A Superwoman Handbook S3 EP36: The Compliment Strategy That Turns Envy Into Connection

The comparison trap is lying to you—and it may be stealing your peace, confidence, and ability to see your own life clearly. In this powerful episode of A Superwoman Handbook, Gillian Utesch sits down with Jessica Lattif, founder of Not Working in Tech, to explore why comparison is often less about other people and more about the stories we create about ourselves. Jessica shares the moment that changed the way she viewed envy and comparison, revealing why the people we assume have the easiest lives are often carrying struggles we cannot see. Together, Gillian and Jessica unpack how comparison can quietly affect high-achieving women, especially those balancing careers, caregiving, parenting, health challenges, and the pressure to constantly perform. Through her own experience in leadership roles at Meta, Salesforce, and other major technology companies, Jessica explains how success from the outside can sometimes hide burnout, chronic stress, decision fatigue, and the emotional weight of trying to keep everything together. In this episode, you’ll discover why compliments can become a powerful tool for creating connection, how honest conversations can challenge the stories we tell ourselves, why other people’s success is not proof that you are behind, and how to recognize the limiting beliefs that prevent you from seeing your own strengths. Jessica also shares the mission behind Not Working in Tech, a platform, podcast, and community created to help professionals navigate burnout, career uncertainty, workplace challenges, and the moments when the traditional definition of success no longer feels sustainable. She explains why building a healthier relationship with work requires more than pushing harder—it requires understanding what is no longer working and creating a more human approach to career, leadership, and life. This conversation is for anyone who has looked at someone else’s life and assumed they had everything figured out. Jessica offers a powerful reminder that everyone is carrying a story you may never see, and that connection begins when we stop comparing and start understanding. Jessica Lattif is the founder of Not Working in Tech, where she supports high-achieving professionals and organizations in creating healthier approaches to work. With more than a decade of leadership experience in the technology industry, she now helps individuals navigate burnout, career transitions, and the challenge of building a life where success does not come at the cost of health and well-being. Watch this inspiring conversation from A Superwoman Handbook and discover how turning comparison into connection can change the way you see yourself, your work, and the people around you. Connect with Jessica Lattif: Website: https://www.notworkingintech.com/ Email: media@freshstartsregistry.com Connect with Gillian: LinkedIn:   / gumoney   Instagram:   / asuperwomanhandbook   Website: http://brokenglassceilingmarketing.com Listen & Subscribe Subscribe to A Superwoman Handbook on YouTube, Apple Podcasts, Spotify, or wherever you listen to podcasts. Featured Book Discover more inspiring stories from Gillian Utesch through her book collection, available through the A Superwoman Handbook landing page. Learn more and explore the books here: https://glassbreaker.gumroad.com/ Video Editing & Social Media Edited by Kaito Kishi Video Editor for A Superwoman Handbook Managing YouTube uploads and social media content. Connect with Kaito: LinkedIn:   / kaito-kishi-84564636a   Email: kaitokishi857@gmail.com #ASuperwomanHandbook #JessicaLattif #NotWorkingInTech #comparisontrap #burnoutrecovery #careerburnout #worklifebalance #womeninleadership #personalgrowth #selfworth #mentalhealthatwork #workplacewellness #careergrowth #womenempowerment #leadershipdevelopment #podcast #viral #trending #2026