Scott Simmons is the Creator and Host of the Wish You All The Best podcast, where he focuses on dating and dating after divorce from the perspective of a man who goes to therapy. His guests share their personal stories about how they’re navigating the dating world, including the good and the bad, and what works for them and what doesn’t. Wish You All The Best covers new dating apps, social media, how to spot red flags, and the importance of self-care.

After her divorce, Caroline Tucker had to figure out how to raise her three young children by herself. With degrees from Princeton and Columbia, she also managed to reinvent herself, and found a career as a college coach so she could stay home with her kids for as long as she needed. Today, Caroline is a Partner at the prestigious Dunbar Educational Consultants, who advises families of students bound for college, grad school, and business and law programs.

This week’s guest, Maria Casabianca (StyledByMaria.com), is a popular personal stylist and divorced mom of two grown children. She’s built a career in fashion since she was 17, and she uses her expertise to help women find and express their own personal style, especially after life-changing events, like divorce. Maria, who met her ex when she was 15 and he was 23, talks about their relationship and her journey through a tough, controlling marriage—how she was terrified to leave but knew she had to break the toxic cycle for her kids. And she shares how she found the strength to get out of it. Maria explains how the way you dress can help you feel more confident, and why she loves helping people find that confidence.

Gayle Perry changes peoples’ lives through style. Creator of @gaylestyle, she’s a global style influencer who’s been at the helm of some of fashion’s biggest names, including Donna Karan and Calvin Klein, and she revolutionized fashion advertising at Conde Nast and GQ. Today, Gayle believes in the connection between looking good and feeling good, regardless of body type, budget, or age. Gayle’s sought-after signature style for fashion and home makes her the go-to expert for international media outlets, including The Hub Today on NBC Boston, DailyMail.com, The Purist.com, and FlowerPowerDaily.com
The global style influencer talks about the force behind her popular and growing Instagram platform, @gaylestyle, why she’s happily divorced, and what date night looks like.

Bryn Daylor is a sex, love, and Embodiment Coach who teaches women to create lives that turn them on, in and out of the bedroom. She helps women get their all-important spark back, so they can live their lives full of confidence and magic. Bryn shows women how to recognize, strengthen, and empower their feminine core and live lives that light them up. She gives her clients the tools they need to become the woman they’ve always dreamed they could be.

Dr. Daniel Sieber, LCSW, holds his doctorate in marriage and family therapy—he’s shown hundreds of people how to manage their anxiety, depression, trauma, bereavement, ADHD, and relationship and family issues. He uses his advanced training in couple’s and family therapy, mediation, and conflict resolution to help people recognize their strengths and use them to create positive change in their lives. Daniel uses his training and experience as a family court mediator to show people how to navigate high-conflict relationships.

Melissa Rubenstein transformed her career from sought-after real-estate lawyer into a highly successful residential and commercial realtor with Christie’s Internationals. She helps her clients navigate the challenges that come with buying, selling, or renting a home after divorce. She also coached her clients about the importance of working with a lender who is divorce certified. Melissa is passionate about helping her clients turn their real-estate dreams into reality,

Jennifer Warren Medwin, MS, is a CDC Certified Divorce Coach, Supreme Court of Florida Family Mediator, and a Certified Marital mediator. Through her private practice, Seeking Empowerment: Clarity Through Partnership, Jen counsels couples and individuals who are trying to avoid a high-conflict divorce, as well as those who hope to save their marriages. Author of Strategies & Tips from a Divorce Coach: A Roadmap to Move Forward, Jen specializes in delivering practical and pragmatic advice that helps people cope with the end of their marriages or navigate the reconciliation of their relationships.

Michelle Frankel is a certified matchmaker, dating coach, relationship expert, and founder of NYCity Matchmaking, a premier matchmaking and date coaching service. She’s a member of the Matchmaking Institute and the Matchmaker Alliance and has appeared on countless media outlets. She earned her law degree from George Washington University, but her passion for connecting people led her to focus on matchmaking—she traded law for love. Michelle helps people find love by finding their perfect match.

Tara Eisenhard is a pioneer in the Divorce Coach industry, and author of The D-Word: Divorce Through a Child’s Eyes. She’s a child of divorced parents, an ex-wife, a ‘next’ wife, and the previous partner of a divorced dad. She’s lived it all, and she shares what she’s learned to help others get through it, too. She sees divorce as the solution to a problem, a new beginning, and she teaches her clients how they can feel empowered to live happy, fulfilled lives after divorce.