When it comes to most talk show hosts, they spend years on end talking directly to their loyal audience about aspects of their life. Of course, as is the case with most of us, TV hosts spend a huge portion of their life with their families. For that reason, it makes all the sense in the world that talk show hosts sometimes tell tales about their loved ones, especially when it comes to their spouse and kids.

Once audiences spend hours upon hours watching their favorite host speaking about their kids, it makes sense that they come to care about them. For example, throughout Regis Philbin’s many years as a television host and even now that he has sadly passed away, many of his fans care about his kids and hope that they have a healthy and happy life.

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Given the fact that David Letterman was a talk show host for so long, regular viewers of his have learned a thing or two about his son, Harry. With that in mind, it begs an obvious question: what has gone on in Harry Letterman’s life in recent years.

Updated on December 9, 2022: Harry Joseph Letterman turned nineteen earlier this year. He is officially a college attendee, and his dad admitted he was devastated to see Harry Joseph leave for school. David also shared that to cope with this new season of life, his first conversation with Harry after leaving for college regarded meeting "the guy who sells weed" to help ease any tension after moving out.

A Look Into David Letterman's Legendary Career

Easily among the most successful talk show hosts of all time, David Letterman is an undisputed television legend. After all, if you factor in Dave’s two hugely popular late-night talk shows, he entertained the masses most nights from 1982 until 2015.

Currently enjoying the benefits of mostly retiring, David Letterman seems to greatly enjoy it when he agrees to be interviewed by several of his long-time pals in the business. Also, not completely willing to hang up his hosting duties, he is the host of Netflix’s My Next Guest Needs No Introduction with David Letterman. Since that show debuted in 2018, giving viewers several episodes to watch.

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Harry Letterman’s Early Days

All the way back in 1968, David Letterman married his college sweetheart, Michelle Cook. Sadly, the couple ultimately wasn’t able to make things work which allowed Letterman to begin dating a woman named Regina Lasko in 1986. Together to this day, Letterman and Lasko eventually tied the knot in a courthouse civil ceremony that took place in 2009. Several years before Letterman and Lasko got married, their son Harry was born in 2003.

For most celebrities, the worst thing they have to fear from the public is getting inundated by autograph requests whenever they are out in the public. In the case of David Letterman, however, his fame and the fortune that he has made as an entertainer resulted in some very serious situations. For example, at one point, someone tried to blackmail Letterman after threatening to go public with information about Dave’s affairs. Sadly, another scary situation involving Dave revolved around his son.

After hiring someone to paint parts of his home, David Letterman was shocked to learn that the man had planned to kidnap his son in order to demand a $5 million ransom. Worse yet, Harry was only 16 months old when the man planned to steal him away from his family. Thankfully, his plans were foiled by the police and Harry remained in his family’s safe embrace.

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Harry Letterman Has Grown Up Over The Years

Sadly, in real life, a lot of people have really negative relationships with their family members. Of course, the same holds true for celebrities. For example, it is well known that Mariah Carey’s father was never in the picture. However, in the case of David Letterman, he has made it extremely clear that he simply adores his son, Harry.

Speaking about the nature of love during an interview, David Letterman spoke about how much he loves his wife while also saying things are different when it comes to his son. “You are in love with your wife,” the star once said of his marriage. “But the real deal doesn’t happen until you have a kid.”

Based on a 2020 interview David Letterman gave to Howard Stern, Harry currently stands at 6 foot, 1 inch. Based on that interview, other things that can be assumed about the young man include the fact that his main focus is his schooling and that he is attempting to find his place in the world. At one point during that same interview, Dave said the only good part of quarantining is that it has allowed him to spend more time with his son. Continuing to gush, Dave said Harry is a “goofball”, who is “very entertaining”. Hearing that, it is understandable that many of Dave’s most ardent fans have hoped that Harry will follow in his dad’s footsteps.

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