Can office-to-residential conversions solve America’s housing shortage? September 13, 2026 PRESENTED BY NORTHWESTERN MUTUAL Good morning and happy Sunday. After years of permitting, zoning and development, the COVID-era dream of converting America’s newly empty office space into livable housing is finally becoming a reality, with a large wave of conversions reaching the market this year. But are the extreme office makeovers truly a solution to the housing shortage synonymous with city life today? Before we dive in, a word from our sponsor, Northwestern Mutual . After weeks of scrolling listings and shaking hands with real estate agents, you’ve found your ideal home. Good natural light, a spacious yard, an offer at asking price. At this stage, it’s easy to overlook the costs beyond the sticker price: Private mortgage insurance, a recurring bill until your equity clears 20%. Property taxes that swing by thousands depending on the zip code. Maintenance, roughly 1% of your home’s value a year (and that’s a good year). That’s a lot of line items for one purchase. But with the right support , you can get ahead of the game. For almost 170 years, Northwestern Mutual has helped clients grow and protect their money to reach milestones like this. Your advisor builds a personalized plan around your goals and uncovers both blind spots and new opportunities , so you’re ready for anything unexpected before you sign. See how that plan comes together with Northwestern Mutual. * REAL ESTATE Post-Pandemic, ‘Living at the Office’ Takes on New (and Lucrative) Meaning Photo illustration by Connor Lin / The Daily Upside Before the COVID pandemic, millions of Americans griped about living at the office. It was an exxageration, though not necessarily much of one. Now, in a growing number of cities, they have a chance to do so for real, 24 hours a day with all the comforts of (an urban) home, rather than the mere 12 to 16 that might have been common circa 2019. After years of powering through lengthy permitting and zoning processes, followed by complicated construction projects, developers are beginning to manifest at scale the post-pandemic dream of turning empty offices and cubicles in once-bustling professional districts into apartments and condos. This week, for instance, marked the completion of the very first office-to-residential (OTR) conversion in Chicago’s downtown Loop financial district, bringing 117 new apartment units to the area. Five more buildings have already been earmarked for a similar makeover. Meanwhile, 38% of all new housing units in New York City are the product of conversion projects this year, according to a recent analysis of city data by The New York Times , nearly doubling the pace set the previous year and well above the single-digit pre-pandemic norm. Backers hope such conversions will make a dent in the twin 21st-century crises of urban real estate: a glut of office buildings due in large part to the rise of remote work, and a shortage of housing due to a decades-long failure to construct new residential buildings. Solving the problem altogether is another matter, however. Experts told The Daily Upside that the relative gold rush may soon come to an end, as cities simply run out of viable conversion candidates. “A pattern we’re seeing is that the market is conflating ‘vacant’ with ‘convertible,’” Chris Mitchell, senior banking official at Northern Trust Wealth Management, told The Daily Upside. “In reality, structural constraints and capital requirements narrow the pool to a fraction of total inventory. Even when conversions are possible, they’re highly selective.” The Urban Circle of Life While the office-to-residential conversion rush is real, it is hardly a new concept. Particularly in New York City, it’s practically a part of any block’s natural life cycle. The 1980s delivered a generational office-building boom, capped by a recession that prompted city officials to encourage conversions via a tax incentive program in the 1990s. A short decade later, the global financial crisis prompted another round of office space rethinks. “I often joke around that we were doing conversions before it was the cool thing to do,” Spencer Levine, president of NYC-based residential real estate developer RAL Companies, told The Daily Upside of the company’s decades-long history of conversion projects. The energy driving such projects is different today than in the late 1990s and early 2000s, however. Now, “it is a quantity game,” Levine said. “A lot of the conversions that are taking place now are about how many units can we fit in a building, rather than what is the quality of life or quality of unit that is being provided.” The Big Short COVID changed office culture, maybe forever. Whether JPMorgan Chase CEO Jamie Dimon likes it or not, remote work is seemingly here to stay and has arrived at an equilibrium in recent years. About 26% of paid, full-time workdays in the US were completed from home in July, according to a monthly survey run by economists Jose Maria Barrero, Nicholas Bloom and Steven Davis. That figure is down from a peak of about 30% in 2022, but has held nearly constant for two years and is well above the 7% norm recorded pre-pandemic. Conversely, office occupancy rates remain sharply lower than in pre-covid days. The vacancy rate across 79 mostly urban US markets reached a record 21% earlier this year, according to Moody’s data , well above the pre-pandemic norm of about 16%. As a result, building owners have seen property values swoon. One tower in Chicago’s Loop district sold for $4.2 million in October of last year, well down from the $68 million it last sold for in 2016, according to CoStar data . A 23-story office building at 135 West 50th Street in midtown Manhattan that sold for $332 million in 2006 brought in just $8.5 million in 2024. The industry may still be finding its bottom. In the first two months of the year, sales of distressed office buildings reached $808 mill