Sabotage and Self-Destruction: Jen

Desperate Measures
"I'm a single mother of three, and I'm seriously thinking about becoming an escort," Jen reveals. "I am about $5,000 to $6,000 behind on my mortgage. The foreclosure proceedings are coming any minute. I'm sure of it. I'm tired of being broke, and escorting seemed like a pretty quick fix. It's a crazy, crazy idea, but desperate times lead to desperate measures.
"I did research and found some pretty high-end, quality escort services where I wouldn't have to sleep with anybody. I could just be a date," she continues. "As an escort, I could make about $1,500 a night. They tell you in so many words that if you want to do more, you can make more. Being an escort, and making that kind of money, would be the answer to my financial troubles."
Jen struts her stuff in a hot little number from her closet. "This dress makes me feel sexy, and stylish and thin," she says. Then, the reality of the industry requirements dawn on her. "They want women 18 to 30, and I'm 40."
[AD]Jen's daughter, Katelyn, a college sophomore, shares her thoughts on her mother's career choice. "My mother told me a few weeks back that she was in desperate need of money, and she was willing to be an escort. What is she thinking? I know it's tough, but is it that tough? To know that she would lower herself to these men as an escort makes me sick," she says. "It's not something I'd be proud of. It disgusts me."
Dr. Phil turns to Katelyn. "Why is this so shocking to you?" he asks.
"I always saw my mom as a strong, independent woman. Knowing she would throw herself at these men, like I said, it's disgusting," she replies. "It's lowering her self-respect, and I still don't get why."
Kelly Cutrone drops by Jen's house to give her a wake-up call.


When the videotape ends, Dr. Phil turns to Kelly. What was your reaction when you left there?" he asks.

"I got into the car, and I said to my driver, ‘You've heard of Driving Miss Daisy?' and he said, ‘Yeah.' I said, ‘This is going to be Driving Miss Crazy,' and I bawled my eyes out for an hour afterward." 

"Why?" Dr. Phil inquires.


"It was devastating," the PR whiz answers, growing teary-eyed. 

Kelly explains why she was moved to tears.

Dr. Phil addresses Jen. "Did you cross the line, in your mind?" he asks.

"I believe I did," she replies. "I feel like I would do anything to support my kids and keep my house."

"I get that you do things you wouldn't do when your back is against the wall. It doesn't make you a bad person," Dr. Phil says. "It's a teachable moment in your children's lives."