Allison Raskin is a bestselling writer, podcaster, and mental health advocate, whose latest book, "I Do (I Think): Conversations About Modern Marriage" investigates what LTRs look like in 2024. Allison and Josie discuss why dating feels so awkward and how to navigate dating when you're struggling with anxiety or OCD. They also chat about relationship doubts, why the idea of "The One" is dangerous, and how to truly feel more confident committing to a long-term relationship. Allison also shares tips to redefine or reevaluate your relationship to have a love life that works better for you. Consider this episode a deep dive into our cultural assumptions about commitment, compatibility, divorce, and the future of marriage, ultimately aiming to help you redefine what a long-term relationship, marriage, and commitment look like for you.

Victoria Alario is a confidence coach and host of the hit podcast, For the Girls. In today's episode, Victoria is dropping her best big sister advice on everything from confidence to dating to why (and how) to fall in love with your alone time. From how to deal with rejection to secrets for a happy, lasting relationship, Victoria shares amazing tips to help you live your best life. Josie and Victoria also chat about feminine energy: how to tap into it, why it's actually feminist, and why it could be the secret to having a happier relationship or more successful business. Consider this episode a compilation of all the advice you need to need to hear–this one's for the girls.

This is not your grandmother's dating advice–unless you're Kim Murstein. Kim started a podcast with her Grandma Gail to discuss the generational differences of dating, sex, and relationships. Since the podcast’s launch, the duo has been featured on multiple news networks and have grown a massive fanbase on TikTok. In this episode, Josie talks with Kim and Gail about dating red flags, the pros and cons of dating in the 1950s versus 2023, and how to be more confident. They also answer audience questions to give you advice to improve your love life. Trust us: You will be LOLing and "aww"-ing your way through this episode, but will also come away with tangible advice (Grandma Gail knows what she's talking about).