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# Acquisition Account Executive

Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move.

[Apply for this job](#job-application)[View company](https://jobicy.com/company/skillsoft.md)Share9 Sep 2026Published47Listing views2Application actions9 Oct 2026Apply before  Opportunity details

## About this role.

AI SummarySkillsoft is hiring an enterprise Acquisition Account Executive to win net-new customers for its AI-native skills management and workforce transformation platform. The role is a hunter-focused enterprise SaaS sales position involving outbound prospecting, strategic account planning, executive relationship building, and management of complex, multi-stakeholder sales cycles. The successful candidate will engage senior HR, IT, talent, and business leaders to connect skills intelligence and learning solutions to measurable transformation outcomes. Candidates need at least five years of enterprise SaaS or business-transformation sales success, strong forecasting discipline, and willingness to travel up to 30–35%.

## Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

### Job Complexity

5/5EasyHard

### Pace & Pressure

5/5RelaxedFast-paced

### Autonomy Level

5/5GuidedFull ownership

### Communication Load

5/5IndependentCollaborative

AI insightThis is a high-pressure net-new enterprise sales role requiring consistent quota attainment, 4–5x pipeline coverage, and navigation of lengthy, complex buying cycles. Success depends on independently creating demand and influencing senior executives across multiple functions.

## Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job medianMarket rate$130,000US market range$95k–$175k0$193k

AI insightNo salary, base-pay, commission, or OTE range is disclosed in the posting. These figures are estimated annual USD base-salary benchmarks for a US-market enterprise SaaS Acquisition Account Executive with 5+ years of experience; actual total compensation may be materially higher when commission and equity are included.

## Core skills

Skills and capabilities most closely associated with this opportunity.

[Enterprise SaaS Sales](https://jobicy.com/jobs?search_keywords=Enterprise%20SaaS%20Sales.md)[New Logo Acquisition](https://jobicy.com/jobs?search_keywords=New%20Logo%20Acquisition.md)[Strategic Prospecting](https://jobicy.com/jobs?search_keywords=Strategic%20Prospecting.md)[Executive Selling](https://jobicy.com/jobs?search_keywords=Executive%20Selling.md)[Solution Selling](https://jobicy.com/jobs?search_keywords=Solution%20Selling.md)[Pipeline Management](https://jobicy.com/jobs?search_keywords=Pipeline%20Management.md)[Sales Forecasting](https://jobicy.com/jobs?search_keywords=Sales%20Forecasting.md)[Account Planning](https://jobicy.com/jobs?search_keywords=Account%20Planning.md)[Negotiation](https://jobicy.com/jobs?search_keywords=Negotiation.md)[Workforce Transformation](https://jobicy.com/jobs?search_keywords=Workforce%20Transformation.md)

Sample interview questionsHow have you built a new-enterprise-business pipeline when entering a challenging territory?I segment accounts by strategic fit, trigger events, and likely business pain, then create multithreaded outreach plans for executive and functional stakeholders. I combine research-driven messaging, referrals, social selling, partner activity, and disciplined follow-up, tracking conversion rates to improve the approach.

Describe a complex sale involving several executive stakeholders with differing priorities.

I map each stakeholder's objectives, influence, and potential concerns early in the cycle. I then establish a shared business case with measurable outcomes, tailor value messages by function, and maintain an agreed mutual action plan so the buying group remains aligned through evaluation and procurement.

How would you position Skillsoft to a CHRO who is concerned about workforce AI readiness?

I would first diagnose the organization’s strategic priorities, current skill gaps, and workforce-planning challenges. I would position Skills Intelligence and AI-powered learning as tools to identify critical capabilities, personalize development, measure progress, and link workforce readiness to transformation and productivity outcomes.

What practices help you maintain reliable forecasts in a long enterprise sales cycle?

I use clear stage-exit criteria, validate compelling events and buying processes directly with customers, and document next steps, risks, stakeholders, and commercial requirements in the CRM. I forecast from evidence rather than optimism and regularly inspect pipeline coverage, deal health, and close-plan quality.

Tell us about a time you overcame a competitive objection in an enterprise opportunity.

I reframed the evaluation around the customer’s highest-priority business outcomes rather than feature comparisons. By quantifying the cost of inaction, engaging the right executive sponsor, and demonstrating a differentiated implementation and value-realization plan, I helped the buyer make a decision based on strategic impact.

At Skillsoft, we believe skills fuel growth. Our mission is to empower every organization and every learner to turn constant change into continuous growth. As part of the team, your skills will help organizations understand what skills they have, what they need next, and how to apply them in ways that drive real performance and progress.

Skillsoft is seeking a high-performing Acquisition Account Executive with a proven track record in enterprise sales. In this role, you will be a true hunter. You will relentlessly prospect and engage senior decision makers across complex organizations, leveraging a strategic, solution-selling approach. This role is ideal for someone who consistently exceeds quota, thrives in high-stakes environments, and excels at building and converting an ambitious pipeline through creativity, tenacity, and expert relationship management. If you have a history of overachievement and are passionate about winning new business at the enterprise level, we want to hear from you!

RESPONSIBILITIES:

* Drive New Logo Growth by consistently exceeding revenue targets by winning new enterprise customers and creating long-term strategic value.
* Lead Executive Workforce Transformation conversations by engaging CHROs, CIOs, Talent Leaders, and Business Executives around workforce readiness, AI adoption, skills gaps, and organizational transformation.
* Build a high-value pipeline by generating and maintaining 4-5x pipeline coverage through disciplined prospecting, account planning, and targeted outreach.
* Sell business outcomes by positioning Skillsoft’s Skills Management Platform as a strategic solution that helps organizations identify, develop, deploy, and measure critical workforce capabilities.
* Orchestrate complex Enterprise sales cycles and lead multi-stakeholder opportunities across HR, IT, Operations, Finance, and Executive Leadership teams.
* Create Executive-Level relationships by developing trusted advisor status with senior decision-makers and aligning Skillsoft solutions to business priorities and strategic initiatives.
* Create demand through a combination of outbound activity, social selling, referrals, executive networking, and account-based engagement.
* Deliver insight-led customer engagement by conducting deep account research and bring industry, workforce, and skills-based insights that challenge customer thinking.
* Partner effectively with Solution Consultants, Customer Success, Product Specialists, Marketing, and Leadership to advance opportunities.
* Demonstrate measurable impact through workforce readiness, productivity improvement, compliance, talent mobility, and transformation outcomes.
* Master the Skillsoft value story and become an expert in Skills Intelligence, AI-powered learning, workforce transformation, talent development, and organizational capability building.
* Maximize deal value, accelerate time-to-close, and create the foundation for long-term customer success.
* Maintain accurate pipeline, forecasting, and opportunity management practices through disciplined CRM execution.

SKILLS & QUALIFICATIONS REQUIRED:

* Minimum 5+ years of success selling enterprise SaaS or business transformation solutions with a proven history of quota overachievement.
* Demonstrated ability to influence and engage VP, SVP, C-Suite, and board-level stakeholders.
* Skilled at uncovering business challenges, building urgency, and aligning solutions to strategic outcomes.
* Experienced navigating large enterprises, multiple stakeholders, and long sales cycles.
* Able to articulate how skills, talent, learning, and AI initiatives contribute to measurable business performance.
* Confident challenging conventional thinking and leading conversations that drive change.
* Highly organized with strong prospecting habits, CRM hygiene, and forecasting accuracy.
* Thrives in a matrixed environment and effectively leverages specialist resources to win business.
* Exceptional presentation, storytelling, negotiation, and relationship-building skills.
* Resilient, coachable, competitive, and motivated by winning net new business.
* Willingness to travel up to 30-35%.

PREFERRED QUALIFICATIONS:

Experience in the learning, human capital, human capital technology industry

### MORE ABOUT SKILLSOFT:

Skillsoft (NYSE: SKIL) is a global leader in AI-native skills management for the human + AI era. By unifying learning, real-time skills intelligence, and workforce insights, Skillsoft helps enterprises build their Skillforce™ — humans and AI working together to drive measurable business outcomes. Through personalized, interactive learning across leadership, technology, and compliance, Skillsoft enables organizations to close critical skill gaps and accelerate transformation. Skillsoft is trusted by thousands of organizations worldwide, including 60% of the Fortune 1000, and supports a global community of more than 105 million learners. Learn more at [skillsoft.com](https://nam12.safelinks.protection.outlook.com/?url=https%3A%2F%2Fwww.skillsoft.com%2F&data=05%7C02%7CAlicia.Webb%40skillsoft.com%7C36d2da8de0194a56800708de643c71a1%7C50361608aa23494da2332fd14d6a03f4%7C0%7C0%7C639058407944984460%7CUnknown%7CTWFpbGZsb3d8eyJFbXB0eU1hcGkiOnRydWUsIlYiOiIwLjAuMDAwMCIsIlAiOiJXaW4zMiIsIkFOIjoiTWFpbCIsIldUIjoyfQ%3D%3D%7C0%7C%7C%7C&sdata=vKXEeOW14HJrrID0XOoQJVjVbwOsMZAEXYws7OBBySU%3D&reserved=0).

Thank you for taking the time to learn more about us.
If this opportunity intrigues you, we would love for you to apply!

NOTE TO EMPLOYMENT AGENCIES: We value the partnerships we have built with our preferred vendors. Skillsoft does not accept unsolicited resumes from employment agencies. All resumes submitted by employment agencies directly to any Skillsoft employee or hiring manager in any form without a signed Skillsoft Employment Agency Agreement on file and search engagement for that position will be deemed unsolicited in nature. No fee will be paid in the event the candidate is subsequently hired as a result of the referral or through other means.

Skillsoft is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, age, national origin, disability, veteran status, genetic information, and other legally protected categories.

Show more

[Apply now >](https://jobicy.com/jobs/152840-acquisition-account-executive.md)

>  Annual salary information is not provided for this position. Explore salary ranges for similar roles in our [Salary Directory ›](https://jobicy.com/salaries.md)

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