I'm 76 and drive for Uber after losing my savings to my wife's cancer bills. I'm not sure how long I can keep driving.

Business Insider
February 15, 2026
AI-Generated Deep Dive Summary
Jeff Mason, a 76-year-old Uber driver from New Jersey, shares his story of financial hardship after his wife’s cancer treatment left them with $300,000 in medical bills. Despite having paid for COBRA insurance, they were denied coverage due to pre-existing conditions, leading them to liquidate their savings, including retirement accounts and their home equity. This experience highlights the challenges faced by those without adequate health insurance before the Affordable Care Act (ACA) and the long-term financial struggles that can result from medical emergencies. Mason’s journey began in his youth, working various jobs to support his family after his mother’s passing. He later worked in construction, rising through the ranks to project management roles. His wife, a stay-at-home mom, returned to work but faced insurmountable medical bills when her cancer was diagnosed. Legal advice confirmed they had no case against the insurance companies, leaving them with no choice but to sell assets and take on significant debt. After years of financial recovery, Mason retired in his 60s but felt compelled to return to work due to rising living expenses during the pandemic. Driving for Uber has become a vital source of income, allowing him to rebuild savings without tapping into retirement funds. Despite health issues like prostate cancer and heart surgery, Mason remains optimistic about their future, though he worries about increasing costs and his ability to continue driving as he ages. This story underscores the importance of healthcare reform and the impact of pre-ACA insurance policies on vulnerable populations. It also sheds light on how gig work can serve as a financial safety net for retirees facing unexpected hardships. Mason’s resilience and determination offer hope, showing that even in adversity, individuals can adapt and find ways to support themselves and their families.
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Originally published on Business Insider on 2/15/2026