| Episode | Title | Release Date | Guest Star |
|---|
| 1 | Stuck in the Riddle with You | 7/25/2018 | |
| 2 | My Puzzle Lies Over The Ocean | 8/1/2018 | |
| 3 | Everyone's Dead! | 8/8/2018 | |
| 4 | Guilty Beyond a Reasonable Mrs. Doubtfire | 8/15/2018 | |
| 5 | Greased Lightnin' Round | 8/22/2018 | |
| 6 | Sheep Impact! | 8/29/2018 | |
| 7 | Riddle Miss Sunshine | 9/5/2018 | |
| 8 | My Riddle Pony | 9/12/2018 | Arnie Niekamp |
| 9 | Quiz Bop | 9/19/2018 | |
| 10 | Judge, Jury, and Riddlecutioner | 9/26/2018 | |
| 11 | Night of the Living DEAD STOP | 10/3/2018 | |
| 12 | Three Men and A Riddle Lady | 10/10/2018 | Justin McElroy |
| 13 | Throw another Riddie on the Barbie | 10/17/2018 | |
| 14 | A Riddle A Day Saves Nine | 10/24/2018 | |
| 15 | Bleh Riddle Riddle! a.k.a. RiddleWeen | 10/31/2018 | |
| 16 | Riddle Nation | 11/7/2018 | |
| 17 | The Episode That Sounds a Riddle Bit Different | 11/14/2018 | |
| 18 | Hey Gobble Gobble! | 11/21/2018 | |
| 19 | A Puzzle a Day Keeps the Riddle Away | 11/28/2018 | |
| 20 | School Runnings | 12/5/2018 | |
| 21 | Jester Tester | 12/12/2018 | Brooke Breit |
| 22 | Sleigh Riddle Riddle | 12/19/2018 | |
| 23 | A Year End Riddie-view | 12/26/2018 | |
| 24 | New Year's Re:SOLUTIONS! | 1/2/2019 | Zach Reino, Jess McKenna |
| 25 | Puzzies and Wizzys | 1/9/2019 | |
| 26 | Rip Van Puzzies | 1/16/2019 | |
| 27 | Kiss, Kiss, Riddle Riddle | 1/23/2019 | |
| 28 | Thank you, Snake! | 1/30/2019 | |
| 29 | Dungeons & Dragons & Riddles | 2/6/2019 | Becca Barish |
| 30 | Love Arrow Arrow! (AKA Hey Kissy Kissy!) | 2/13/2019 | |
| 31 | Take a Riddle Bit Off the Top! | 2/20/2019 | |
| 32 | LOST Boyz! | 2/27/2019 | |
| 33 | The One With The Most | 3/6/2019 | |
| 34 | The More You Know! | 3/13/2019 | |
| 35 | JUST Trains & Automobiles | 3/20/2019 | |
| 36 | Dear Diary... | 3/7/2019 | |
| 37 | Raccoon Penis Bone! | 4/3/2019 | |
| 38 | The Great Butterbeer Showdown! | 4/10/2019 | |
| 39 | Horse Court | 4/17/2019 | TJ Jagodowski |
| 40 | All Sherlock! | 4/24/2019 | |
| 41 | Dr. Funny Comedy | 5/1/2019 | |
| 42 | Post Potatoes | 5/8/2019 | |
| 43 | He's Mimble!!! | 5/15/2019 | |
| 44 | Adal's $100 Give Away!!! | 5/22/2019 | |
| 45 | Lucky Songbird! | 5/29/2019 | Jon Gabrus |
| 46 | It Came from the Basement! | 6/5/2019 | |
| 47 | Pyramid-Life Crisis! | 6/12/2019 | |
| 48 | Boat Detective | 6/19/2019 | Hayes Davenport |
| 49 | Carrot Bottom! | 6/26/2019 | |
| 50 | Fifty Riddles GUARANTEED! | 7/3/2019 | |
| 51 | JANETMORPH! | 7/10/2019 | Janet Varney |
| 52 | Body Magic! | 7/17/2019 | |
| 53 | It's Been... ONE YEAR! | 7/24/2019 | |
| 54 | A Star is Wars! | 7/31/2019 | Jeffrey Cranor |
| 55 | Just Plain Comedy! | 8/7/2019 | |
| 56 | Hey Riddle City! A Pod Noir, Part 1 | 8/14/2019 | |
| 57 | The Question Is The Answer! | 8/21/2019 | The Teachers Lounge |
| 58 | Flirty Chef! | 8/28/2019 | |
| 59 | That Sucks! That Rules! | 9/4/2019 | |
| 60 | Floor Soup! | 9/11/2019 | |
| 61 | Fun At Songs | 9/18/2019 | |
| 62 | Hey Riddle City Part 2! | 9/25/2019 | |
| 63 | A Pun in the Pool | 10/2/2019 | |
| 64 | The Purple Episode | 10/9/2019 | |
| 65 | Watson Can You Hear Me? | 10/16/2019 | |
| 66 | On The Ground, In Disguise | 10/23/2019 | |
| 67 | Bleh Riddle Riddle 2! | 10/30/2019 | |
| 68 | The Birds, the Bees, the Nicholas Cages | 11/6/2019 | |
| 69 | Dirty Sexy Riddles | 11/13/2019 | |
| 70 | Hundie Dollie Giveaway Returns! AKA Rap For Daddy! | 11/20/2019 | |
| 71 | Kid Friendly Episode (really!) | 11/27/2019 | |
| 72 | Skull & Boneheads | 12/4/2019 | |
| 73 | Sharkest Heart | 12/11/2019 | |
| 74 | Booty Butt | 12/18/2019 | |
| 75 | The Night Before Puzzmas w/J.P. Riddles | 12/25/2019 | |
| 76 | How Far Up The Egg Do The Pants Go? | 1/1/2020 | |
| 77 | ON MY GIRLFRIENDS BIRTHDAY??? | 1/8/2020 | |
| 78 | James Bond's Cousins | 1/15/2020 | |
| 79 | I Used To Be An Improviser | 1/22/2020 | |
| 80 | Beef Thief! | 1/29/2020 | |
| 81 | Hey Riddle City Part 3!` | 2/5/2020 | |
| 82 | A Female Robot With A Cowboy Hat | 2/12/2020 | |
| 83 | Kiss Your Clone! | 2/19/2020 | |
| 84 | Riddle Me Shakespeare | 2/26/2020 | |
| 85 | EduCake | 3/4/2020 | |
| 86 | Hey Nintendo Cafe! | 3/11/2020 | |
| 87 | Not Enough Buckles | 3/18/2020 | |
| 88 | Sopa De Ropa | 3/25/2020 | |
| 89 | Puzzbot's April Fools | 4/1/2020 | |
| 90 | Bad Riddles Unit | 4/8/2020 | |
| 91 | Gotcha From The Magic Castle | 4/15/2020 | |
| 92 | Unicorn Boner | 4/22/2020 | Demi Adejuyigbe |
| 93 | Smart Dog/Dumb Dog | 4/29/2020 | |
| 94 | Good Will Farting | 5/6/2020 | |
| 95 | Alone Together For The First Time! | 5/13/2020 | |
| 96 | It's Opposite Day | 5/20/2020 | |
| 97 | Take Me To Your Riddles | 5/27/2020 | |
| 98 | Degrees! | 6/3/2020 | |
| 99 | Bottles of Beer on the Wall | 6/10/2020 | |
| 100 | A Hundred Episodes, A Dozen Laughs! | 6/17/2020 | |
