In this episode of What’s Up at Work?, host Sam Clyde Schroeder sits down with Jessica Jung, President of Oswald Companies, to talk about her path to leading one of the country’s top insurance firms. Jessica shares how rolling up your sleeves can model the kind of leadership people want to follow, how to find anyone’s “superpower,” and how leaders can create safe environments where people feel comfortable challenging the process. And don’t miss how she realized that outworking everyone isn’t sustainable (sound familiar?). This episode is part leadership masterclass, part reality check, and all about building a workplace people are drawn to. Timestamps & Topics 00:54 Jessica’s nontraditional career path to business 03:00 Managing people right out of college 05:45 The moment that changed her career trajectory (and her confidence) 10:58 Why “rolling up your sleeves” still matters in leadership 13:25 Advice for those stuck between wanting to grow and needing to keep learning 14:40 The importance of inviting doers and diverse voices into decision-making 16:40 How Oswald helps employees discover and apply their “superpowers” 19:10 What it takes to create a culture where people feel safe speaking up 22:00 Behind Oswald’s big move to a new HQ 25:00 What it means to be an employee-owner 27:30 How to make a less-than-glamorous industry feel magnetic 32:00 Supporting women and underrepresented voices 33:10 HR Hot Seat: Mel Robbins, staying grounded, and how to stop working your life away If you liked this episode, be sure to follow What’s Up at Work? wherever you get your podcasts. And if you’re enjoying the show, leave us a review or share it with a colleague, it helps more listeners discover the conversations we're having with real leaders building better workplaces. 🔗 Learn more about ERC: https://www.yourerc.com 🔗 Visit Oswald Companies: https://www.oswaldcompanies.com