Jessi Hempel is many things: an award-winning journalist, podcaster, author, and senior editor-at-large at LinkedIn. But despite her myriad accomplishments, she shies away from labeling herself as ‘successful’. For Jessi, her illustrious career as a technology and business journalist was always a stepping stone on the path to her childhood dream of writing a book. However, after the publication of her memoir, "The Family Outing," Jessi found herself facing an existential quandary: what comes next after you achieve your ultimate goal?

In this episode, Jessi takes the helm as we navigate through diverse topics, from the uncertainty of charting a new career trajectory post-success, to the poignant journey of motherhood and the heart-wrenching experience of loss. Together, we delve into the complexities of gender and sexuality, drawing from Jessi's personal narrative, including the remarkable tale of her transgender brother who embarked on a unique journey of pregnancy. Here's what's on the agenda:

1. The challenges women face in defining success and navigating career milestones
2. What to do when you fall out of love with your career
3. Unpacking societal expectations and pressures surrounding motherhood
4. The profound joys and challenges of parenting, including Jessi's unexpected journey into parenthood and coping with loss
5. How experiences of loss can instill a "f*ck it" attitude, reshaping perspectives on life's brevity, and pursing meaning
6. Jessi's journey to writing her memoir and the liberation found in giving yourself permission to explore personal narratives
7. Why we need more nuance when it comes to speaking about and understanding gender and sexual identity
8. The ongoing struggle of asserting boundaries and saying no, even as you age

OUR GUEST: Jessi Hempel, a seasoned tech journalist and host of the acclaimed podcast Hello Monday, serves as senior editor-at-large at LinkedIn. With over two decades of experience, she has crafted compelling features and cover stories on prominent figures and companies in the tech sphere. Previously, Hempel held editorial leadership roles at Backchannel and Wired, and her insights have been featured on major news networks. She is also the esteemed author of The Family Outing, recognized by Time as one of the 100 Must-Read Books of 2022, now available in paperback. Hempel holds degrees from Brown University and U.C. Berkeley, residing in New York City.

Want more Jessi? Find her online at https://www.jessijhempel.com/ and listen to her podcast, Hello Monday, at https://podcasts.apple.com/us/podcast/hello-monday-with-jessi-hempel/id1453893304

Follow Jessi on:

1. LinkedIn https://www.linkedin.com/in/jessihempel/
2. Instagram https://www.instagram.com/jessiwrites/

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Mentioned in this episode:

Broad Collective

Learn more about Broad Collective and our membership network for midlife women entrepreneurs at broadcollective.com.