What's Your Biggest Management Challenge? Property managers talk about some of the toughest things they face in the course of serving their client communities.

By Cooperator Studio 16 January 2016 Board Operations

Toughest problem or challenge you have faced as a property manager

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Businessman blows whistle loudly while pointing, signaling to alert others. Concept of business whistleblower, exposes illegal activities within organization by disclosing information to public

When Boards Go Bad

Handling Breaches of Fiduciary Duty

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Labor Law 240/241 & the Cost of Liability Insurance in New York

Claims & Costs Raise Big Challenges

Property Management Tales and Takeaways

News

7/2/2026 Inside the swanky midtown building near Billionaires Row where staff finally said enough and walked out - New York Post

Residents at a swanky Midtown West condominium near Billionaires Row are getting a crash course in DIY living this week after their building staff walked off the job, leaving million-dollar apartment owners to open their own doors and haul their own trash.
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7/1/2026 Gateside surrenders $44M units in luxury condo building to avoid foreclosure - Crain's

Real estate firm Gateside Corporation has surrendered two of its units in Lenox Hill’s luxury condo tower The Royale to stave off foreclosure.
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6/29/2026 Luxury NYC Co-ops Are Outselling Condos for the First Time in 4 Years - Realtor.com

For the first time since October 2022, elite New Yorker homebuyers opted for the co-op over the condominium, according to a new report.
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6/25/2026 $15M penthouse in a gold cupola high above Fifth Avenue heads to auction this month - 6 sqft

Just in time for those trillion-dollar IPOs, a unique trophy penthouse will be up for auction this summer. Set into the iconic golden cupola atop the Sohmer Piano Building at 170 Fifth Avenue, adjacent to the Flatiron Building, this renovated penthouse condo has pride of place on the New York City skyline. The commanding sky palace, spanning over 5,000 square feet on two floors with a private roof deck, is asking $14.9 million. In an upcoming auction, bids are expected to start between $6 million and $9 million.
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6/23/2026 New Brooklyn condo development lands $75M construction loan - Crain's

A ground-up condo development in Flatbush has received a big financial boost.
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6/18/2026 This Upcoming N.Y.C. Condo Will Offer Just 5 Apartments - Robb Report

Not everything in the Big Apple is all that big. Robb Report got an exclusive first look at 44 West 8th Street, a new luxury condo coming to Greenwich Village that will bring just five residences to the upscale Manhattan neighborhood.
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6/15/2026 NYC condo sues former ‘SNL’ band member who tore through building in a violent rampage — seeking a forced sale of his home - New York Post

An Upper West Side condo is seeking to force a former “Saturday Night Live” band member from the building — and, no, not for playing jazz too loud.
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6/12/2026 New York just extended the J-51 tax abatement. Here are five key details condo and co-op boards need to know - Brick Underground

Governor Kathy Hochul’s $269 billion state budget revived a crucial tax break aimed at helping co-op and condo buildings complete essential capital improvements. The J-51 tax abatement, which was set to expire at the end of the month, is now back with expanded eligibility and bigger benefits. “We hit a three run triple,” said attorney Bruce Cholst, a partner at Herrick, Feinstein who was involved in lobbying for the legislation.
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6/9/2026 Bennett LeBow’s N.Y.C. Condo in Photos - Robb Report

The veteran investor and his wife, Jacqueline Finkelstein-LeBow, are selling their palatial 64th-floor pad at Manhattan's 432 Park Avenue for $90 million.
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6/5/2026 New York judges deal setback for Harry Macklowe in 432 Park legal battle - Real Deal

A New York appellate court ruled against the developer on Tuesday, rejecting his bid for indemnification in the long-running litigation over alleged construction defects at the Billionaires’ Row supertall. The developer’s argument hinged on his status as a member of the condo board from 2016 to 2020.
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6/2/2026 Luxury Development in NYC’s ‘Gritty’ East Village Quickly Sells Out as Last Penthouse Goes for $10M - Realtor.com

One of the last neighborhoods in Manhattan to retain some of the gritty allure of "old New York" is catching up in price point to swankier neighborhoods like the West Village and Chelsea. All 18 units ranging in price from $1 million to $10 million of an under-construction luxury development at 220 East 9th St. in the East Village sold out in 11 weeks, with the final unit going under contract just days ago.
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5/29/2026 $6M NYC condo to be forfeited by court order in the multibillion-dollar 1MDB sovereign wealth fraud - New York Post

The US government has obtained a judge’s order for the forfeiture of a $6 million luxury condo in the Flatiron district bought with money stolen from 1MDB, a Malaysian sovereign wealth fund at the center of one of the largest financial frauds in history, Gimme Shelter has learned exclusively.
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5/22/2026 Changes to lending rules from Fannie Mae and Freddie Mac alarm NYC condo buildings - Brick Underground

New York City condo buildings where buyers tend to rely on conventional financing face a looming deadline. New, stricter lending guidelines are going into effect with the potential to limit mortgage eligibility, shaking up many condo buildings across the city.
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5/20/2026 First look at Paragon, Long Island City’s first new waterfront condo in a decade - 6sqft

Here’s an exclusive look at the first new condo development built on the Long Island City waterfront in more than a decade. Developed by ZD Jasper and designed by Archimaera, the 23-story Paragon at 45-40 Vernon Boulevard incorporates the historic Paragon Paint Factory into the tower’s base.
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5/18/2026 This $22.5M maisonette offers townhouse privacy with classic Upper East Side co-op luxury - 6sqft

Known for their privacy and old-world Manhattan cachet, maisonettes often sound better in theory than in reality. But this massive 5,000-square-foot home at 2 East 70th Street on the Upper East Side, asking $22,500,000, delivers a reality that includes a private four-bedroom Fifth Avenue address, two floors of townhouse-style living, Central Park views, and all the perks that come with one of the city’s most coveted Rosario Candela co-ops.
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5/14/2026 Landmarked artists’ housing building on Billionaires’ Row is reborn as luxury condos - 6sqft

A landmarked building on Billionaires’ Row has been transformed into 47 luxury condos. Sales launched this week at Parc Beaufort, a 14-story tower at 140 West 57th Street originally built in 1908 as housing for artists. Led by the Feil Organization and MdeAS Architects, the conversion of the luxury condo preserved the building’s historic pre-war character while adding contemporary interiors by AD100 firm Stephen Sills Associates. Residences, ranging from studios to three-bedrooms, start at $955,000.
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5/12/2026 Another multimillion-dollar condo is selling at NYC’s famed Flatiron Building — as the highly anticipated conversion is nearly 33% sold - New York Post

Sales at the Flatiron Building certainly aren’t falling flat. Another unit inside the storied Manhattan edifice has entered into contract, according to Monday’s Olshan Luxury Market Report. The four-bedroom, 4.5-bathroom dwelling spans 3,889 square feet and asked $17.62 million for sale.
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5/6/2026 Renderings Revealed for Elodie At 439 East 77th Street on Manhattan’s Upper East Side - New York YIMBY

Renderings have been revealed for Elodie, a seven-story residential building under construction at 439 East 77th Street in the Lenox Hill section of Manhattan’s Upper East Side. Designed by ARC Architecture + Design Studio and developed in a joint venture between Salomon Cojab of Visabe Corp. and Jack Ezra Cattan of Urban Spring Capital called Grand Cru Real Estate, the 74-foot-tall structure will span 33,190 square feet and yield 16 condominium units with an average scope of 1,807 square feet.
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5/4/2026 The Pied-à-Terre Tax and Its Potential Revenues - Comptroller.NYC.Gov

A number of new taxes have been proposed this winter and spring to address the City’s structural budget gap. They range from a surcharge on high-income Personal Income Tax filers, to a partial recapture of the federal tax benefits accruing to Pass-Through Entity Tax filers, to higher rates for the City’s business income taxes, to higher real property transaction taxes on luxury properties at time of sale. One of the most likely, and possibly only, new tax revenue to be included in the FY 2027 State budget is a tax on pied-à-terre properties in New York City.
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4/30/2026 First look at The Morgan, an 18-story luxury condo rising on a tree-lined block in Murray Hill - 6sqft

The first images have been revealed for a new 18-story luxury condo taking shape on a tree-lined block in Murray Hill. Developed by the Continuum Company and Aksoy Holding and designed by INC Architecture & Design, The Morgan at 38 East 35th Street will include contemporary residences ranging from studios to three-bedrooms, along with select duplexes and penthouses. The developer has also launched a teaser website for the building along with the newly released renderings.
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