Sales Development Representative


Join Our Sales Team

At Quickskill, our focus is on providing admin support to busy executives and businesses, amplifying their professional and personal success as well as our own. When you join Quickskill, you’re joining an exciting global team with offices in Portland, Guatemala, the Philippines, and Kenya.

We are looking for Outbound Sales Development Representatives who are eager to grow their career and their compensation. In this role, you will work closely with sales leadership to shape and develop our target market for going up-market. You will be responsible for building our customer pipeline and fueling our growth into strategic accounts, selling a service that 35% of surveyed executives reported using in 2023.

Sound interesting? Keep reading to learn more about the position and apply!

About You

You thrive in a small team where you can make a big impact. You are confident in your toolkit and experience, but you also love to learn and grow.

You are a fast learner, ready to prove yourself in a challenging role with the expectation that you will rapidly pick up increased responsibilities with a growing company.

You have an innate drive to be successful, and you bring both the business acumen and the grit to achieve your objectives.

You take initiative, tackle new obstacles, and solve problems we have not encountered before. Each problem you solve will leave a mark, shaping the future of our sales strategy.

You think big and want to change the way an entire industry operates.

What You’ll Be Doing

We are experts in remote collaboration. It’s just another day at the office for us to be working with a team member in the Philippines or Guatemala to deliver great service to our Quickskill members around the world. We’re a committed group of professionals building a unique client services culture and we are looking to grow our team in Portland. We know we’re on the right track because we were recognized by The Oregonian as one of their Top Places to Work in 2020, 2021, and 2022 as well as an Inc 5000 Fastest Growing Company in 2021. Our team works from our sparkling new downtown Portland office. Here you will:

  • Respond, engage and qualify inbound leads and inquiries
  • Schedule appointments with qualified prospects
  • Prospect for new business using tools such as HubSpot, Salesforce, LinkedIn, ZoomInfo, and Rollworks
  • Collaborate with marketing and other teams on sales and marketing strategy
  • Discover, improve and execute new approaches to reach our audience, including events and shows, campaigns, referrals, collateral, and case studies
  • Act as a self-starter while leveraging cross-functional collaboration wherever appropriate
  • Employ a consultative approach in assessing client’s needs and developing an understanding of the challenges faced by their business
  • Be empowered to make process improvements as you find opportunities for them

What We’d Love to See You Have

  • Great communication and interpersonal skills, with the ability to explain complex concepts in a simple way. You will need to interact with senior clients, understand their needs and drive toward a solution
  • Process-oriented mindset, figuring out what works and capitalizing on it by adding new details to future opportunities
  • Demonstrated success with a distributed team
  • Ownership mindset demonstrating drive, initiative, energy, and a sense of urgency
  • Salesforce and HubSpot experience
  • Able to thrive in a small team with a highly dynamic work environment and switch rapidly from strategy to execution
  • Dynamic, high-energy, sense of urgency, and ambition

About Quickskill

Quickskill is about amplifying people, from high-achieving executives throughout North America to the thousands of Quickskill around the globe, including our employees, their families and their communities.

When you join us, you join a team that cares about helping you do your best work.

Why Quickskill?

Quickskill powers meaningful and engaging work for deserving individuals around the world, enabling them to telecommute into the offices of decision-makers in some of the most dynamic business centers. Our staff builds intimate relationships with top executives and teams. The work we do makes a tangible difference in their lives. We amplify the skills of our staff so that their work amplifies that of everyone we work with.

Here’s What We’ll Set You Up With

  • A company on the rise with unparalleled opportunity for professional growth
  • A proven content marketing and lead generation engine to grow and expand on
  • An abundance of tools and platforms with which to prospect and leverage
  • A team that is invested in your career growth and training
  • Competitive salary based on experience, and uncapped commission
  • Competitive health care benefits
  • Work alongside world-class talent
  • Flexible vacation / paid time off policy
  • Company supported learning plans
  • Quickskill is an Equal Opportunity Employer. We celebrate and live diversity and are committed to creating an inclusive environment for all employees. Our mantra for this is “be yourself and be excellent.”


    Quickskill Web Recruitment – HQ

    Welcome to our application page! We look forward to reviewing your submission.

    Note: this page is only for US-Based Candidates. If you are applying for a job in our Manila, Guatemala, or Kenya offices, please visit our careers page and select the corresponding application.