housing LLC.

Sinatra & Co Housing LLC is a 50% owner of Sinatra & Co Real Estate LLC, which is the firm’s vehicle for most of its development projects, including the Fenton Village, Phoenix Brewery, School #56, Great Arrow, and Kensington apartment projects.

Barry Fishman

Sinatra’s partner in the recently announced project to develop a former Pierce Arrow factory on Great Arrow Avenue is a New York investor named Barry Fishman.

According to an application for subsidies, Fishman owns a 50% stake in the project.

Do you know about other investors in Sinatra & Co projects? Email me at or find us on Twitter at @twittlesis to send us a tip!