Lisa Cleary is a tough love self-help author and blogger. She recently released the book, How to Survive a Breakup: When All of Your Friends are Birthing their Second Child. Lisa is the guest in episode 89 of The Path to Authenticity


What is your profession?

I’m a writer and blogger, and have always wanted to be since the second grade.


What profession, other than your own, would you like to attempt?

I would love to be a sommelier!


What is your preferred form of creative expression?

Natural conversation. We take face-to-face interactions for granted!


Over the course of your life, what is an issue with which you have repeatedly struggled?

I am a perfectionist — which is sometimes good, sometimes bad.


What natural gift would you most like to possess?

Hands down to freeze time.


What do you consider your greatest achievement?

I am very proud of my book, but my greatest achievement is the high quality of relationships in my life.


What quality do you admire most in a person?

Kindness, honesty, and a strong work ethic.


What is your idea of success?

To be happy, and I have succeeded with that, although my version of happiness is always evolving.


What would you like people to say about you when you’re gone?

I would love for people to say, “We really loved her and will continue to love her.”


Cleary’s work has appeared in TODAY, The Huffington Post, Women’s Health, Love What Matters, The Financial Diet, and more. She was a former daily health columnist for NBC in Washington, DC. Cleary focuses on breakups and relationships, mindsets, and goals. She bypasses the traditional cheerleader approach within the self-help industry and realistically dives into our everyday issues on her blog, She also features interviews with pop culture and public figures, including pop culture artist Ashley Longshore, Bravo’s Rhylee Gerber from Below Deck, Bravo’s motherhood guru Rosie Pope, and more. Connect with Lisa via email at or on Instagram @LisaCleary3.