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The stability of
employment with the
flexibility of freelancing.

Boldly is a perfect fit for freelancers tired of the grind.

If you love the independence and freedom of freelancing but are exhausted from being on your own with long hours, inconsistent work and pay, no benefits, and the headaches of trying to manage a business… Boldly might be an amazing opportunity for you! (And, if you have clients you love, you can even keep them!)

Boldly is an award-winning executive assistant company hiring talented individuals who want a rewarding long-term career making a difference at companies they are passionate about. All our positions are 100% remote. Read more about
how we work.

If you have a versatile background in executive assistance, virtual assistance, high-level administration, project management, and/or general operations with at least 7+ years of cumulative experience – and have worked hard not to conform to a 9-5 cubicle job – read on!

What do freelancers
love about Boldly?

  • Consistency and stability in work and pay while still being 100% remote with a flexible schedule.
  • Part-time or full-time work to accommodate your needs.
  • Choose the clients you work with.
  • No need to source, vet, bill, chase payments, or manage clients.
  • You’re a W2 employee with PTO, paid holidays, a matched 401K, 100% health benefits for full-time employees, and more.
  • Back-up support when you’re on vacation, so you can take proper time off!
  • A tech support team at your disposal.
  • Support from your Team Leader and a community of like-minded professionals.
  • A culture of caring, camaraderie,
    and team spirit.
  • Apply Now

"As a 1099 freelancer, it was a constant hustle all by myself. Some days it was fun, but I had to be the marketer, accountant, and CEO while also doing the job — that’s a lot! I couldn’t say ‘Don’t text me after 5 PM’ or ‘I’m on a lunch break.’ As a W2 employee with Boldly, I still have the flexibility I need, but now I also have someone who appreciates me as part of a team and will go to bat for me if I am sick or want to take a vacation.”

Stephanie B. | Boldly Executive Assistant

These are just a few of the companies where Boldly team members have made a difference.

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