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 Sep 13, 2023
83 | Scientifically Fertile-Looking
Wednesday Sep 13, 2023
Wednesday Sep 13, 2023
The Biffs give Sally Land of The Sun’s Dear Deidre a run for her money in this week’s episode. What’s a man to do when his wife feel ‘dirty & disgusting’ showing him any sort of affection? Is it curtains for this woman’s cowardly nice-guy? Is Mom in the right to accept blame for her son’s inability to warm up to girlfriend? It’s an episode of conviction and impassioned conversation. [Chateau la Commanderie du Bardelet Bordeaux Blanc, 2019 (Sauvignon Blanc)]
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 06, 2023
82 | Lemme Project These Hands
Wednesday Sep 06, 2023
Wednesday Sep 06, 2023
This week, the Biffs read Natalie Bencivenga’s Ask Natalie for the first-, and certainly not the last-, time. Things go awry for one reader after finding out her best friends knew about her husband’s affair. Following a one night stand, this writer wants to know if she should even trouble the standee for reimbursement related to the termination of the pregnancy. Low libidos bring husbands to consider a separate lover for the high-riding counterpart. [Cote Mas Rose Aurore, 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 Aug 30, 2023
81 | Those Weren’t My Britches
Wednesday Aug 30, 2023
Wednesday Aug 30, 2023
Agony aunt, Coleen Nolan, of UKs Mirror, takes center stage with the Biff's this week. Secret's out and a writer questions whether or not to bring up his partner's affair. Mystery boxers make it home with another writer's wife, following her work trip. A woman wants out of her six-month marriage when her husband begins to treat her as a possession. [90+ Cellars 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 Aug 23, 2023
80 | Dear Elad Vissad
Wednesday Aug 23, 2023
Wednesday Aug 23, 2023
This week, the Biffs give advice in response to listener questions. It’s a soap opera scenario when a writer’s long lost twin ends up with her ex-. What we’re sure is a Lifetime movie plot gets a PBS response when a man confesses to his girlfriend that he’s investigating her family. Finally, a ghost-writing best friend wants in on the accolades that the credited author is receiving. Do you need advice? Send us your questions, comments, and all of your concerns to illadvisedthepodcast@gmail.com. [Chloe Pinot Grigio, 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 Aug 16, 2023
79 | Polly Want a Condom?
Wednesday Aug 16, 2023
Wednesday Aug 16, 2023
The Biffs take on artificial intelligence this week with ridiculous questions generated by Chat GPT using the prompt, "Twisted questions and scenarios you would send the Biffs of Ill Advised w/ Stefani & Ray, an advice podcast." Let's take a break from the norm and take on a chatty parrot, a spell gone awry, gossiping rodents, and a family of buccaneers. How the AI platform responds will shock you. Don't miss the fun in this episode. [Nomadica Sparkling White]
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 Aug 09, 2023
78 | How to Kidnap Us
Wednesday Aug 09, 2023
Wednesday Aug 09, 2023
The BiFFs hit the Slate’s trusted How To Do It column this week. A barely legal young woman asks if she should go “all the way” with her step dad. A man’s stupid face is a barrier to getting his wife off. Lastly, learn how to handle a homophobic homosexual’s disturbing online persona. [Misty Cove Estate 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 Aug 02, 2023
77 | Kudos for Gettin’ It
Wednesday Aug 02, 2023
Wednesday Aug 02, 2023
It’s been a minute, so the BiFFs revisit Toronto Life’s Urban Diplomat this week for some fun discussion. Potty-mouth-Penny and her foul influence is tainting the carpool. Social media past puts a grad-school-grad’s career in jeopardy. An Uber rider isn’t keen on stars for stars. A pro-life sticker has potential for a spike in car insurance claims. Finally, a senseless streetcar rider shares her personal conquests on speakerphone.. and there were children around. [A de Arínzano Rosé, 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 Jul 26, 2023
76 | Pacha Mama
Wednesday Jul 26, 2023
Wednesday Jul 26, 2023
The BiFFs take to The New York Times’ The Ethicist Column, this week. A step-mother feigns love for her step-children, even decades later. Estranged siblings leave a writer debating going around the sister to meet nieces and nephews. Suspected child-abuse leaves a writer unable to reconcile their own ethical dilemma. [Pacha Reserva Carmenere, 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