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Pessimism At Its Finest
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Episode 88 - Heated Absenteeism
29 mins; April 03, 2026
Episode 87 - TIFFTY! Recap of TIFF 50
38 mins; October 14, 2025
Episode 86 - Mannequins and Engagement Rings: The Demise of the Hudson's Bay Company, Reducing Big Backtivity, and Settle Down Aversion
19 mins; June 07, 2025
Episode 85 - Love at Wrestlemania and My Thoughts on Michael B. Jordan's Movie “Sinners”
19 mins; May 24, 2025
Episode 84 - VegasMania: The Greatest Trip of my Life
28 mins; May 17, 2025
Episode 83 - WrestleMania 41 Match Predictions
37 mins; April 15, 2025
Episode 82 - WWE VegasMania! - A Yes or No Debate
19 mins; April 06, 2025
Episode 81 - The First Episode of 2025. The Last Episode of my 20s.
11 mins; January 23, 2025
Episode 80 - Love, Lust, and Literature with Meg Becker
72 hours 43 mins; November 17, 2024
Episode 79 - Montreal and Married Men being the Most Single Men…Again!
25 mins; November 10, 2024
Episode 78 - The 49th Toronto International Film Festival (TIFF)
24 mins; September 16, 2024
Episode 77 - WWE Week in Toronto and a Recap of the Sami Zayn Comedy Show
24 mins; August 17, 2024
Episode 76 - Debuts and Decisions: Music, Money, Presidential Debates, and Spiders
19 mins; July 02, 2024
Episode 75 - Alex v. Nature
13 mins; June 20, 2024
Episode 74 - We need to talk about “Baby Reindeer”, “The Idea of You”, and Harrison Butker
18 mins; May 24, 2024
Episode 73 - I Went to Wrestlemania 40, Wore a Cowboy Hat, and It's Now My Entire Personality
17 mins; April 22, 2024
Episode 72 - "Ghosts of the Wilderness: An Everyday Guy’s Search for America’s Rare and Elusive Wildlife" with Daniel Toujours
63 hours 12 mins; February 24, 2024
Episode 71 - 2023 Was Not My Year
13 mins; December 31, 2023
Episode 70 - Reclaiming my Hacked Instagram Account
31 mins; December 02, 2023
Episode 66 - The Blue Screen of Death and The Date From Hell
21 mins; November 30, 2023
Bonus Episode 9 - Spotify Wrapped 2023 featuring WWE
12 mins; November 29, 2023
Episode 69 - My Thoughts on October and The Golden Bachelor
17 mins; November 03, 2023
Bonus Episode 8 - After Everything (A Movie Recap)
34 mins; September 14, 2023
Episode 68 - The White Tent Obstruction, Featuring Nickelback. A Free Film by TIFF!
14 mins; September 13, 2023
Episode 67 - St. John’s, Newfoundland and Labradoodle
18 mins; September 10, 2023
Episode 65 - LET HIM UNSCREW YOUR WATER HOSE
23 mins; June 20, 2023
Bonus Episode 7 - Alex’s Wrestlemania 39 Predictions
11 mins; April 01, 2023
Episode 64 - Love Is Blind - Season 4, Episode 1-5 (A Netflix Series Recap)
29 mins; March 27, 2023
Episode 63 - Alexandria vs. The Cemetery Manager/Mausoleum Specialist
18 mins; March 11, 2023
Bonus Episode 6 - Sex/Life (Season 2): A Netflix Show Review
58 mins; March 05, 2023
Episode 62 - It is the Year 2023. Kevin McCarthy lost 14 times, Andrew Tate is in Jail, and Prince Harry is a Meme
27 mins; January 08, 2023
Episode 61 - Screaming, Kinda Throwing Up with Antonio
20 mins; December 18, 2022
Episode 60 - He’s a 10 but he’s an Urban Planner with Antonio
31 mins; November 27, 2022
Episode 59 - The King and Spadina Debate
21 mins; November 06, 2022
Episode 58 - Scott Bradlee’s Postmodern Jukebox at Roy Thompson Hall
19 mins; October 29, 2022
Episode 57 - Good Morning, Baltimore!
13 mins; October 20, 2022
Episode 56 - The Queen Died, Charles is King, and I Missed Hero Fiennes Tiffin at TIFF2022
16 mins; September 11, 2022
Episode 55 - The Drunkest Episode Ever! with Jo, Host of the Filthy Feminine Podcast (Part 2)
47 mins; September 03, 2022
Bonus Episode 5 - After Ever Happy (A Movie Review)
39 mins; September 01, 2022
Episode 54 - The Filthy Feminine with Jo (Part 1)
45 mins; August 20, 2022
Episode 53 - Alexandria’s Hot Girl Summer
16 mins; August 14, 2022
Episode 52 - An Evening with James Vincent McMorrow in Toronto
29 mins; July 25, 2022
Episode 51 - My AC Broke But I'm Still Enjoying Life
10 mins; July 19, 2022
Episode 50 - Alexandria In Bogotá
31 mins; June 19, 2022
Episode 49 - The Cost of Being a Wedding Guest
18 mins; May 15, 2022
Episode 48 - A Master’s Degree but No More Bessie
9 mins; May 01, 2022
Episode 47 - WrestleMania 38...and Another Life Update
26 mins; April 09, 2022
Bonus Episode 4 - My Experience with the Filter Off Dating App
11 mins; March 13, 2022
Episode 46 - Love is Blind…or is it Blurry? (Season 2 Recap)
24 mins; March 10, 2022
Episode 45 - Ding Dong, the Shrimp is Dead (The Bachelor Recap #4, Clayton's Season)
23 mins; February 18, 2022
Episode 44 - Shrimp Gate and a Life Update (The Bachelor Recap #3 of Clayton’s Season)
16 mins; February 12, 2022
Episode 43 - Living Abroad in China with Michael
44 mins; January 18, 2022
Episode 42 - I Have ADHD, You Have ADHD, We All Have ADHD! (The Bachelor Recap #2, Clayton’s Season)
20 mins; January 14, 2022
Episode 41 - The Tristan Thompson Raw Doggery and the First Episode of Clayton's Season of the Bachelor
19 mins; January 05, 2022
Bonus Episode 4 - Feedback from the Astroworld Festival Interview
8 mins; January 02, 2022
Episode 40 - You Went to the Astroworld Festival and All You Got was this T-Shirt? feat. Jose (Season 3 Finale)
59 mins; December 30, 2021
Episode 39 - Emily In Paris, Season 2 (A Netflix Series Recap)
30 mins; December 29, 2021
Episode 38 - Everything is Gonna Be, Okay? (Insecure HBO Series Finale Recap)
18 mins; December 28, 2021
Episode 37 - Happy Holidays Ya Filthy Pessimists
14 mins; December 24, 2021
Episode 36 - Coming Out Colton (A Netflix Series Recap)
35 mins; December 16, 2021
Episode 35 - Spotify Wrapped, Bachelor Nation’s November of Messy, Review of Adele’s Album 30 + Insecure HBO Episode 6 Recap
32 mins; December 05, 2021
Episode 34 - My Eye Strain Story, Kim and Pete, and Insecure HBO S5, E4 & 5 Recap
20 mins; November 25, 2021
Episode 33 - “Everyone I Know Is Thriving, In Abundance, Limitless” (HBO Insecure Recap and My Thoughts About the Astroworld Tragedy)
29 mins; November 12, 2021
Episode 32 - I Rework Trap Songs for the Lord (Insecure HBO Season 5, Ep 1 and 2 Recap)
21 mins; November 07, 2021
Bonus Episode 3 - Alexandria’s Halloween 2021
16 mins; November 02, 2021
Episode 31 - I Didn’t Come Here For a Laugh, It Just Happened to Occur
22 mins; October 17, 2021
Episode 30 - Getting ‘Inked’ with Michelle Coley
27 mins; October 10, 2021
Episode 29 - Bachelor In Paradise (Season 7) Recap
17 mins; October 03, 2021
Episode 28 - Sex Education, Season 3 (A Netflix Show Recap)
41 mins; September 25, 2021
Episode 27 - The Upcoming Canadian Election, Donda vs. CLB, the MET Gala, and the VMAs
22 mins; September 19, 2021
Episode 26 - Thrust for the Lust with Guyel, Founder of Clap Cleats
19 mins; September 12, 2021
Episode 25 - The Messiest B*tch You Ever Did See
21 mins; September 05, 2021
Episode 24 - After the Final Rose (Season 2 Finale & Bachelorette Recap #9)
10 mins; August 14, 2021
Episode 23 - Hometowns and Greg's Fall From Grace (Bachelorette Recap #8)
27 mins; August 05, 2021
Episode 22 - Therapy and Transformation Life Coaching with Benson Fox
26 mins; August 01, 2021
Episode 21 - Katie’s Men Tell All (Bachelorette Recap #7)
14 mins; July 27, 2021
Episode 20 - A Late, Late Bachelorette Recap (Bachelorette Recap #6)
11 mins; July 23, 2021
Episode 19 - To Be or Not to Be Childfree with Lauren, Host of “Southern Fried Recovery”
51 mins; July 11, 2021
Episode 18 - Protect Greg and Michael at All Costs (Bachelorette Recap #5)
8 mins; July 08, 2021
Bonus Episode 2 - Sex/Life: A Netflix Show Review
34 mins; July 04, 2021
Episode 17 - Let Me Bend You Over and Show You All 50 States (Bachelorette Recap #4)
15 mins; July 02, 2021
Episode 16 - Getting Hot Boxed with Mickey Knox and A Blind Chick, Hosts of the "Blunted After Dark" Podcast
69 hours 26 mins; June 27, 2021
Episode 15 - This Ain’t the Bachelorette, it’s America’s Worst Trauma Race (Bachelorette Recap #3)
19 mins; June 22, 2021
Episode 14 - My Thoughts on the Call Her Daddy x Spotify Deal + A Little Pest Named Karl (Bachelorette Recap #2)
12 mins; June 16, 2021
Episode 13 - All Things Wrestling with Erik from the Hard Mark Podcast
50 mins; June 13, 2021
Episode 12 - And the First Impression Rose Goes to Greg! (Bachelorette Recap #1)
9 mins; June 08, 2021
Season 2 Trailer
42 secs; May 29, 2021
Episode 11 - The Men of Katie's Season of the Bachelorette with Jenelle
57 mins; May 29, 2021
Welcome To Pessimism at its Finest
29 secs; May 20, 2021
Episode 10 - Abolish Costco (The Season 1 Finale)
39 mins; May 12, 2021
Episode 9 - We Cannot Drive, Yet We Have A Lot of Opinions with Antonio (Part 2)
59 mins; May 02, 2021
Episode 8 - Call Her Daddy v. Sofia With an F (and that's our Mandate for Today) with Antonio (Part 1)
27 mins; April 25, 2021
Episode 7 - The Art of Food Photography and Brand Design with Niki
36 mins; April 11, 2021
Bonus Episode 1 - The Royal Interview: Fact Check
10 mins; April 06, 2021
Episode 6 - We Met At Work and Became Best Friends with Courtney
28 mins; April 04, 2021
Episode 5 - So, You've Traveled To Over 30 Countries with Kyle S.
27 mins; March 28, 2021
Episode 4 - A Single Bachelor, No Engagement
13 mins; March 17, 2021
Episode 3 - Recapping Matt James' Season of The Bachelor with Thanks For Your Concern
37 mins; March 14, 2021
Episode 2 - The Royal Interview
6 mins; March 09, 2021
Hello, What am I even doing?
3 mins; March 05, 2021
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