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 May 10, 2023
65 | Let’s Rap
Wednesday May 10, 2023
Wednesday May 10, 2023
This week, the BiFFs are joined by Philasophikal & J. Ecko, hosts of the Let’s Rap Podcast. The group has an open and honest conversation about the emotional dynamics of men and women ; how love is given, perceived, and received; and communicating specific needs to your partner . It’s a special episode you won’t want to miss. [Amici Cabernet Sauvignon, 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 May 03, 2023
64 | Notorious B.O.C.
Wednesday May 03, 2023
Wednesday May 03, 2023
This BiFFs are all over the relationship map this week with Sex Column (Metro.co.uk), including: the age old story of son meets wife, wife sleeps with step-dad; keeping the baby based on a ghosting baby daddy; a real life application of attachment theory; and a chauvinist man who thinks of his wife’s friend during sex. [Ruggero di Bardo Susumaniello, 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 Apr 26, 2023
63 | Hypocrisy Runs Deep
Wednesday Apr 26, 2023
Wednesday Apr 26, 2023
The BiFFs love Meredith’s column so much, that it’s back to Love Letters this week with: a ‘tricked ya’ proposal, an immature silent-treatment-loving husband, and yearning for an ex- in the middle of a pregnancy. [Carnivore Cabernet Sauvignon, 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 Apr 19, 2023
62 | I Am Team
Wednesday Apr 19, 2023
Wednesday Apr 19, 2023
This week, the BiFFs take on Meredith of the Boston Globe's, Love Letters. It's a series of relationship woes, including a man who hardly acknowledges his son, a wife whose husband's kissing skills are lacking, and fourth-time's-the-charm break-up remorse. [Aix Rosé, 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 Apr 12, 2023
61 | Sniffing Your Finger
Wednesday Apr 12, 2023
Wednesday Apr 12, 2023
Stefani & Ray talk Harriette Cole’s column, “Sense & Sensitivity.” A woman feels betrayed when her man reveals her deepest secret to his mother. A writer blames their mentor for missed opportunities. Another’s vulnerability with their partner leaves them yearning for a different reaction. A high school bully tries to make amends, but her now adult victim isn’t buying it. [Viña Las Perdices Cabernet Sauvignon, 2018]
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 Apr 05, 2023
60 | Toilet Dreams
Wednesday Apr 05, 2023
Wednesday Apr 05, 2023
The BiFFs take on Susan Writer’s “Ask Someone Else’s Mom” column this week. From a liquor motivated preteen and classic-construction-wrecking-millennials, to cautious parents and in-laws - don’t miss these interesting discussions. [Arrogant Frog ‘Lily Pad White’ Chardonnay, 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 Mar 29, 2023
59 | Gaslighty
Wednesday Mar 29, 2023
Wednesday Mar 29, 2023
The BiFFs go back to Ask Oloni of SimplyOloni.com this week. Topics include exposing an old flame to an STI in a non-consensual, monogamous relationship; convincing oneself to stay in a relationship because of your partner's mental health; apologizing to your man because of his insecurities; and what to do when oral sex isn't reciprocated. [A to Z Wineworks Bubbles Sparkling Rose]
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 Mar 22, 2023
58 | Hang On To Your Diapies
Wednesday Mar 22, 2023
Wednesday Mar 22, 2023
This week, the BiFFs mix it up with Amy and Annie this episode, covering: an exes dark secret plaguing a Mom, a secret girl-friend of two years with a lover less than half his age, & a writer leaving an emotionally abusive relationship facing a moral obstacle. [VOGA Italia Pinot Grigio, 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