WeWork’s Guilt Trip: From Tequila Meetings to Bankruptcy Wallowing
Miguel McKelvey, WeWork’s cofounder and chief culture officer, parted ways with his workspace empire in 2020 — right after the company’s spectacular IPO meltdown, Adam Neumann’s forced exit, and a SoftBank bailout. While McKelvey nursed guilt harder than a hungover employee at a tequila-fueled company retreat, 2,400 staff (20% of WeWork’s workforce) were shown the door post-IPO in late 2019, with more casualties during COVID layoffs. Add secret office romances, drug-fueled shindigs, and code-switching woes to the mix, and you get a culture cocktail more toxic than a fine tequila hangover. Since then, Miguel’s been trying to un-wallow the guilt swamp through deep feels and breathwork instead of more tequila.
Share the Story
WeWork’s culture was basically tequila-fueled chaos wrapped in billion-dollar bankruptcy, and Miguel McKelvey’s now stuck wallowing in guilt while everyone else just filed for unemployment.
Only WeWork could mix wild office hookups and open drug use with IPO disaster, then watch cofounders nap in guilt while 20% of staff gets cut.
Imagine getting rich off a failed office party-company and then feeling guilty for making a mess everyone else cleaned up—classic billionaire dilemma.
Source: Businessinsider | Published: 9/2/2025 | Author: Henry Chandonnet
More Articles in Business
Salesforce AI Flops, Google Car-Dwellers & Senior Homebuyers Take Over
KPMG’s 450K Sq.Ft NYC HQ: Employee Feedback or Round Table Cult?
Rivian CEO’s $4.6B Stock Option: Billionaire or Billion Procrastinator?
DoorDash Execs Fail at Delivery, Beta-Test Their Own Chaos
Parenting & Two Jobs: Health Writer Floors Architectural Chaos!
