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Boldly is a remote-first, employee focused company, offering our talented team of W2 employees positions with the freedom to build their own schedules, work remotely, and contribute to amazing businesses while developing their own fulfilling careers.

100% remote & flexible.

Fully remote for over a decade, creating rewarding partnerships for distributed teams is second nature at Boldly! We focus on performance not time spent at a desk, and you’ll work closely with the company/s you support to create a schedule that fits your lifestyle.

Health & wellbeing.

Boldly employees are the heart of the company—your ability to enjoy your work and experience wellbeing is something we care deeply about. Boldly hosts regular wellness events and full-time team members receive 100% medical, dental and vision insurance.

Retirement 401K.

Continuing Boldly’s commitment to ensuring you enjoy your work, we also provide support for your retirement savings, so you can approach the future with financial peace of mind. Every employee, whether full or part-time, can participate in our 401K with Boldly matching contributions.

Choose who you support.

We want you to thrive at work, so as a Boldly team member you get to choose the clients you support. Meet each other before you start working together to decide if the company and the people you’ll be supporting are a good fit for a long-term partnership.

Learning &

One of the perks of working with growing businesses is the ongoing opportunity to learn new skills and to experience working in different industries. We promote from within and 100% of our Team Leaders are former team members.

Paid holidays &
parental leave.

We encourage you to take time off to rejuvenate, and we welcome and celebrate new family members! Both full and part-time employees enjoy paid holidays and vacation, parental leave, and other contributions so that you can love your job even more!

Tech support & stipend.

When your work involves connecting to your client’s email, calendars, and other software, it’s nice to know that you are never alone! Call on our tech team for support when you need it and you’ll receive a quarterly tech stipend towards your equipment and internet costs.

Ongoing mentorship.

From onboarding to working with clients, you’ll always have the support of your Team Leader, other experienced team members, and Boldly’s learning resources to draw on. We’re here to make sure you have a supportive, rewarding, and empowering work experience.


We’re a tight-knit distributed team! Expect lots of communications with company news, team shares, quizzes, prizes, company-wide charity events, and celebrations. You may also get to collaborate on different projects with your fellow team members!

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