Please apply by sending your resume, a cover letter and a link to your LinkedIn profile to Please do not use the application form on the Boldly Jobs page!

Full Cycle Account Executive (Remote, Part-time)

Perhaps like us you’ve thought long and hard about how you want to spend your work time and what matters. There’s nothing quite like working in a rewarding and positive environment with friendly people who’ve got your back—doing work that makes a genuine difference in people’s lives, and looking forward to working instead of dreading it.

From the clients we choose to work with, to the team members we hire, Boldly deliberately collaborates with people who care, who believe in creating goodwill and who enjoy a good laugh. One of our key requirements for joining (and remaining) with Boldly is to enjoy the work. So we’ve structured the company to support that.

And while we’re kind, we still mean business. We’re a premium company that’s rigorous, sweats the details and has a reputation for excellence.

About Boldly and the AE Position

Boldly is a remote staffing company specializing in subscription staffing; a ‘people as a service’ hiring model that gives businesses Fortune 500-trained, highly qualified, and hand-selected remote talent for just the hours they need each month. Our product is the game-changing support that our skilled, remote executive assistants and marketers provide to leading companies on a fractional, long-term, subscription basis. Our current average client lifetime is more than 3 years!

Winners of the Great Place to Work certification and SHRM’s prestigious When Work Works award and featured on Entrepreneur’s 360 list for innovation, Boldly is changing the way talented people and businesses work together for the better.

As a market leader in remote staffing since 2012 and after 10 years of steady growth we are at an inflection point. Boldly’s client roster includes executives at hundreds of leading companies in North America and Europe, as well as top universities and nonprofits, and as more and more companies now recognize the validity of remote work, demand is skyrocketing.

We’re looking for an account executive that will help us establish an outbound sales motion. You will connect with senior executives that are hungry for what Boldly offers, but who don’t yet know that Boldly’s innovative service exists. You’ll help us reach new customers while maintaining the excellence we are known for.

As Account Executive you’ll combine your love of research with a tenacious enthusiasm for speaking with people and helping them see what they’re missing. You’ll be speaking about a service that you can be proud of and you’ll take great pleasure in watching jaws drop as senior executives realize you have the answer to their prayers – the experienced remote staff to fill the positions they’ve been trying to fill for months.

We’re clear about our target customer and the industries they work in. Our personas have buying authority, so sales cycles are relatively short and relationship-driven. Our marketing team will be behind you 1000%. What we need from you is to identify the right people to connect with, build relationships, and accompany the senior executives you meet through to signup, and then hand them off to our Client Success Team.

The position is initially part-time, and can grow to full time as your availability allows. It is fully remote and you can set your own hours within the business day.

About You

You are an enthusiastic people person looking to continue or resume your successful sales career and be a part of a dynamic growing company where there’s lots to learn and discover.

You are an emotionally and socially intelligent sales professional who thoroughly understands how to build relationships and knows how to educate, inspire and relate to senior business leaders at their level – without them feeling like they are being ‘sold to.’

You love the intelligence gathering and research that allows you to connect with the right person within your target companies, and you are tenacious and creative in getting their attention without being aggressive or pushy.

You are excited to help scale a remote-first company that values transparency, kindness, goodwill, work-life balance, and work alongside a team that cares deeply about doing great work.

Your Skills, Experience & Outlook

  • You’re a clear, concise, and confident communicator with experience selling to VP and C level execs at companies with 200+ employees.
  • You love the full sales cycle from researching ICP prospects all the way through to closing a relationship-based transactional sale.
  • You have experience building your own pipeline from scratch.
  • You have a positive attitude and the ability to collaborate in a small team.
  • You have a growth mindset and are excited about creating a win-win for yourself, the clients you bring on, and for the Boldly team.
  • Your are highly organized with exceptional follow-up skills which you apply to managing multiple opportunities at any given time.
  • You have omni-channel selling experience, and experience selling a premium-priced product is ideal.

What You’ll Be Responsible For

  • Fulfilling an end-to-end inside sales cycle, from research to cold contact to closing quality accounts that will stay and grow with Boldly.
  • Understanding customer needs fully and articulating the relevant benefits of Boldly.
  • Achieving monthly and quarterly quotas of qualified new clients.
  • Engaging prospects through email, calling, and LinkedIn touches.
  • Providing feedback on the process, messaging, and ICPs to the marketing team to help refine and improve sales success.
  • Using Boldly’s CRM for lead management and pipeline forecasting.
  • Close collaboration with other functions, including Marketing & Client Success.
  • Providing a delightful customer experience, regardless of the deal outcome.

Why The Role Matters

You’ll play a key role in our growth plan, in maintaining the quality of clients that Boldly is known for and for the ‘personalized’ relationships that are a hallmark of the way we work.

Boldly’s team of remote, fractional executive assistants and marketers are true superstars. They are the heart of the company and Boldly’s success depends on the quality of those team members and their ability to provide remarkable service to our clients—something they go above and beyond to do.

In order to retain such great team members, we have to have great clients, executives that value them and treat them with kindness and respect.

Why Boldly?

We are a premium service and we sweat the details, but we also believe that it is possible to have a rewarding career that doesn’t conflict with our personal responsibilities and life choices.

Boldly offers our team of executive assistants and marketers the opportunity to choose the businesses they support and to work with a variety of interesting companies and nonprofits, leading to greater satisfaction, stimulation and ongoing learning. Our diverse team includes parents, military spouses, caregivers, and those with unique life situations where working remotely, and on a flexible schedule is not just a ‘nice to have’. As a predominantly women-led business, we are intimately familiar with the challenges women and minorities face in the workplace and we are committed to maintaining a diverse, equitable, and inclusive workplace for all. And of course, as a remote-first company since our inception in 2012, we are long-time established experts at leading and succeeding in a remote work environment!

For more information about Boldly, our subscription staffing model, and our company culture visit

Please apply by sending your resume, a cover letter and a link to your LinkedIn profile to Please do not use the application form on the Boldly Jobs page!