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Regional Sales Director, Strategic

Job in Westlake, Tarrant County, Texas, USA
Listing for: Pluralsight, LLC
Full Time, Part Time position
Listed on 2026-01-06
Job specializations:
  • Sales
    Business Development, Sales Manager
Job Description & How to Apply Below
Location: Westlake

Job Description:

Pluralsight is the leading technology workforce development company. Over the last decade, we have transformed the tech skills development market, forever changing the way individuals and companies approach the never-ending need to learn tomorrow's tech skills. Through tech skill development, we help companies build better products and we empower individuals to grow their skills and their careers. Join us and help individuals and companies develop the tech skills of tomorrow.

The Strategic Regional Sales Director is responsible for the successful execution of the Strategic sales strategy in North America. This position will drive the sales team based on Pluralsight's sales methodology including account penetration, supervision of sales activity, sales process planning, negotiation, and closing all sales opportunities.

Who you are:

  • You have proven sales experience in identifying market size and focus, developing sales pipelines, penetrating new accounts, and driving the sales process within a relationship selling environment.

  • You have experience using sales analytics and funnel management techniques to drive productivity, and have ensured appropriate sales activity with visibility of the pipeline to senior management for forecasting and business planning.

  • You have successfully managed the sales cycle from business champion to the SVP of Engineering/CEO/CTO level. Positioning the value proposition and selling to the "C"-suite is a must.

  • You have demonstrated leadership characteristics within a team setting through times of growth, change and ambiguity.

  • Consistently achieves quota with demonstrated success in accurately forecasting quarterly and annual targets, and achieving those sales commits.

  • You're passionate when it comes sales training (i.e. Solution-Selling, Customer-centric Selling, Strategic Selling and/or Value Selling).

What you'll own:

  • Develop and implement a business plan to expand business within our enterprise customer base.

  • Lead daily and weekly activities, pipelines, forecasts and closed deals to ensure above quota results based on successful pipeline management as well as mentoring the team with various prospecting techniques.

  • Attract, hire, onboard and retain top sales talent

  • Display a detailed understanding of business needs and revenue potential for accounts in the assigned region

  • Work with team members individually as needed while always promoting a balanced team environment through ongoing mentoring and development of the sales team

  • Work directly with the leadership team to craft strategies for driving balanced business growth

  • Maintain key customer relationships, develop and implement strategies for growing Pluralsight's products with the customer base.

  • Provide detailed and accurate sales forecasting and reporting on all aspects of of the business to Sales leadership

  • Collaborate with leaders and other relevant team members to build, implement and lead policies and procedures to optimally support the business

  • Create and deliver effective presentation, including corporate and solution capabilities, prospective client proposals, bid defense and business reason.

  • Support business development efforts by attending industry conferences and events

Experience you'll bring:

  • Experience in SaaS sales / sales management experience with a track record of consistent annual sales goal achievement

  • Experience developing sales pipelines; penetrating new accounts and growing existing accounts within a relationship selling environment

  • Consistent record of meeting annual sales goals, pipeline generation, developing new opportunities and managing sales pipelines in a scale-up environment

  • Experience using Salesforce CRM, sales analytics and funnel management techniques to drive productivity

  • Expertise in sales training (i.e. Solution-Selling, Strategic Selling and/or Value Selling)

Preferred qualifications/skills

  • Understanding of Meddpicc and the Three Whys Framework. Experience integrating the Three Whys into a team's daily sales process, providing ongoing coaching.

  • Strong forecast hygiene with a "no surprises" approach. Look for evidence of proactive risk identification and the ability to articulate clear reasons for forecast change.

  • A commitment to customer-facing value possessing a track record of leading a team that consistently adds measurable value in customer interactions.

  • Possesses strong cross-functional collaboration skills and has a history of successfully partnering with teams like Customer Success, Professional Services, and Product and Marketing to drive holistic business outcomes and improve the customer experience.

Requirements
  • 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…

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