Lead, Sales

Pearson
Springfield, IL

Job Title: Lead, Sales, Large Enterprise Accounts

The Role

Leads and scales an Enterprise sales organization currently generating ~$20M in annual bookings and revenue to $100M+ within the next two years. This role is accountable for building a high‑performing Enterprise sales team, personally leading the most strategic deals, and shaping market, customer, and product strategy to deliver sustained, scalable growth with operating rigor.

What You'll Own

  • Owns and delivers a transformational growth agenda, scaling the Enterprise business from ~$20M to $100M+ in bookings and revenue over a two-year horizon.
  • Builds, hires, and leads a high-performing Enterprise sales organization, ensuring each seller effectively owns and grows a $5M+ book of business as scale is achieved.
  • Personally leads and closes the largest, most complex Enterprise and ‘mega’ deals, partnering directly with customer executives and internal senior leadership, including CEO-level collaboration.
  • Establishes and enforces best-in-class operating rhythms (daily, weekly, monthly) across pipeline management, forecasting, deal inspection, and execution discipline.
  • Creates and sustains a performance culture that is fanatical about hitting numbers, driving bookings and revenue growth, and winning consistently in competitive Enterprise environments.
  • Synthesizes customer feedback, deal learnings, and market signals into clear input for Product and Operational teams to accelerate resolution of blockers and influence future roadmap decisions.
  • Leads effectively through ambiguity and rapid growth, setting clarity and direction during change while inspiring teams with high energy, confidence, and accountability.
  • Shapes Enterprise market, account, and customer strategy, identifying growth opportunities, whitespace, and scalable motions across industries and verticals.
  • Partners closely with Product, Marketing, Solutioning, Customer Success, Finance, Legal, and RevOps to ensure Enterprise growth is operationally sound, repeatable, and scalable.
  • Develops future leaders through coaching, succession planning, and performance management aligned to the demands of enterprise-scale growth.

Scope & Impact

This role has material impact on enterprise revenue growth, go-to-market strategy, and organizational capability. Success is measured by the ability to scale from $20M to $100M+, build durable sales operating mechanisms, develop talent, influence product direction, and establish a repeatable Enterprise growth engine.

About You

  • Proven success leading Enterprise or Strategic sales organizations through periods of rapid growth and scale, ideally within software, technology, or complex solution portfolios.
  • Experience building and scaling Enterprise sales teams, including hiring, onboarding, and developing sellers with $5M+ books of business.
  • Demonstrated track record of personally leading and closing large, complex Enterprise deals involving executive and CEO-level stakeholders.
  • Strong commercial and financial acumen with deep expertise in pipeline rigor, forecast accuracy, deal governance, and revenue execution disciplines.
  • Ability to translate customer insights and market feedback into actionable improvements across product, operations, and go-to-market strategy.
  • Inspirational, high-energy leadership style with the ability to lead through uncertainty, rapid change, and aggressive growth targets.

Compensation

Compensation at Pearson is influenced by a wide array of factors including but not limited to skill set, level of experience, and specific location. As required by the California, Colorado, Hawaii, Illinois, Maryland, Minnesota, New Jersey, New York State, New York City, Vermont, Washington State, and Washington DC laws, the pay range for this position is as follows:

The minimum full-time salary range is $210,000

This position is eligible to participate in an annual incentive program, and information on benefits offered is available.

Application Deadline

Applications will be accepted through May 16th 2026. This window may be extended depending on business needs.

Equal Opportunity Statement

Pearson is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Pearson is an Equal Opportunity Employer and a member of E-Verify. Employment decisions are based on qualifications, merit and business need. Qualified applicants will receive consideration for employment without regard to race, ethnicity, color, religion, sex, sexual orientation, gender identity, gender expression, age, national origin, protected veteran status, disability status or any other group protected under law. We actively seek qualified candidates who are protected veterans and individuals with disabilities as defined under VEVRAA and Section 503 of the Rehabilitation Act.

If you are an individual with a disability and are unable or limited in your ability to use or access our career site as a result of your disability, you may request reasonable accommodations by emailing [email protected].

Job: Sales

Job Family: GO_TO_MARKET

Organization: Enterprise Learning & Skills

Schedule: FULL_TIME

Workplace Type: Remote

Req ID: 23731

#J-18808-Ljbffr
Posted 2026-05-03

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