Enterprise Acquisition Executive

As an Enterprise Account Executive, you will fill a key role in rapidly expanding our business with existing, high potential customers and acquiring new customers. Being a master of the entire sales process, you will use your creative prospecting skills to broaden our reach in existing customers and gain access to customers who are not currently working with us but should be. You will work through complex, strategic sales cycles to deliver outcomes for our customers and Pluralsight. If you are an out-of-the-box thinker, insatiably curious and relentlessly driven to win, join us!

As part of Pluralsight s sales team, you will play a critical role in driving our company s growth, helping our customers build the tech talent they need to tackle their biggest business priorities and accelerate your personal career growth.

What you'll do:

• Hunt and drive new business growth within a territory of white space accounts and accounts with existing spend, from lead generation to closing, while positioning yourself as a trusted, consultative advisor.
• Develop tailored territory and account plans that maximize your revenue production.
• Research and understand your customer s business objectives, technology priorities and talent initiatives. Align and communicate Pluralsight s value proposition and ensure we become their strategic tech skills development partner.
• Master and consistently apply the Pluralsight sales framework to ensure successful outcomes.
• Partner and collaborate with other functional teams such as business development reps, customer success reps, field marketing, product teams and sales engineers.
• Own and successfully lead through the entire complex sales cycles and buying processes within large enterprise accounts.
• Travel and get in front of customers whenever possible to advance our mutual partnership and sales cycles.

Experience you'll bring:

• 7+ years of relevant sales experience preferably selling a complex SaaS solution to enterprise clients requiring a multi-threaded approach.
• Track record of overachieving revenue targets of 1M+ and successfully navigating and closing six figure deals ($200k+) in complex sales cycles.
• Experience selling to senior leaders such as the C-Suite, technology executives, talent leaders, and other key stakeholders within large enterprise organizations.
• Hunter skills with a passion for and demonstrated success of securing new logos. Expertise in business development, heavy prospecting, building and managing pipeline.
• Proven experience utilizing MEDDPICC or a similarly effective value-based selling framework to address complex customer needs in enterprise sales.
• Previous SaaS and enterprise software experience. Edtech experience is a plus.
• Exceptional written and verbal communication skills, with the ability to simplify complex concepts and present them in an approachable and engaging way.
• Ability to engage and communicate with executive level stakeholders.

Requirements:

• This is a remote role; however, applicants located within 45 miles of 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 expectations differ by role. Some sales positions involve limited travel, while others may involve travel of up to 30%, depending on business needs.

Why you ll love working here:

• We re mission driven. We build the tech skills that people and organizations need to accelerate their careers and business outcomes.
• You ll love the people and the culture.
• 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.
• We re a blended workplace, where team members work remotely or in a hybrid setup depending on their role and location

MUST HAVE:

• 7+ years of enterprise SaaS new-logo hunting experience with a multi-threaded approach.

• Recent (last 3 5 years) success selling to technology buyers at large enterprises (e.g., CIO/CTO, VP Engineering, Platform/DevOps, Security, Data/Analytics, IT Leadership).

• Clear ICP adjacency: experience with developer tools, cloud/DevOps, security, data/AI, or tech-skills/learning platforms. (Primary background outside adjacent tech markets is not a fit.)

• Proven ownership of complex, 9 12+ month enterprise cycles, driving multi-stakeholder evaluations with mutual close plans.

• Consistent $200k+ ACV wins; history of $500k+ deals is a plus.

• Pipeline creation: demonstrated ability to self-source a significant share of pipeline (target 60%+ self-generated).

• Methodology mastery: MEDDPICC (or equivalent) with crisp qualification artifacts (metrics, decision criteria/process, mutual action plans).

• Stability: no pattern of unexplained short stints. Avg. tenure ? 2 years per role over the last 5 7 years; exceptions only when clearly labeled contract or documented layoff.

• Track record of quota attainment 100%+ and year-over-year growth.

• Previous enterprise SaaS experience required; EdTech a plus.