Unsupervised with Syd & TP

"Best Of 2025" – December 31, 2025

Main Theme:
Syd Colson and Theresa Plaisance (TP)—former teammates, best friends, and co-hosts—ring in the New Year by revisiting and riffing on their favorite wild, hilarious, and unfiltered podcast moments from 2025. True to their style, the episode veers off course repeatedly and joyfully, capturing the energy of an off-the-rails group chat. Along the way, they celebrate inside jokes, dish on sports and pop culture, spotlight memorable guests (including inanimate ones), and wrap up with awards, life lessons, a heartfelt poem, and plenty of banter.

Key Discussion Points & Insights

Welcoming 2026 & Setting the Scene

• New Year’s Cheers and Resolutions
  • Syd expresses a classic “do better” energy with resolutions.
    • “I hope you have your resolutions ready, but be ready to commit this year. I'm kind of sick of them saying they're gonna do something and they don't do it.” (Sid, 00:13)
  • TP encourages listeners not to “change watching unsupervised.”
    • “If you're gonna choose to change anything in your life, don't change watching unsupervised.” (Teresa, 00:21)
  • They reveal their new nickname for listeners: “babysitters,” as Syd and TP are “unsupervised” adults who need monitoring. (01:08)
  • Running joke about needing luck to listen to the chaos:
    • “Because it's gonna be hellish.” (Sid, 01:31)

Family, Advice, and Generational Quirks

• Unfiltered Parent Wisdom
  • Syd’s mom's perpetual advice:
    • “Anytime we leave to go somewhere, she said, do not trust anybody. I mean anybody.” (Sid, 01:54)
• Misunderstandings & Cancel Culture Jokes
  • Confusion between “inward” and “N word.”
    • “Did you just call me the N word? We're already cancelled.” (Sid, 02:09)
• Listener-Babysitter Connection
  • Introducing a “virtual handshake,” which is basically scissoring one hand into the other—a typical audio-visual inside joke. (02:27)

Games, Absurd Scenarios, and Unhinged Holiday Antics

• Dark Holiday Game – “The Polar Express Problem” (03:03–05:25)

  • Syd presents a classic trolley problem: Save your family or 100 strangers (unexpectedly, Jan 6th participants).
  • Notable reaction:
    • “This is the darkest, jolly Christmas spirited game I feel like I've ever been a part of.” (Teresa, 03:47)
    • “You just saved all of them over your family. No. That's hella embarrassing.” (Sid, 04:58)
  • TP’s response: “I'm cranking that lever the other way. I would jump on that lever.” (Teresa, 05:16)

• Connectedness to Nature, with a Gay Twist

  • Syd riffs on the idea of trees whispering (“lesbo,” “dyke”) as they pass by, poking fun at paranoia and community stereotypes.
    • "You think a nail salon's bad? Walk into the forest." (Teresa, 06:27)

Airport Security Rants & Everyday Dehumanization

• Getting Gendered at TSA (07:01–09:53)
  • TP recounts being repeatedly misgendered and patted down at airports, despite precheck status.
    • “You would think as a white man, I'd get more in society. It never worked out for me. It never once did.” (Teresa, 07:37)
    • “No, I need a woman to do it. She was like, why? And I was like, because I'm not a man. I prefer someone of my own gender. And she was like, well, you don't look like a woman.” (Teresa, 09:38)
  • Syd lampoons typical TSA attitudes, giving a reenactment full of deadpan sass.
    • “Unless you're stupid and you can't comprehend this simple shit I'm saying right now...” (Sid, 10:46)

WNBA Errors and Identity Mix-Ups

• WNBA Mix-ups: Mistaken Identities (11:40–13:14)
  • TP’s own trading card featured her name but another player’s (Jordan Hooper’s) picture—a pointed commentary on white players being conflated.
    • “I still signed every single one. When this topic came up, I literally went to ebay and I purchased that card.” (Teresa, 13:13)
  • Ongoing issues: jersey name misspellings, incorrect photo attributions.
  • Key quote: “The moral story is not all white people and not all black people look the same. Me and Jordan aren't the same person. Kelsey Mitchell and Erin McDonald also aren't the same person.” (Teresa, 14:12)

Referee Mistakes, Mistakes in Life, and Compassion

• Comparing players’ reactions to referee errors with real-life typos and errors.
  • “I don't have thousands of fans being like, you misspelled restaurant.” (Teresa, 15:56)
  • “Refs: Public embarrassment is hard. You are publicly held accountable at all times. And also no one's cheering for you.” (Teresa, 16:13)

Locker Room Overshares & WNBA Rituals

• The “Skid Mark” Scenario (16:32–19:23)
  • Sid describes an athlete discovering another’s soiled underwear in the locker room; TP details a theatrical, overly complicated intervention.
• Birthday Spankings:
  • Sid’s delighted take on WNBA birthday traditions, which inevitably feature teammates slapping the birthday girl’s butt.
    • “I love WNBA birthdays because it means a few lesbos are gonna slap my butt.” (Sid, 19:23)
    • “Everybody else runs through to not get hurt. … You were absorbing each and every one.” (Teresa, 19:42)
    • Detailed play-by-play of each teammate’s approach.

Unsupervised Unnecessary Awards – Superlatives for All (23:16–26:08)

• Best Potential TSA Worker: Kia Copper, for “worst attitude.” (24:11)
• Coach Most Likely to Hit a Ref: Tie between Cheryl Reeve, Becky Hammon ("the calm before the storm"), and Tyler Marsh ("closest to actually succeeding in this"). (24:54–26:08)

Pop Culture Critique: American Eagle’s Eugenics Gaffe (26:15–29:54)

• The infamous jeans/genes campaign is dissected for dog-whistle undertones.
  • “It's riddled with eugenics…there’s no other way to put it.” (Sid, 26:58)
  • Calls for more diversity behind the scenes in campaign approvals.
  • “Super disappointing, but like, super not surprising…we're not shopping there anymore.” (Sid, 28:57)

Names, Nicknames, and Racial Stereotypes (29:57–32:23)

• TP reveals her middle name is Monique, causing both humor and reflection about how white parents use middle names in discipline.
  • “White people only get their middle names used if you're in, like, severe trouble.” (Teresa, 31:11)

Cancel Culture Skits and Poking Fun at Stereotypes (32:23–32:51)

• Ongoing gag about TP not being racist despite a photo almost cropped at “GER.”
  • “White people love to just say it was a big misunderstanding. I'm like, no, you did it.” (Teresa, 32:51)

Thrift Store Adventures (34:19–42:20)

• TP’s epic saga to score a shirt from a thrift store, bribes, and passive-aggressive politeness with employees Joy and Amy.
  • “If your namesake is Joy, bring that. If your name is Blessing, be a blessing.” (Teresa, 42:12)
• Syd muses about giving life to inanimate objects (sofas, etc.) in moments of frustration.

Community Service and Life Lessons

• Serving at Aaron Nesmith's Charity Dinner
  • Syd on “cranberry duty” and her passion for cranberry sauce.
    • “I was phenomenal. It's nothing to brag about, but also, it is...” (Sid, 44:12)
  • Reflection on the joy of giving back.

Representation, Trolling, and Queerness

• Discussion on how media representation doesn’t dictate sexuality; both recall growing up around “tons of straight people” and still turning out gay. (46:43–47:04)
  • “Let’s start understanding definitions of things and applying them to our lives into situations.” (Sid, 47:04)

Family Holiday Skits: Stirring the Pot (47:04–51:31)

• Skits:
  • Drunk uncle and the “little job” grandma—classic awkward family dynamics at holiday gatherings.

“Freaky Friday” Swap: Racial & Gender Comedym

• If Syd and TP switched bodies for a day:
  • TP would try jumping, just to “see if I have some spring.” (53:14)
  • Syd would just “drive Sally”—TP's car—to New Orleans. (52:33)
  • TP would (privately) say rap lyrics she doesn’t say as a white person.
    • “It's not for us. Don't use it.” (Teresa, 54:55)
    • “Stop giving passes. I can't stand them. Type of black people…stop giving people passes to say it.” (Sid, 55:24)

Heartfelt & Hilarious: The Birthday Poem (57:12–61:27)

• TP rides out her dyslexia anxieties and reads a heartfelt, original (and very long) birthday poem for Syd.
  • “You're not just my best friend, but you're my chosen fam…my kindred spirit, my hype wool man.” (Teresa, 59:45)
• Emotional moment: Both hosts are moved by the memories and affection.

The Great Dildo Incident: WNBA Gone Wild (61:47–70:22)

• Recap: During a Golden State Valkyries at Atlanta Dream game, a dildo (“The Mean Green”) is thrown onto the court, leading to on-court commotion and a mock investigation.
• Syd and TP break down the “science” of the throw, theorize on who might have done it, and imagine the backstory, finally “interviewing” the Mean Green as a guest.
  • “I try to bring joy and pleasure to people. I…ain't never in no position trying to hurt nobody. This was me just having fun.” (“Mean Green,” as voiced by Sid, 67:55)
• On representation: “It's just exciting to be, like, a motivator for people…like, we could be out in public.” (“Mean Green,” 69:27)
• Security’s awkward retrieval with a handkerchief is recounted:
  • “Like, it was infection control. And the security…picked it up.” (Sid, 65:18)

Closing Bits & Final Thoughts (70:22–End)

• Syd and TP extend the “babysitter” contract to listeners but admit they still can't pay them.
• TP: “Don't forget to throw kindness around like confetti today and every day in 2026.” (Teresa, 70:35)
• Playful outro rapping, returning to their inside joke—“Unsupervised. Unsupervised. Unsupervised.”

Notable Quotes & Memorable Moments

• On Listener Resilience:
  • “Good luck to you guys…because it's gonna be hellish.” —Sid, 01:27
• On TSA and Identity:
  • “You would think as a white man, I'd get more in society. It never worked out for me.” —Teresa, 07:37
• On WNBA Mistaken IDs:
  • “Me and Jordan aren't the same person…Kelsey Mitchell and Erin McDonald also aren't the same person.” —Teresa, 14:12
• On Referee Errors:
  • “I don't have thousands of fans being like, you misspelled restaurant.” —Teresa, 15:56
• On the Birthday Butt-Slapping Ritual:
  • “Lesbian or not, I'm getting my butt hit several times on my birthday…and so I savored in that moment.” —Sid, 19:33
• On Call-outs and Cancel Culture:
  • “White people love to just say it was a big misunderstanding. I'm like, no, you did it.” —Teresa, 32:51
• On Being Earnest and Silly:
  • “You're not just my best friend, but you're my chosen fam…my kindred spirit, my hype wool man.” —Teresa, 59:45
• On Representation & “Mean Green”:
  • “It's just exciting to be, like, a motivator for people…like, we could be out in public.” —Sid as “Mean Green,” 69:27

Timestamps for Segment Highlights

• 00:10–01:41: New Year’s welcome, babysitter nickname, family wisdom
• 02:48–05:25: Holiday trolley problem game
• 06:27–06:37: Trees, queerness, nature jokes
• 07:01–09:53: Airport/TSA gender profiling stories
• 11:40–13:14: WNBA card mistakes & significance
• 15:02–16:26: Referee mistakes & public embarrassment
• 16:32–23:15: Locker room overshare, WNBA birthday traditions
• 23:16–26:08: Unnecessary Awards (player & coach superlatives)
• 26:15–29:54: American Eagle’s "genes/jeans" ad critique
• 34:19–42:20: Thrift store saga
• 44:12–46:43: Cranberry duty and giving back
• 46:43–47:04: Media representation, queerness
• 47:04–51:31: Holiday family drama skits
• 51:31–55:33: Freaky Friday identity/body swap
• 57:12–61:27: Birthday poem for Sid
• 61:47–70:22: The Mean Green (dildo) incident and interview
• 70:22–End: Final thanks, kindness, and silly outro

Tone, Style & Energy

The episode is raucous, raw, and loving—Syd and TP veer from teasing to earnestness to absurdity without warning, blending sports talk with pop culture, gay jokes, identity politics, and improbable games. Whether riffing on serious anti-racism or recounting the trajectory of a rogue sex toy at a WNBA game, their chemistry and candor are irresistible.

A must-listen for anyone who loves unscripted laughs, women’s sports shenanigans, queer joy, and the comfort of a friendship where nothing—absolutely nothing—is off limits.