We're Actively Hiring For These Remote Positions
Executive Assistant

Marketing & Social Media Specialist

Project Manager

Legal Assistant

Are you a military spouse? Welcome! Check out our dedicated MilSo jobs page!

About Boldly

Boldly is an award winning remote staffing company offering flexible, long-term positions to talented individuals who want a rewarding career supporting companies they are passionate about. Boldly focuses on providing senior, experienced, and highly-skilled remote staff across a variety of disciplines like executive admin support, marketing, project management, and more.

Here’s how it works: as one of Boldly’s team you’ll be working remotely to support 2-3 of Boldly’s clients on long-term assignments, usually 1-2 years each. You are a Boldly employee and team member, so while you are working with other companies, you are still very much a part of the Boldly team, supported by your team leader and our culture of caring, camaraderie and team spirit.

Our approach is highly personalized, carefully matching team members with companies and nonprofits based on skills and personality for a winning long-term relationship.

You get to choose the businesses you work with, and enjoy the variety and continual learning that comes from working with successful growing companies and organizations. We believe in creating a win-win relationship for both client and team member so that it is a rewarding relationship for both of you.


Thanks for asking

We’ve collected some of the most popular questions asked by applicants as a resource for you.

About Boldly

  • What is subscription staffing?

    It used to be that to get the most talented people to work for them, companies had to find, recruit, and employ talent directly, with the myriad complexities hiring entails, from legal to payroll to HR administration.

    But now a change has happened. Just as many of us subscribe to services like Netflix, or Amazon Prime for the convenience they offer, companies are now subscribing to the things they need to run their business. That includes subscribing to highly-qualified long-term staff, rather than employing them directly.

    Instead, subscription staffing company Boldly employs a team of world-class marketers, project managers, executive assistants, and more—and makes them available on a long-term basis, allowing businesses to quickly get hand-matched remote talent for the exact number of hours they need each month with the convenience of a simple monthly payment.

    Subscription staffing isn't just good for businesses, it's great for employees too. Boldly is a remote-first, employee focused company, offering our talented team the freedom to build their own schedules, work remotely, and contribute to amazing businesses while developing their own fulfilling careers.

  • How is Boldly different from a virtual assistant company?

    Most VA companies will recruit you as a contractor/ freelancer with no benefits and no guarantee of work. You are usually part of an impersonal platform and put on a roster of available bodies to assist companies with random tasks. You never get to meet with the companies you support beforehand and there is no guarantee of the hours or the work that you’ll do. It’s hit and miss to say the least.

    At Boldy you are a W2 employee. This means our company works just like any other high performing company with the added benefit of being 100% remote with flexible hours. The companies that you support are committed long-term and you get to meet with the executives you'll be working with before you decide to work together, so that you can be sure it's a good match.


  • What level of experience do I need?

    Boldly team members all have at least 7 years of experience in their field of specialty. You are welcome to apply if you’ve had a gap in your career as long as overall, you have at least 7 years of professional experience.

  • How many hours a week am I expected to work?

    Boldly team members are expected to work a minimum of 20 hours a week (which is 4 hours a day) during business hours. If you are looking to work for less than 20 hours a week, unfortunately, you will be automatically disqualified.

  • I already have a full-time job. Can I work for Boldly for just a few hours a week?

    No. Boldly is a career choice in and of itself. We only accept candidates who are available daily during business hours, and who are able to dedicate at least 20hrs/week to work with Boldly.

  • I currently work freelance. Can I supplement that by working for Boldly?

    Yes, as long as your freelance work is outside of the 20+ business hours that you would dedicate to working for Boldly.

  • Where do I need to live to qualify to join the Boldly team?

    We're currently hiring in the following 25 States, as well as the United Kingdom: Arizona, California, Colorado, Connecticut, Delaware, Florida, Georgia, Illinois, Kentucky, Maryland, Massachusetts, Michigan, Minnesota, Montana, New Hampshire, New Jersey, New York, North Carolina, Ohio, Pennsylvania, South Carolina, Tennessee, Texas, Virginia, Washington.

  • Why are you only hiring in certain US states if the job is remote?

    Even though the job is remote, employment is based on the location that the work is performed, and as an employer there is a significant amount of administrative complexity and cost involved in managing employment in each state. As such, we have chosen a select number of states to hire in, which we review periodically. (Active duty military spouses may elect to use either their domicile address or their current residence as long as one of them is in a state that we are hiring.)

The Application Process

  • How does the application process work?

    Please watch the video below, titled "What happens after I submit my application?" Within 21 days of applying, we'll get back to you. If your application is selected, the process takes an average of 3 weeks to complete and includes 3 video interviews, reference and background checks.

  • Is there a fee for applicants to join Boldly?

    Absolutely not! You will never be asked to pay any fees to apply for a position at Boldly and you will never pay any fees once you are accepted as part of our team.

    Boldly is NOT a job platform. If your application is successful, you will be employed by Boldly, supporting Boldly's clients.

  • Will I hear back from you if my application is not successful?

    Yes, we'll get back to you within 21 days to let you know whether or not you'll move forward to the interview stage.

Getting Started

  • What's Boldly's onboarding like?

    Once you have successfully completed the interview process, including references and background checks, we will formally offer you a position with Boldly. After you have accepted, onboarding takes an average of 3 days to complete. It comprises of hands on/ live training by video conference to understand our company culture, values, and best practices to succeed in a remote environment. It also includes access to our digital vault with hundreds of case studies, videos and guides. And of course, we’ll review practical information such as your benefits and how you’ll get paid.

    During this time we’ll also get to know you and your preferences better so that we can suggest companies for you to support that are a good match with your interests and availability.

  • Will I get trained?

    While we expect our employees to be trained in their area of expertise, we’ll provide training in how to work remotely and best practices to succeed working with multiple companies in a remote environment.

    Once you get started, you’ll benefit from working with your Team Leader which includes ongoing training and learning opportunities to help you succeed.

  • How soon will I start work with companies?

    Typically, our team get started supporting companies within 1 to 2 weeks of onboarding.

  • How do I choose the companies that I support?

    While we are a 100% remote company, we take great care to get to know you, your preferences, your availability, your skills etc. We will suggest you for new client opportunities and you’ll get a chance to meet with the companies that you are interested in, to verify that it’s a good match. It’s always your choice whether to support a company.

  • Will I work directly with the companies I support, or through Boldly?

    You will work directly and communicate directly with each company, as a member of the Boldly team.

Working for Boldly

  • How many hours a week can I work?

    Our team works a minimum of 20 hours a week. Positions start at part-time with the opportunity to become full-time in due course based on performance. We’ll assign you to work with companies whose requirements match your availability.

  • How much will I get paid?

    Our team earns between $20 and $22/hour depending on skills, experience, and seniority. All team members start on $20.

  • How will I get paid?

    You will be paid directly to your bank account.

  • Is this a W2 position?

    Yes, in the United States you will be a W2 employee.

  • What benefits will I receive?

    As a part-time employee in the United States, you will receive paid time off, and as a full-time employee you will also receive medical benefits and life insurance coverage.

  • Can I choose when I work?

    You can choose when you work during business hours. Keep in mind that you will need both morning and afternoon availability. So for example, if you are working with Boldly for 25 hours a week, which is the equivalent of 5 hours a day, you can choose to work 3 hours every morning and 2 hours every afternoon. These hours can be flexible day to day as long as you’re able to plan and organize your work according to the needs of the companies you are supporting.

  • Are the hours flexible?

    Yes as long as it’s during business hours both mornings and afternoons.

  • Is work consistent?

    Yes. Most of the Boldly team have worked with the same companies for over 2 years. If a client needs to make a change to their subscription, you'll be offered opportunities with alternative companies.

  • Will I have a supervisor?

    Yes, you will receive direction from the executive at the company you are supporting, and you will be assigned to a Boldly Team Leader who serves as your supervisor providing mentorship and support during your tenure with us. Your Team Leader is always available for questions and to meet face to face - which you’ll do very often!

  • Do you conduct regular performance reviews?

    Yes, just like any high performing company, we conduct performance reviews. In addition, your supervisor will provide ongoing feedback on a month to month basis. Your performance review is a way to recap and look forward to new opportunities.

Company Culture

  • What’s the company culture like?

    Boldly is an employee focused company, and we foster long-term partnerships, open communication, and transparency with our team. We have a “virtual” open door policy, which means that everyone has access to our managers and leadership team, and is encouraged to speak up, and connect with them directly, no matter what the issue. We believe that everyone deserves to enjoy a rewarding and fulfilling career, and like you we want to work with kind, friendly, positive people who go to great lengths to support each other, and make it a pleasure to work together!

    Expect lots of communications with company news, team shares, quizzes, prizes, company-wide charity events, and celebrations.

  • Do I get to work with others on the team?

    Your primary contact will be your team leader who you'll meet with and speak with on a regular basis. We also work closely as a team, supporting each other, so even though we all work from different places, you'll “meet” team members as you share client projects, or as you provide vacation back up for each other….you’re never alone!

Meet Some of Our Team As They Live Life While Working At Boldly


Work and Thrive

Boldy is a remote-first, employee focused company, offering our talented team 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

We believe the best work is done when you feel best, in an environment that suits you. Our culture and values are all about creating rewarding partnerships for distributed teams, and focusing on performance, not time spent working at a desk!

Flexible Workday

We believe the 9-5 schedule is outdated. We empower our team to work closely with the companies they support on a schedule that yields the best results. Create a schedule that fits your lifestyle, and manage your hours in our proprietary dashboard.

Ongoing Mentorship

From onboarding to your first meetings with companies you'll be supporting and onwards - our Team Leaders will work with you to ensure that you are setup to succeed from day one. We insist on providing our team with a rewarding and empowering work experience.


We are 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!

Learning & Development

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 Executive Team and Team Leaders are former team members.

Paid Holidays & Parental Leave

We encourage our team to take time off to rejuvenate at various times of the year and we welcome new family members! Benefit from paid holidays and vacation, parental leave, and other contributions so that you can love your job even more!

Apply to Join Us

Be part of something amazing.  Don't settle for work as usual.

Boldly’s team of talented professionals has left behind the daily commute for the advantages of working virtually. For some it's about having a more flexible schedule, or the freedom to spend winter somewhere warm, or the variety of working with multiple clients. As a world-class business support specialist, you’ll play the rewarding role of supporting entrepreneurs, small business owners, and executives with a wide range of tasks, helping them to succeed, and freeing them up to focus on growing their business.

Sound appealing? If you have a strong professional background in administration, customer service, marketing, or project management, an interest in learning new skills, & a stable home-office environment we'd love to hear from you.

Are you a military spouse? Welcome! Check out our dedicated MilSo jobs page!


How Working for Boldly Works

  1. Apply for one of our W2 positions

    Earning the privilege to support top companies from your home office as a W2 employee, means you’ll need to show us that you’ve got what it takes. But if you are successful, you'll open the door to a job that most people can only dream of.

  2. Finish onboarding and choose companies to support

    Boldly has a waiting list of businesses eager to get started. After your initial onboarding we'll suggest companies for you to work with that are a good match for your interests, and availability. You’ll speak to them to verify that it's a good match, before you start working together.

  3. Enjoy Boldly’s team culture while doing work that inspires you

    You'll soon get started supporting businesses and building a long term working relationship with them. But you'll always have a team behind you. Your Boldly team leader is always on hand to support you, and you'll be part of Boldly's vibrant team culture.

12 Years

Average years of experience
of Boldly team members

2.5 Years

Average time our team
supports each client


Remote and flexible
W2 employee positions

Is This For Real? Watch Our Team Tell Their Stories


Be part of something amazing

We are proud to have built an amazing team of talented and skilled virtual professionals, and to partner and support businesses who share our values. If you are passionate about exceeding expectations, and can’t wait to make a difference in someone’s day, and if you love the idea of joining a company that thrives on excellence and promotes remote work as the way of the future -- then we want to hear from you!

what we expect from our team:

  • A can-do attitude and a proactive outlook
  • At least 7 years of work experience within your professional industry or field of specialty
  • Reliability, trustworthiness and discretion
  • Strong time management and efficiency
  • Professionalism in all communications
  • Steadiness and dependability with great flexibility
  • A high level of internet knowledge and a solid understanding of cloud-based technologies
  • Quick to learn and grasp new concepts
  • A fast and reliable internet connection
  • Friendly!
Apply to Join Us

Success Stories

Thank you for everything that you have supported me with and guided me through over these last 3+ years. I am truly grateful that for the first time in 12 years of moving with the military life, I will not be providing my notice to a job I have grown so fond of because of our move. I am so incredibly blessed to have found Boldly!”

virtual assistant image Nicole W. United States

I really appreciate that Boldly takes great care to match its team with clients, which helps create successful long-term partnerships. Since starting with Boldly, I've worked with fantastic companies from all over the world and the work has given me a lot of flexibility.”

virtual assistant image Catherine L United Kingdom
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