Episode 035: Obtuse opens up with being broke back in the day and ask a question about the Cleveland “Browns”, then the boys jump into how their epic Friday night out with each other went down, CUPP’s Saturday night filled with Disney +, what the guys would do if they were ghost, talk a little about Kanye visit to Joel Osteen church and much more random talk.

Episode 034: the boys get started on updates regarding to their jobs, Obtuse tells a story of losing his keys over the weekend and “white powdered donuts”, CUPP then talks about his new puppy, and they discuss, break down & express their feelings about the whole situation of Drake being boo’d off stage at Tyler, The Creators Camp Flog Gnaw carnival/festival.

Episode 033: after week delay CUPP & Obtuse are back! They guys talk on their weeks and how their Halloween’s went. They talk and discuss about their feelings about Kanye West’s new album Jesus Is King, the formula of making songs & album nowadays, the topic No’s in November, and directing CUPP into full rage rant talk about setting up Christmas decorations early. And ending the show on talking and remembering John Witherspoon.

Episode 032: once more CUPP & Obtuse chop it up in a car session. But this time they get into the spirit of the Halloween/Spooky season and talk about horror films. Break down what movies they enjoy watching and which ones are terrible that hurt the movie genre & talk major shit about those hahaha.  :)

Episode 031: the Broskis have another lovely car session on a Monday night. JakeCUPP deals with allergies as Obtuse carries the show. Off the bat they talk about their two different eventful weekends; CUPP’s work situation, his girlfriend and drinking wine. And they cap off with a discussion about SoundCloud and what it does for rappers.

Episode 030: on this episode we start off by sponsoring without a sponsor with talking about Liquid Death water. Obtuse gives his thoughts about the DBK interview from last episode, then goes on to discuss his excitement for Eddie Murphy’s future stand ups and note advanced before dropping, CUPP’s review of the Joker movie, and tells the subject being addressed in it spoiler free. Talk a little about Ron from Jersey Shore being arrested for domestic abuse, 69 denying witness protection and the topic of celebrities getting away with stuff for being famous. Plus some nerd out topics, what we’re currently listening and more sponsoring of Liquid Death without being sponsored. :)

Episode 029: on this special edition of Between Broskis Podcast, JakeCUPP sits down and has a 1 on 1 interview via FaceTime with a internet friend & upcoming rapper, Chicago's very own Don’t Be Kendall (DBK).

Episode 028: JakeCUPP & Eddie Obtuse record this episode in CUPP’s car in front of Obuse’s house. Off the the bat starting the show off with Neon Moon mixed with Bob Ross references in the intro, and through the episode, the boys then reminence over times they use to chill and talk in the car back in the day. The topic discussions go from the Area 51 event this past week to Ash from Pokémon winning finally, conspiracy theories, the end of television with all these apps coming. Our main topic is the story of 6ix9ine’s testimony during the week. And to cap off the show Eddie pisses CUPP off with Logan Paul boxing match story that’s coming up.

Episode 027: The guys got back to Saturday night of recording fun. Obtuse starts off with a hilarious character to kick off the show, and then talks about being back to his normal hours finally, topic else we were a little slippy but talk a little on Nicki Minaj's retirement, her legacy, artist never really retiring,  and how we would retire with money. Then we go over Sony's CEO saying "the door is closed" on Spider-Man's MCU return, ASAP Rocky's attorney gettin shot in Sweden, the Nintendo Direct/Smash Bros update and whos top 5 to appear on the game. Football is back, going over it a little and who football players hit people and JakeCUPP's music suggestions for the week.

Episode 026: on this episode Obtuse talks about his week, how he give his dog a bath but accidentally getting some medicine on myself, a crazy conservation he had with a customer. CUPP then goes on about his “almost perfect” week. The main focus topic was talking about the new Dave Chappelle Netflix special Sticks & Stones. Our review on it, and breaking down the bad reviews from so many. With that we go on a bit of rant, running with this and how comedy is. Also we mention and discuss the story about Death Row Records being brought by Hasbro, the final Joker trailer & the Star Wars D23 special look.