Margo Howard | 10/09/2009 2:00 pm
A Letterman Update: More Information, More Thoughts, by Margo Howard

Image: Willem van Bergen/Flickr
Editor’s Note: A longtime journalist, Margo Howard went into the
family business (her mother was the fabled Ann Landers) in the 1990s as
Dear Prudence. Her broad experience and understanding of human nature
provide answers for the troubled — and entertainment for everyone else. Margo’s advice column, Dear Margo, appears twice a week — on Thursdays and Fridays — on wowOwow.com.
Well, now I think Dave has real trouble. It has come to light that the young assistant at the center of the Letterman/Halderman drama was being paid $200,000 a year and was sent to law school, courtesy of Letterman, with the promise that she would become his personal attorney. A guy can always be in the company of his attorney, right? Then it appears she was taken on trips “with the family,” with Regina none the wiser.
Now my guess is the humiliation is too overwhelming to overlook. My earlier thought was that the Lettermans would work it out, but now I ain’t so sure. I still think young Harry is the glue in that marriage, but he wouldn’t be the first kid to go between Mommy’s house and Daddy’s house. Were Regina to write me, I would encourage her to opt out of this humiliating arrangement and, as they say, take the money and run. I have no idea what their prenup says, but he is loaded, and given what’s gone on, her life would continue as lavishly as before. The guilty party is quite evident here … plus, the mother gets the kid, no question.
There is just so much a girl can put up with, and with each revelation he is looking more like a skunk. I wrote my previous piece with the information I had. Knowing what I know now, I am no longer sympathetic. It is quite clear that Dave, like many another middle-aged guy, cannot resist the chase and, alas, 20-some years with one woman has become totally boring to him. A pity. I believe that in any real sense he has already lost the cozy family of three, and if more drek comes out, he may lose his show. Stay tuned.
Well, now I think Dave has real trouble. It has come to light that the young assistant at the center of the Letterman/Halderman drama was being paid $200,000 a year and was sent to law school, courtesy of Letterman, with the promise that she would become his personal attorney. A guy can always be in the company of his attorney, right? Then it appears she was taken on trips “with the family,” with Regina none the wiser.
Now my guess is the humiliation is too overwhelming to overlook. My earlier thought was that the Lettermans would work it out, but now I ain’t so sure. I still think young Harry is the glue in that marriage, but he wouldn’t be the first kid to go between Mommy’s house and Daddy’s house. Were Regina to write me, I would encourage her to opt out of this humiliating arrangement and, as they say, take the money and run. I have no idea what their prenup says, but he is loaded, and given what’s gone on, her life would continue as lavishly as before. The guilty party is quite evident here … plus, the mother gets the kid, no question.
There is just so much a girl can put up with, and with each revelation he is looking more like a skunk. I wrote my previous piece with the information I had. Knowing what I know now, I am no longer sympathetic. It is quite clear that Dave, like many another middle-aged guy, cannot resist the chase and, alas, 20-some years with one woman has become totally boring to him. A pity. I believe that in any real sense he has already lost the cozy family of three, and if more drek comes out, he may lose his show. Stay tuned.
Read more about: David Letterman, Entertainment, Joe Halderman, Margo Howard, Marriage, News, Relationships
























116 Reader Comments (so far…) Sign In or Register to comment
Dear Margo,
First, I really do not have a whole lot of interest in who Dave Letterman does or why or when or how. I actually cannot imagine WHY anyone would think that his sexual antics with his staff would be blackmailable material. I mean, if he were, for example, Roger Ailes, we could at least talk about his *hypocrisy* because he is part of the vast right wing conspiracy or something. But this is an entertainer. Yes…it sucks for his wife, it sucks for his kids, it probably sucked for those who had to (well never mind.. I will just use the term *date* him) . I do not understand why this story holds any interest even for the upper middle class elites. After all, we all know the only people who could possibly be guilty of sexual harassment are those proles with low foreheads who drive trucks and have playboy pinups in their cabs. Or those executives who vote Republican. Surely…a man as honorable and pro-choice and liberal who loves Obama could never use his position to gain sexual favors even if he is over 60 and probably needs a pill to perform. Those young women just love him for himself and not for the Super duper Platinum American Express Card pasted on his forehead!
Here’s the political part:
I do not understand why this story holds any interest even for the upper middle class elites. After all, we all know the only people who could possibly be guilty of sexual harassment are those proles with low foreheads who drive trucks and have playboy pinups in their cabs. Or those executives who vote Republican. Surely…a man as honorable and pro-choice and liberal who loves Obama could never use his position to gain sexual favors even if he is over 60 and probably needs a pill to perform. Those young women just love him for himself
I don’t know Letterman all that well, and now I’m especially glad I don’t. Karleen S, I think you are 100% right on.
I’ve heard him called a jerk, arrogant, stupid, disgusting, skunk, sad, etc… But, has anybody taken the time to write CBS and tell them how this makes them feel? He IS their Golden Boy, as is evident by their original comments which basically brushed it all aside by saying he’s said enough the first night and they wouldn’t do anything. Or, as Kathy Lee suggested contact the sponsors?
As a top-salesman once told me: Money talks - BullS**t walks. In other words, if No one lets them know this will start effecting their profit flow, they don’t really care what their Cash Cow does or says. Numbers make a difference. The more folks who sound off, the more they’ll listen. I intend to let my anger be felt. Then his sweetie can use her paid-for law degree to sit on his defense team.
Margo,
You’re a class act darlin’. You won me back with this piece. I appreciate your willingness to say what needed sayin’.