But heck, why does she have to retire?  If she's having fun in her profession and providing a some good times for guys who need it in return for compensation, then good for her!

...she married the co-founder of the Ask Jeeves search engine...whom I'm sure came in handy financially with all her legal and IRS issues...but no clue how the story ended.

No personal experience with her, but

1) yes she did marry a millionare
2) quit the business when she got arrested

Not sure, but may be old ad.  I doubt she is escorting again given her arrest.