Rupert Jee's First and Last on Letterman, 1993 & 2015

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Published 2020-10-04
Rupert Jee appeared on Late Show more than any other human: an astounding 401 times, or 9.5% of the show's nearly 22-year run. His first was on September 20, 1993 (Show #16) as part of Dave's live remote series "Meet the Neighbors." His last was on the penultimate Late Show, May 19, 2015 (#4,213).

1. September 20, 1993. Meet the Neighbors.
2. May 19, 2015. A Retrospective.

The complete Fun with Rupert collection is here:    • Fun with Rupert Collection on Late Sh...  

All Comments (21)
  • @shanetography
    I met Rupert in 2007 when I visited my brother in NYC. We went to lunch at the Hello Deli. I didn't expect to see Rupert working the register...I figured he would have employees doing that since he had gotten so "big" on Letterman. But we went in and sure enough, Rupert was right there, manning the register, taking orders, making sandwiches, etc. I ordered and then asked if I could get a picture with him, and he was really kind and gracious to let my brother snap a shot with him. I asked him if that got old, and he was really humble, saying something like "It comes with the territory...I don't mind." I loved meeting him! Oh, and the food was delicious, by the way! :)
  • @ATHIP12
    Today I learned it wasn't Rupert G. It was Rupert Jee. I've had it wrong for 30 years.
  • Rupert was always great. I can’t believe he went along with some of them.
  • I've met Rupert a handful of times at his Hello Deli. He is as humble and down to Earth as he appears. He really does stand behind the register. He never once got paid by Letterman or CBS to appear on the show, and doesn't care that he didn't. And he doesn't have any pictures or autographs from Letterman hanging in his Deli. If you didn't know he was on Letterman so frequently, you would have no idea by walking into his deli. Now I don't know anything about his personal finances, or how big his house is. I would imagine he's done incredibly well for himself, and lives quite comfortably. But he is literally just a regular, hard-working New Yorker.
  • @Beardsandbars
    Letterman feeding lines to Rupert Jee was what got me hooked on Letterman. Comedy gold.
  • In 1995 I met Rupert Jee when my dad took us to NYC to visit his old USMC buddy who lived in Brooklyn. It was amazing. I got lunch at his deli and talked to Rupert personally for like half an hour while he posed for pictures with us. It was truly awesome. He was SUCH a nice guy and made me laugh a lot telling me stories about the crazy stuff he and Dave did for laughs. I will always remember it as a testament to the greatest city on earth.
  • @Danimal77
    This brings back memories. I watched all of these skits when they originally aired in the 90's. Thanks Don!
  • @kevintieu5198
    Seeing the crowds on the street waving at the camera makes me miss the 90s when people seemed so innocent and friendly then.
  • My mother and I went to the Hello Deli and bought all our Letterman souvenirs there. He took a pic with me and autographed a napkin for me. I love Dave, and I love Rupert!!! Rupert was my favorite Letterman guest!!! Love these guys.
  • @fatehsher
    Dave is a genius at reading people and treats people who are humble really kindly.. he instantly liked Rupert because of his personality. At one point Dave tells him to ask for a 5 pounder, and they tell him they don't have that. So Dave tells him to say "can I have 20 quarter pounders, I'm trying to build my own 5 pounder" 🤣🤣🤣🤣🤣
  • @tthom2459
    That last one with Rupert and the girls at the outdoor table was my all-time fav. "That's my THUMB" . . . I lost it . . . then the big yellow gloves at the end . . . I think I woke up the neighbors laughing hysterically. Those were the days of late-nite comedy.
  • @mazs1123
    I forgot how good Rupert was at redelivering Dave's lines.
  • @pereldh5741
    I’m swedish & visited NY in 2011. Never managed to see the show but DID buy a Letterman mug from Rupert himself - huge! 🙂
  • @har9020
    I met Rupert in the deli in the mid to late 90s. Very humble and quiet guy. Posed for a pic with me. And he got paid the SAG minimum (ranged from a few hundred to several hundred over the years) when he was on the show.
  • @ponypanda5001
    Rupert Jee is such a G. Always loved seeing him on Letterman.
  • @dexterm1285
    The Rupert bits were some of the best in the 90s.
  • @khunopie9159
    Back in 95 I called Jee's shop, from Seattle. I spoke briefly to Rupert and congratulated him on his Letterman success. He was friendly and appreciated the call!
  • Great stats on Rupert's appearances! I ate at the Hello Deli and met Rupert before the taping of the Late Show. He was super nice...and the sandwich was great too!
  • @johncritch6812
    I watched this show religiously seen Rupert many many times.