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 Jul 12, 2023
74 | Non-Vegetarian Wine
Wednesday Jul 12, 2023
Wednesday Jul 12, 2023
It's back to the classics this week for the BiFFs, with Dear Abby. A woman's willingness to help another, and protect her right to choose, leads to divorce. A husband's trips with his ex-wife and their daughters, leaves his new wife with unsettled tropical romance vibes. A sister in denial, spins her toxic relationship into post-mortem glorification. [Riff Pinot Grigio, 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 Jul 05, 2023
73 | Mt. Me Beautiful
Wednesday Jul 05, 2023
Wednesday Jul 05, 2023
This week, the BiFFs discuss The Guardian's advice column penned by Eleanor Gordon-Smith, with 'fupas on fleek.' Stefani and Ray discuss what body image is to a seven-month old baby, and how that translates to future perception. And a writer's ex-husband and children warm up to the mistress that destroyed their marriage twenty years earlier, when she re-enters their lives. [Mt. Beautiful Sauvignon Blanc, 2022]
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 Jun 28, 2023
72 | In the Privacy of Your Public
Wednesday Jun 28, 2023
Wednesday Jun 28, 2023
In this week’s episode, the BiFFs return with the Slate’s Dear Prudence column. It’s all rainbows and butterflies until you find your husbands slam book on his computer. A guilt-ridden writer just wants peace years after framing her sister for a domestic crime. And Mom, when the door’s closed and the vacuum’s running, maybe knock? [Double Black 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 Jun 21, 2023
71 | Hurricane Richard
Wednesday Jun 21, 2023
Wednesday Jun 21, 2023
A mother with a convoluted experience with her husband and his interfamilial relations spurs a long and thoughtful discussion with the BiFFs. BFFL Shorty drops in with a question of her own when a conniving ex- pushes the envelope, encroaching on her professional life. [Voga Prosecco]
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 Jun 14, 2023
70 | Consent to Treat
Wednesday Jun 14, 2023
Wednesday Jun 14, 2023
Rachel Sievers (counselor, coach, & retired psycho-therapist) of the Consent to Treat Podcast joins the BiFFs this week to peruse the Washington Post’s Ask Amy Column. A father asks whether he should warn his future son-in-law about the psychological perils that await him, pre-nuptials. A writer asks for guidance for dealing with her psychologist-sister’s niche for crossing boundaries. Stefani get’s real with Rachel in a beautiful, vulnerable conversation. [Tiny [Pink] Bubbles Prosecco d.o.c. Sparkling Rosé]
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 Jun 07, 2023
69 | Beg Daddy
Wednesday Jun 07, 2023
Wednesday Jun 07, 2023
It’s Pride Month and what better way to kick it off than with Metrosource’s Ask Daddy, an advice column for LGBTQ readers. A man struggles to reassure his partner, despite his unconditional support as she navigates her gender identity. Another contemplates the future after catching his man having intimate conversations with his ex. And finally, a writer asks for a definition of “masculinity” in the face of bigotry. [Château Moncontour Chenin Blanc, 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 May 31, 2023
68 | Hollalula
Wednesday May 31, 2023
Wednesday May 31, 2023
The BiFFs are joined by lifelong bestie, Shorty (Chantay), to help answer one of life's long-pondered questions: Am I the Assh*le? Join them as they go through the Reddit thread to tackle some interesting scenarios, such as: when your boyfriend gets mad at you for being in a bathing suit, laughing at your sister-in-law when she asks for help with her weight, and being a secret to your partner's homophobic friends. [D’Autrefois Chardonnay, 2022]
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 May 24, 2023
67 | Grand Jeté
Wednesday May 24, 2023
Wednesday May 24, 2023
This week, the BiFFs revisit Carloyn Hax and her column. A friendship faces uncertainty when a reader is labeled as ‘no fun’ by her best-friend when her focus is evading the husband’s advances. A Mother-in-Law with manipulative side-eye rocks another reader’s peace. And a boyfriend faces-off with his girlfriend’s mastermind cat. [Lobster Reef Sauvignon Blanc, 2022]
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