Wework was a valid long bet that office properties would re-appreciate once the pandemic stopped — but now that AI is pulverizing the job market, any hope of that long bet paying off will require one of three things: a free-market boom in workers that require commercial property for success (e.g. physical invention companies like e.g. Saildrone due to not being able to homelab resins for safety reasons), and/or a market-wide rehiring event due to AI’s failure to deliver, and/or regulatory shifts in profit taxation and new business investment that trigger the above-described boom.

I know some commercial property owners in my hometown let their lowest-desirability storefronts sit vacant for twenty or thirty years (!) in order to prevent commercial property rent from falling across their entire portfolio. Turns out you can pay a lot of property taxes with not much revenue, and there hasn’t historically been regulatory pressure to pay an escalating “empty tax” to compel landlord pricing to behave according to supply and demand pricing models. Wework is still a terrible investment for an investor, but if you’re looking to bet long with no call and have the patient of decades, it’s not the worst plan. (There are certainly worse ways to gamble your money on the commercial property market!)