Leland Drummond has spent over 20 years building other people's brands. Somewhere along the way, she figured out the only way to do that well is to understand yourself first.

In this conversation, Leland walks through the dual life of running two businesses at once — Azione, the PR and marketing agency she co-founded that works with brands like Sol de Janeiro, Hoka, Caraway, and Sweetgreen, and LDMA Activewear, the active women's brand she built from the inside out, literally: starting with underwear and bras before working outward. She talks about what it's like to be a creative person who became a CEO, the chaos and the humility that comes with it, and why she still believes quality of output matters more than hours clocked.

She also goes back. To boarding school at 13 after her parents separated, to arriving in a place where relationships were already formed and feeling very alone, to snowboarding down a mountain in Connecticut because of a boy she had a crush on, and to the career that built from a blown-out knee and a few brand sponsorships she didn't want to lose.

And she ends with the word she had to dig for: discernment. The quality her mom recognized when she was a baby. The thing that looked like aloofness in high school. The instinct that has guided every business decision, every partnership, every person she's allowed into her orbit.

She always had it. She just finally has the word.

🎙️ Meet Bridget | Season 6, Episode 156