Diary of a Recovering People Pleaser23 Jul 2025

Ep. 37: Interview with Cherisse Fortunato: Lessons of Love, Loss, and Letting Go

Join the conversation with Cherisse Fortunato, author and self-proclaimed recovering people pleaser, as she shares intimate stories about overcoming her people-pleasing along her path to self-discovery. Starting with her childhood background, we follow the timeline of her healing journey through aspects of her life- romantic relationships, friendships, family, and parenthood. Cherisse shares actionable steps she’s taken to be able to set boundaries and start putting her own self care at the forefront of her healing journey.

Cherisse also dives into her experiences working in radio, her transformative journey into motherhood, and the significant impact of her brother's passing. We dive into what motherhood looks like when trying to end the people pleaser cycle. She offers valuable insights and lessons she aims to pass on to her daughters including resources for parents.

Cherisse talks about her new memoir, All In: Lessons Learned Through the Loss of a Beautiful LIfe. She delves into how her brother's death inspired her to write her memoir aimed at spreading kindness and combating the stigma surrounding mental health She shares practical advice for anyone struggling with similar issues.

Read Cherisse’s memoir -

All In: Life LessonsLife lessons learned through the loss of a beautiful life

Resources:

Good Inside by Dr. Becky Kennedy

"The Magic of Not Giving a F*ck"- Ted Talk by Sarah Knight

About the Guest:

Cherisse Fortunato

I am a mom of two daughters, teacher aide at Clarence Center Elementary, and first time author. My book, All In, shares my story of the loss of my brother Justin to suicide, and how his loss along with becoming a new mother shortly after, taught me invaluable lessons. Most importantly- only by loving and understanding ourselves can we offer our most genuine and gracious self to others. My book is available on Amazon or nfbpublishing.com

@cherissefortunato on Instagram

Cherisse's Facebook page

Cherisse's memoir

Timestamps:

01:14 Guest Introduction: Cherisse Fortunato

02:51 Defining People Pleasing

03:19 Personal Reflections on People Pleasing

03:55 Enneagram and Helper Personalities

04:46 Balancing Self-Care and People Pleasing

09:25 Childhood Impact on People Pleasing

12:22 Personal Relationships

14:32 Romantic Relationships and People Pleasing

17:05 Navigating Social Interactions

23:07 Navigating Friendships and Energy Management

23:49 Overcoming FOMO and Embracing JOMO

25:51 Tools for Self-Reflection and Healing

27:26 Parenting and Personal Growth

29:13 Book Recommendations and Influences

30:54 The Power of Saying No

34:00 Writing a Memoir: A Journey of Healing

41:04 All In: Lessons from Loss and Love - a Memoir by Cherisse Fortunato

44:31 Final Thoughts and Bumper Sticker Wisdom

About Your Host

Work with Jenny - Book 1:1 Reiki or psychic channeled reading sessions. Offered virtually or in person in Buffalo, NY. Jenny also offers Reiki certification classes!

Diary of a Recovering People Pleaser

Diary of a Recovering People Pleaser website

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