She ran over $1B through casinos and still ended up broke after stealing $2M from her own charity 💀

Maureen O’Connor was the first female mayor of San Diego, came from a big working class family, built a strong reputation, even went undercover as homeless to understand the streets
She later married the founder of Jack in the Box and inherited a massive fortune after he died
From there everything went downhill, she got addicted to video poker and started gambling nonstop, over time she ran $1B+ through casinos in total bets
Even with big wins, she ended up down $13M, she sold properties, drained savings, took loans, by 2008 she was broke
And then it got worse, She took about $2.1M from her own charity to keep gambling, calling it loans, the charity collapsed because of this
She got hit with federal charges in 2013, but avoided prison with a deal: pay back the money, fix taxes, go to addiction treatment
The case dropped in 2015 but she lost her money, reputation, everything