Pluralsight

Director, Commercial Sales

Pluralsight$256K — $320K *
US-AnywhereRemote in United States
Enterprise Technology
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in Midmarket or Enterprise software sales, including leadership roles.
  • Proven record of achieving sales quotas consistently.
  • Deep knowledge of the MEDDPICC framework as both a seller and a coach.
  • Experience in SaaS sales and management with consistent annual goal achievement.
  • Proficiency in Salesforce CRM and sales analytics.

Responsibilities

  • Define and execute sales strategies for new customer acquisition and growth.
  • Collaborate with peers to shape strategies for recurring revenue growth.
  • Oversee sales processes and maintain accurate forecasting metrics.
  • Engage with stakeholders to develop and manage business support policies.
  • Participate in client meetings to support the sales team effectively.
  • Provide coaching aligned with the MEDDPICC framework to enhance team performance.
  • Conduct regular forecast meetings and ensure availability of key sales information.

Benefits

  • Blended work environment promoting collaboration and flexibility.
  • Mission-driven company focused on impactful tech upskilling.
  • Culture of inclusion fostering employee contribution and growth.
  • Continuous learning environment supporting skills expansion.
  • Comprehensive benefits including medical coverage and unlimited PTO.
Full Job Description
Job Description:

We are seeking an experienced Regional Sales Director to lead one of our North American Commercial Account Executive teams. In this role, you will be responsible for defining and executing our sales strategy to acquire new customers and grow our existing Commercial customer base.

What you'll do:
  • Partner with Sales Director peer(s) to establish, shape, and execute strategies for recurring revenue growth to achieve booking targets.
  • Provide operational rigor and ensure forecasts and metrics are up-to-date and correct
  • Oversee the entire sales process, setting appropriate metrics for sales funnel management and reporting on all business aspects.
  • Collaborate with senior leaders and relevant stakeholders to develop, implement, and manage policies and procedures that effectively support the business.
  • Support your team by participating in client and prospect meetings and engaging other corporate resources as needed.
  • Provide coaching to sellers in alignment with the MEDDPICC framework
  • Conduct weekly forecast meetings and 1:1 reviews with your team, ensuring sales tracking and forecasts are readily available to senior leadership and the ELT.
  • Maintain and develop net new key customer relationships and implement strategies for expanding the company's footprint across midmarket
  • Support Business Development and Marketing efforts by attending industry conferences and marketing events.
  • Occasional travel will be required (~30%).


Experience you'll bring:
  • A successful history of quota attainment with 5+ years of proven experience in Midmarket or Enterprise (preferred) software sales, including leadership positions.
  • Expertise in the MEDDPICC framework (ideally both as a seller and a leader/coach)


Requirements:
  • Requires a minimum of 12 years of related or equivalent experience; or 8+ years and an advanced degree.
  • Experience in SaaS sales / sales management with a history of consistently meeting annual sales goals
  • Experience using Salesforce CRM, sales analytics and funnel management techniques to drive productivity
  • This is a remote role; however, applicants located within 45 miles of our Westlake/Dallas, TX office 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 work in a blended environment that supports collaboration, flexibility, and connection across teams.
  • We are mission-driven, shaping the future of tech upskillling and delivering impact that matters.
  • We foster a culture of inclusion and belonging, where everyone can contribute and thrive.
  • We are always learning, creating an environment where you can take on new challenges, expand your skills, and grow with purpose.
  • Benefits include competitive compensation, bonus eligibility, comprehensive medical coverage, unlimited PTO, wellness reimbursement, professional development funds, and more.


Physical Requirements:

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

Pay Transparency:

The annual US base + variable range for this role is $256,000 - $320,000 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 [redacted].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.

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About Pluralsight

Pluralsight is an online education company that offers a variety of courses in software development, IT operations, and creative professions. The company was founded in 2004 and is headquartered in Farmington, Utah. Pluralsight has partnerships with a number of major tech companies, including Microsoft, Google, and Adobe. The company went public in 2018 and is traded on the NASDAQ under the ticker symbol PS.
Learn more about Pluralsight
Size
1,700 employees
Market Cap
$3.3 billion
Industry
Net Income
-$128 million
Founded
2004
5 Year Trend
+29.3%
Revenue
$391.8 million
NASDAQ

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