
Lawyers Who Learn #105 - The Marketing Executive Who Left $500M Brands for Law School after 30
Stacey had it all—managing $300-500 million brands as a marketing and advertising executive, traveling the world, leading teams. Then in her mid-thirties, she walked away from that successful career to attend law school full-time. Her colleagues thought she was crazy. For Stacey, law school felt like a vacation compared to her 80-90 hour work weeks.
In this episode of Lawyers Who Learn, host David Schnurman explores Stacey's journey from brand management executive to founder of Kalamaras Law Office and later as creator of Trademarkabilities, a practical trademark training academy that has served over 200 attorneys. After working with trademark lawyers in her corporate role, Stacey realized she agreed more with the attorneys than her marketing colleagues, a revelation that sparked her midlife career pivot.
Stacey's path wasn't linear. She started her first firm in 2009 after being laid off during the recession, moved in-house, then returned to Big Law again before finally restarting her firm intentionally in 2018 when her mother needed more care. The turning point came when her practical, business-focused teaching style on Lawline attracted thousands of lawyers, and clients started reaching out saying, "My attorney told me I had to watch your course."
Her philosophy centers on one powerful truth: "No one is coming to save you." Whether you work for yourself or someone else, you must be your own cheerleader and self-promoter. Stacey reflects that losing two jobs in three years might have broken her at 29, but by her 40s, the business experience she gained earlier in life helped her rebuild her legal career with confidence—and with a strong sense of how to serve clients and their brands.
