On a recent episode of the talk show, David Letterman tried to play matchmaker for one of his staffers, Bob Borden. Bob, who runs the mail room at The Late Show, has been having difficulties meeting women since moving to New York City from his hometown of Stubenville, Ohio. In an effort to help Bob find a suitable companion, Letterman spent an evening interviewing young women in the office.
Unfortunately, Bob’s attempts at finding a date within the office have been unsuccessful due to a policy against co-workers dating. Bob even considered lying about his position, but as the mail delivery guy, he found it challenging to be dishonest. He has tried using pickup lines, but they haven’t had much success either.
Seeing Bob’s struggle, Letterman introduced him to some potential matches during the show. The host brought in women to meet Bob and see if there was a spark. Despite the introductions, Bob’s love life remains stagnant. He recently ended a four-year relationship with someone named Tony, who apparently plays hockey in Scotland.
Through it all, Bob has remained hopeful in his search for love. He mentioned that he enjoys scuba diving as a hobby and even tried skydiving once. Letterman and his team joked around with Bob during the interview, making light of his situation in an entertaining way.
While Bob’s journey to finding a companion may have hit some roadblocks, his positive attitude and perseverance shine through. The Late Show staff continue to support him, both in his quest for love and his role in maintaining the smooth operation of the show.
As the episode came to a close, Letterman congratulated Bob on his contagious optimism and provided words of encouragement. With his endearing personality and dedication to his job, it’s only a matter of time before Bob finds that special someone.
Make sure to catch the next episode of the talk show, David Letterman, for more entertaining moments and memorable characters like Bob Borden.
