Telly Monster often appears as a reporter for Monster on the Spot, dressed in a hat and neck tie. While Sesame Street News often takes place in a variety of areas, "Monster on the Spot" reports usually cover things that happen on Sesame Street.
Telly once appeared in a Sesame Street News Flash sketch as a reporter. In that sketch it was mentioend that he worked for Sesame Street News, but he also referred to himself as a "Monser on the Street" reporter. In this appearance he wore a trenchcoat in addition to his hat and tie.
- Telly watches Melissa as she asks three kids if she can play with them.
- Big Sister and Little Brother
- Telly interviews a big sister, Nicole, asking her about the good and bad points of having a little brother, and then interviews the little brother, Robin (a baby), to get his side of the situation.
- Season 14: Telly interviews Billy Dee Williams about how to make friends.
- Season 14: Telly, David, and Luis discuss sadness.
- Season 15: Telly discusses school with a plumber.
- Season 15: Telly interviews a big sister and little brother.
- Season 16: Telly discusses healthy habits with Bob and Herry Monster.
- Episode 2405: Telly interviews Maria and Luis, who have just fallen in love with each other.
- Season 21: Telly interviews Jackie Joyner-Kersee in "Jackie Be Nimble".
- Big Bird's Birthday or Let Me Eat Cake: Telly asks Count von Count if he supports public broadcasting.
- Episode 3055: Telly interviews Little Miss Muffet, who has just gotten married and therefore has to change her nursery rhyme.
- Season 26: Telly, lost on Tiddlywinks Street, meets Picabo Street, which he thinks is a location and not a person.
- Episode 3788: Telly covers the world's shortest game of hide-and-seek.
- Episode 4059: Telly covers a story in which it's revealed that Curly Bear doesn't like porridge.
- Episode 4087: Telly interviews Baby Bear, who tells him the story of what The Three Bears did during their walk.
- Episode 4133: Telly covers "National Try a New Food Day" on Sesame Street.