Regional Sales Director, Enterprise Growth & Acquisition

Sorry, this job was removed at 04:11 a.m. (UTC) on Tuesday, Aug 12, 2025
Hiring Remotely in USA
Remote or Hybrid
251K-402K Annually
Cloud • Edtech • Information Technology • Software
We're empowering the global workforce with technology skills.
The Role

Job Description:

We are in search of a highly skilled, results-oriented Regional Sales Director, with a track record of success in a dynamic SaaS environment, to lead a team of high performing senior sales professionals.. 

This role is responsible for leading a team in North America and driving growth of annual recurring revenue (ARR) from a segment of high potential, existing customers and potential customers. 

Who you’re committed to being:

  • You enjoy learning and are open to new ways of doing things.

  • You are not afraid to be yourself, experiment, make mistakes and learn from them, ask questions, or voice your concerns.

  • When communicating you are self-aware, insightful, and proactive.

  • You are a team member first and individual contributor second. You are aware that high-performing teams are only as strong as their weakest link.

  • You believe in continuous improvement and request frequent feedback from others.

What you'll do:

  • Build, lead and coach a team of high performing sales professionals.

  • Develop and execute a territory and account planning strategy to maximize sales.

  • Build and grow pipeline, accurately forecast the business.

  • Apply operational rigor to create and grow pipeline, forecast business and use Pluralsight’s sales framework to get deals successfully closed. 

  • Partner closely with key cross-functional orgs (Marketing, Product, Content, PreSales, Customer Success, Operations, etc.) to create possibilities for customers and the company.

  • Hands-on engagement with customers and sales cycles to drive progression and executive level engagement to support large, complex sales cycles.

  • Live and breathe our values and build a strong, thriving team culture.

Experience you'll bring:

  • Experience executing enterprise level sales cycles.

  • Experience developing sales pipelines; penetrating new accounts and growing existing accounts. 

  • Strong people leadership and executive-level communication skills.

  • Experience and knowledge of co-selling and leveraging channel partners.

  • Value-based, solution selling expert in large, complex sales cycles

  • Customer obsessed and a passion for building team culture.

  • Preferred: Direct experience selling edtech solutions or software to technology organizations within large enterprises. 

  • Preferred: Recurring revenue / SaaS business experience.

  • Preferred: MEDDPICC sales framework knowledge

Requirements:

  • 5+ years of SaaS sales management experience with a track record of consistent sales goal achievement.

  • This is a remote role; however, applicants located within 45 miles of our Draper, UT, or Westlake/Dallas, TX offices should expect to work on-site Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This approach enables more effective collaboration, quicker decision-making, and a stronger culture, while still providing flexibility.

  • Travel: Travel expectations differ by role. Some quota-bearing sales positions involve limited travel, while others may involve travel of up to 40%, depending on business needs.

Why you’ll love working here:

  • We’re a blended workplace, where team members work remotely or in a hybrid setup depending on their role and location

  • We’re mission driven and guided by our culture pillars

  • We have a strong commitment to diversity and belonging

  • We cultivate a culture of trust, autonomy, and collaboration

  • We’re lifelong learners and champion team member growth and advancement

  • We’ve got you covered - team member benefits include competitive compensation packages, medical coverage, unlimited PTO and Summer Fridays, wellness reimbursements, Pluralsight subscription, professional development funds and more.

About us:

Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. Pluralsight provides highly curated content developed by vetted technology experts, industry leading skill assessments, and hands on, immersive learning experiences designed to help individuals skill-up faster.

Physical Requirements:

This role is primarily performed in an office or home office setting and involves standard computer-based work.

EEOC Statement & Accommodations Statement:

Bring yourself. Pluralsight is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or veteran status. We also consider qualified applicants with criminal histories, consistent with EEOC guidelines and local laws.

If you need an accommodation to apply, interview, or perform essential job functions, please visit the bottom of our website to learn how to request an accommodation. Learn more about our commitment to diversity, equity, inclusion, and belonging in our DEIB Report.

Pay Transparency:

The US base salary range for this role is $250,900-$401,800 USD. Actual compensation will depend on location, skills, experience, and other factors. Additional benefits and bonuses may apply.

Applications must be submitted within 90 days after the initial posting date to be considered.

Recruiting Scam Notice:

Please be aware of recruiting scams. We’ll only contact you from an @pluralsight.com email or verified channels. We never ask for sensitive personal info or payments as part of the hiring process. All openings are posted on our Careers page.

#LI-DF1

What the Team is Saying

Heather
Hannah
Rick
Manolo
Mani
Bailey
Elizabeth Prairie
Lisa Minogue-White
Sam Conrow
Sam Conrow
Sujana R.
Beckey Woodard Cole
Steve Vierra
Sara Grant

Pluralsight Compensation & Benefits Highlights

  • Healthcare Strength Health coverage spans comprehensive medical, dental, and vision, with company-covered employee premiums noted in public benefit descriptions. Coverage breadth includes mental-health and family-building options, reinforcing healthcare as a strong pillar.
  • Leave & Time Off Breadth Time off is presented as generous, with “unlimited” PTO and up to 16 weeks of parental leave plus a flexible return program. Benefit pages also highlight paid holidays and, in some descriptions, recharge periods.
  • Retirement Support Retirement support includes a 401(k) match that vests immediately. Public listings specify a 50% company match up to 6% of salary for U.S. team members.

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The Company
HQ: Westlake, TX
1,000 Employees
Year Founded: 2004

What We Do

Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations, and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation, including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. Pluralsight offers highly curated content developed by vetted technology experts, industry leading skill assessments, and hands-on, immersive learning experiences designed to help individuals skill-up faster.

Why Work With Us

Pluralsight is a place for builders who believe learning changes everything. Here, you’ll help shape the future of tech upskilling, grow with purpose, and thrive alongside teammates who care deeply about their craft, each other, and the impact we create together. Join us and make your mark.

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Pluralsight Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

We're a global team with offices in Westlake, Texas and Dublin, Ireland, as well as remote members worldwide. Team members near our Westlake HQ come together in-office Tuesday-Thursday, while those near our Dublin hub meet onsite Wedsday-Thursday

Typical time on-site: 3 days a week
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