Plan for Interference: Work Navigation and the Micromanaging Boss with Lynnae Brown

Eps. #208 Tuesday, November 10th, 2026

Most workplace advice assumes you can leave. Quit, find a better boss, start over. For plenty of people that option sits behind a student loan or a tight job market, and the advice has nothing left to offer them.

Lynnae Brown, Consultant and Strategist at Lynnae Brown LLC, spent more than a decade training and managing people in mental health recovery. She built her work navigation approach during her own burnout as a program director, when she was two and a half years from student loan forgiveness and couldn't walk away.

In this episode, she covers:

  • Why a micromanaging boss's habits become planning information once you ask whether he does it to everyone

  • How small, quiet experiments, like leaving at 6:00 instead of 7:00, show you which expectations are real and which are just habit

  • What HR can say to a struggling employee that starts with empathy and moves to questions, without sounding like the company line

Hit “Play” to gain valuable insights that can transform your HR practices!

Guest(s): Lynnae Brown, Consultant and Strategist, Lynnae Brown LLC

 

Lynnae Brown

Consultant and Strategist

Lynnae Brown LLC

Guest(s): Lynnae Brown, Consultant and Strategist, Lynnae Brown LLC

For more than a decade, I trained and managed people with mental health recovery experience as they prepared for employment and workplace success.

What I learned surprised me: many workplace problems commonly attributed to motivation, resilience, or culture are actually problems of clarity. When expectations, responsibilities, and decision-making authority are unclear, people struggle. When those things become visible, people can respond more effectively—even when the workplace itself doesn't change.

I also discovered that clarity wasn't just helpful for staff; it was a sustainable way to lead. Unlike reassurance, encouragement, or constant intervention, clarity helped people navigate challenges more independently while creating a more stable foundation for everyone involved. That experience shaped how I think about work, leadership, and workplace wellbeing.

I've lectured at Columbia University, NYU, and Mount Sinai, and I hold a degree in International Business and Marketing from Northeastern University.

Dr. Shari Simpson

Shari Simpson, EdD, SHRM-SCP, leads thought leadership at a technology company and is the founder of HR Swagger, LLC and DTG Leadership. With more than 20 years of experience in human resources, she focuses on leadership, culture, and learning experiences that help people do their best work. Shari is also the host of the HR Mixtape podcast and a frequent speaker on modern HR, leadership, and workplace transformation. Her work blends practical HR strategy with a people-first approach that helps organizations build connection, clarity, and momentum.

Beyond her professional achievements, Shari is a proud mother of three sons—one a veteran and two currently serving in the US Navy—a dedicated dog mom and an avid reader. Her 25+-year marriage to a fire department Chief adds depth to her understanding of service and dedication.

https://askhrswagger.com
Next
Next

Bring Your “A” Game: How Leaders Protect Their Judgment Under Pressure with Jared Quoyeser