Many business owners we’ve spoken with didn’t start with a huge team on day one. They had to learn how to be a good boss, but the problem is the books on leadership are often highly theoretical and so we wanted to hear practical examples of what it means to be a good boss. So, we asked some brilliant, insightful folks to share stories about the best bosses they’ve had.

Rachel Eddy

When I was working multiple day jobs to make ends meet, I babysat for an incredible and supportive family with a young child. They asked me in my interview about my aspirations, and I noted that I was a performer and writer in the comedy space. They ended up contacting a friend of theirs who worked with The Late Show with Stephen Colbert, and got me an interview to intern with them. Read more>> 

Brad Harlan

I’ve worked for a lot of amazing people – I feel so blessed. I used to be LeAnn Rimes Personal Assistant / House Manager – she was amazing and has a huge heart. She taught me a lot about the finer things in life and about self-love. I’ve also worked for Lynn McBee (Dallas Philanthropist and CEO for Young Women’s Preparatory Network) and she has taught me about giving back and showing grace. Read more>>

Donna Renay Patrick

My very FIRST boss was my BEST boss! He was the Recorder of Deeds for Macon County, Illinois. That meant his office was the repository for every deed to property, whether residential or commercial all over Macon County. If you bought or sold property anywhere in Macon County, Illinois, you had to visit his office to record the Deed, of whatever type. During my senior year in high school I attended class in the morning, and went to work in the business world in the afternoon. Read more>>

Shakeer Bragg

The best boss I’ve ever had is a Renaissance woman. A phenomenal bodyworker, an enthusiast of following the dreams that burn deep inside, and heavily pushed the importance of taking care of myself (mind, body, and spirit) so I can continue to take care of others and continue to do the things I loved doing. Read more>>

Alexandra Mosca

I was fortunate to have two of New York’s best funeral directors – Rae Migliore and her husband John Cox– as my mentors. The professional values they instilled in me – above all, a profound sense of respect for the work we do and for the remains – have stayed with me and served me well over the years. Read more>>