Ill Advised with Stefani & Ray

Ill Advised with Stefani and Ray is a comedy-advice podcast where friendship meets life’s messiest situations. Each week, the BiFFs dive into classic and modern advice columns — from the sincere & genuine to the unhinged & absurd — and serve up their own brand of thoughtful, unfiltered advice, the way only a best friend could. If you like living through someone else’s drama, emotional deep-dives, and laughing through life’s inconveniences, this one’s for you. Join the BiFFs — Stefani & Ray — as they dig into advice columns and dish out their own insights with humor, heart, and a whole lot of therapy under their belts. Come for the laugh. Stay for the advice. Therapy-adjacent, wine-fueled, and probably ill advised.
Episodes
Episodes



Wednesday Nov 15, 2023
92 | Coke by Association
Wednesday Nov 15, 2023
Wednesday Nov 15, 2023
Dear Mrs. Web, personal advice for your life, peaks the interest of the Biffs in this episode. A single, professional, young woman who has it all, questions why she actually has nothing aside from the material. Another woman’s near-, albeit dishonest tryst with her best friend’s fiancé, leaves her contemplating the benefits of coming clean years later. The final writer asks for what she’s doing in wrong in her efforts to make genuine friend connections. [Rio Lindo Syrah, 2017]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday Nov 08, 2023
91 | Step-Friend
Wednesday Nov 08, 2023
Wednesday Nov 08, 2023
This week, the Biffs revisit How To Do It, Slate.com's sex advice column. One writer’s question deals with a low-libido remedied by liquid courage. A husband’s size isn’t an issue for 19 years, until his wife makes a targeted crack in a drunken stupor. A college student’s knack for “face painting” get’s him in trouble with his girlfriend’s girlfriends, calling his respect for women to question. [Chronic Cellars Sir Real Cabernet Sauvignon, 2020]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday Nov 01, 2023
90 | Best of the Biffs (Part II)
Wednesday Nov 01, 2023
Wednesday Nov 01, 2023
In Best of the Biffs Part 2, relive some conversations from episodes such as Rectum Ralph, Aunty AITA, Side of Raunch, Gaslighty, and more. In these episodes, they cover some of your favorite columnist from Amy Dickinson to E. Jean Carolle, as well as some of your favorites from the Slate. Laugh at the ridiculous banter. Giggle at the over-reaching puns. Just another weekly chuckle with Stefani & Ray. It’s a wonder these Biffs have made it this far in life.
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday Oct 25, 2023
89 | Best of the Biffs (Part I)
Wednesday Oct 25, 2023
Wednesday Oct 25, 2023
Let’s take a walk down memory lane - a throwback to our first year in podcasting. A “Coffee Shop Karen” from episode 8, wants peace and quiet in a public establishment. From episode 9 (Let Him in Marjorie), a writer’s couples therapist dumps “them” for “him.” And finally, one really long hair on a toe in episode 5 (One Toe One Hair) is the only flaw that this writer sees in his partner.
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday Oct 18, 2023
88 | Pants Off or Zip It
Wednesday Oct 18, 2023
Wednesday Oct 18, 2023
Stefani and Ray talk ‘Ask Amy’ in this week’s episode. A man in his 60s questions his cyber relationship with a twenty-something in the Philippines when he begins to support her financially, despite never having met. A husband snoops on his wife’s computer or phone while she’s using it. A past eating disorder is informing Mom’s present anxieties about her daughter’s possible relapse. And plucking stray-hairs off a shirt should be a sport, but this writer isn’t having it. [Carpineto Dogajolo Rosso, 2019]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday Oct 11, 2023
87 | First Rule of Fight Cult
Wednesday Oct 11, 2023
Wednesday Oct 11, 2023
This week, the Biffs take on the Independent’s Virginia Ironside. A family’s dislike for their son’s ex-girlfriend intensifies when she decides to keep the child they conceived post-breakup. A mom writes in with the idea of kidnapping her daughter because she’s been brainwashed by a cult. Finally, a writer shows concern for their psychological health when their lack of empathy is self-diagnosed as psychopathy. [Zin-phomaniac Zinfandel, 2019]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday Oct 04, 2023
86 | Night Humps
Wednesday Oct 04, 2023
Wednesday Oct 04, 2023
Stefani and Ray read from The Slate's Dear Prudence column, in this week's episode. A man grinds up against his girlfriend in his sleep, calling for his ex-. A woman discovers her wife's secret and mysterious checking account. Sister's quarrel over the importance of one's wedding over the other's vacation. Finally, a man is looking for the words to tell his boyfriend that he's not interested in living in the free home next-door to his parents. [Kadabra Malbec, 2021]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday Sep 27, 2023
85 | A Hooded Temple
Wednesday Sep 27, 2023
Wednesday Sep 27, 2023
It’s back to the classics this week with life advice from the one and only Dear Abby. A woman ponders her future with her husband after constant gaslighting following sexual assault. When the boyfriend is away for work, the naked, divorced spiritual advisor physically heals his girlfriend, then sleeps over. “Kennedy’s” volleyball future is threatened by Dad’s bigoted views on her trans coach. Finally, a wife’s had enough of her husband letting it all hang out. [Segura Viudas Cava]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com