Pros
I’ve worked remotely for over 10 years (and in offices for 15+), and this is by far the best company I’ve been a part of. The flexibility is unmatched — I'm able to work while still having balance in my personal life, which is incredibly important, especially as a mom and someone who cares for their parents. Leadership genuinely respects employees, and the support from both management and teammates makes remote work feel surprisingly connected and collaborative.
The clients are professional, appreciative, and interesting to work with. I've been with my clients for multiple years. The company also does a great job connecting executive assistants with clients based on strengths, needs, and working style. After meeting each other, you both have the opportunity to decline working together before you get started, so partnerships are successful. Communication is transparent, expectations are clear, and there’s always someone willing to help when needed.
Another huge plus is the culture. Even though everyone works remotely, you never feel isolated. The people here are kind, encouraging, and incredibly talented. I am so lucky I found Boldly!
Cons
The only downside is that Boldly is designed for people who truly want to build a long-term career as an executive assistant. If your goal is to move into completely different career paths or corporate leadership outside the EA field, this isnt the right position for you. But if you love executive support work and want flexibility, stability, great clients, and an amazing remote culture, this is honestly an incredible place to work.