Baby Boomers and older adults can face unique risks related to problem gambling, including retirement, isolation, increased free time, financial losses, and easy access to gambling. Through personal experiences and expert perspectives, this documentary examines gambling addiction in later life and the emotional, psychological, and financial consequences that can follow. It also explores why casinos and other forms of gambling may become important social spaces for older adults, challenges misconceptions about gambling addiction and willpower, and emphasizes that recovery remains possible at any age.