147. 104 Dates Later: A Single Parent's Guide to Dating with Heidi Friedman

Coming up on this episode of Flirtations, we welcome Heidi Friedman to the show, author of the book Love Lessons: 104 Dates and the Stories That Led Me to True Love.

After her divorce and stepping into life as a single parent, Heidi woke up one morning shortly after her fortieth birthday with a realization: she wasn’t sure she’d ever experienced romantic love.

So, she set out on a journey — one that would take her on 104 dates, and we’re going to hear about some of those experiences today.

We’ll talk about dating after divorce, dating as a single parent, and what it means to find love. We explore the fears, the logistics, the judgment, and the hope — and how even after the loss of a previous life, love can still surprise you.

Because dating in your 40s isn’t about starting over — it’s about beginning again. Which is kind of the same thing, but you get it!

Alright Flirties, let’s do this, and meet Heidi!

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About our guest: Heidi B. Friedman, formerly Goldstein and born Eisman, is a successful attorney and partner at a large law firm specializing in all areas of environmental law and environmental, social and governance (ESG) based counseling.

Love Lessons is her first book, but Heidi has written regularly for Bloomberg, Law 360, and other publications related to her professional life and experience as a female lawyer. Heidi lives in Cleveland Heights, Ohio, with her husband Will, and their joint baby, Felix, a cur mix they rescued. Will is Heidi's do-over after being single for almost 10 years and surviving 104 dates. Heidi has four children. Two children she birthed, Morgan (25) and Zach (21) and two are her bonus children, Max (28) and Ben (26). Heidi and Will greatly enjoy traveling as well as spending time with friends.

Heidi likes walks around Shaker Lakes, her time at yoga and Pilates, and date nights at a bar with Will. In her life, she has a strong network of amazing women who she treasures and who provide support, guidance and company for drinking wine.

You can follow Heidi on Instagram and check out the I Love You More podcast on Apple.

About your host: Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy - with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!

As the flirt is all about connection, Benjamin helps the flirt community (the Flirties!) date from a place that allows the value of connection in all forms - platonic, romantic, and with the self - to take center stage.

Ultimately, this practice of connection helps flirters and daters alike create stronger relationships, transcend limiting beliefs, and develop an unwavering love for the self.

His work has been featured in Fortune, NBC News, The Huffington Post, Men's Health, and Yoga Journal.

You can connect with Benjamin on Instagram, TikTok, watch on YouTube, and stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.