Driven early to succeed and following a federal judicial clerkship, Glen Huff became one of the hardest-working associates in his first job at a Virginia law firm. When the firm suddenly collapsed, rather than look for another job, his courage and faith guided him to build his own practice from the ground up. His firm, Huff, Poole & Mahoney, grew into a Virginia powerhouse. Then, he decided to serve the state when he was elected to the Virginia Court of Appeals where he rose to Chief Judge before he retired from the bench. In this episode, Glen candidly shares his journey from attending law school in a converted barn, eventually giving up his firm to serve a calling as a judge on the Virginia Court of Appeals, and finding new balance as he moved forward.

Sarah Stuart, a self-admitted overachiever, was a stressed-out law student at Harvard when a 40-minute yoga class planted a seed of serenity and mindfulness. Throughout her career at a top law firm, the NBA, and Reebok, Sarah used mindfulness principles to find equilibrium when stress threatened to dominate her days. Eventually, she decided to leave her day job to start her own business counselling high-powered professionals. In this episode, find out how she built a new business helping others find a way to navigate the demands of successful careers.

Stu Shanus never enjoyed self-promotion, but he grew his practice by demonstrating genuine care for his clients' cases. As a litigator, his success was fueled by hard work, but the stifling politics of big law eventually pushed him toward change. After leaving to build something new, he realized his passion lay in the process of resolution. In January 2026, he launched his career as an arbitrator, leveraging his hard-earned reputation—and a bit of marketing—to build his customer base. In this episode find out how he made his transitions and why he thinks AI, used correctly, can help lawyers grow in their profession.

What happens when a lawyer who spent decades doing billion-dollar deals decides that his most valuable asset isn't money, but time? When his father passed away in 2019, Gerry DiFiore, a high-powered M&A lawyer, began rethinking his priorities. He realized that time was the one resource he couldn't earn back and that he needed to be far more intentional about how he spent it. In 2025, Gerry walked away from his New York legal career and headed north to his wife's bucolic family farm in Maine. In this episode of From Dawn to Dusk, hear how Gerry traded billion-dollar transactions and corporate boardrooms for growing vegetables, tending the farm, and offshore fishing in the Atlantic, and why, after a career spent helping clients measure value, he came to see the value of his own time very differently.

After more than a decade as a prosecutor in Louisiana, Ann Parnes realized it wasn't the law that fascinated her most—it was the people behind the cases. She walked away from the courtroom, became a certified life coach, and co-founded After Hello, a national matchmaking and date-coaching firm dedicated to "Helping Professionals Find Lasting Relationships." In this episode, discover how Ann made a remarkable 180-degree career turn—from prosecuting criminals to helping successful professionals find happiness.

Dan Jaffe has spent a career at the crossroads of free speech, consumer protection, privacy, and advertising. After years on Capitol Hill, he moved to the Association of National Advertisers, where he became one of the industry's most respected advocates and a trusted voice for lawyers and corporate leaders alike.

Dan hasn't left the field so much as evolved with it. He now consults on privacy and is focused on how AI is reshaping the regulatory landscape. In this episode, he shares his perspective on free speech, advertising, privacy, and what comes next in an AI-powered marketplace.

After collapsing in the lobby of the law firm where she worked, Ann-Marie Goodbody spent nearly a year confined to bed as her body began shutting down. More than two years later, she returned to work — but with a completely different perspective on success, stress, and survival in the legal profession.

In this powerful conversation, Ann-Marie shares her journey through burnout, chronic illness, and recovery, and explains how it ultimately led her to leave law behind and launch Goodbody Wellness, where she now helps professionals avoid sacrificing their health for their careers.