Suggested rewrite: Led a cross-functional initiative that improved [business outcome] by [measurable result], demonstrating experience relevant to this role...
Compliance Account Executive
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The role, at a glance.
Skillsoft is hiring a remote, Eastern Time Zone Compliance Account Executive to win new business and expand existing customer relationships for its legal, ethics, safety, and OSHA compliance learning solutions. This hunter-oriented enterprise sales role requires outbound prospecting, complex stakeholder navigation, value-based selling, deal negotiation, and disciplined pipeline management. The successful candidate will partner with sales, marketing, support, and retention teams to execute cross-sell and land-and-expand opportunities. Candidates need at least five years of B2B, SaaS, PaaS, or compliance software sales experience, strong Salesforce capability, and willingness to travel up to 30–40%.
Role DNA
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Pace & Pressure
5/5Autonomy Level
4/5Communication Load
5/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
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Sample interview questions
I start by defining high-fit account criteria, mapping likely business triggers, and identifying the economic buyer, technical influencers, and functional champions. I use a structured multichannel outreach cadence supported by relevant industry insight, then measure conversion at each stage to refine messaging and activity levels.
In a prior complex sale, I mapped each stakeholder’s goals, concerns, and level of influence before building a mutual action plan. I tailored the business case for executives, addressed operational requirements with functional teams, and maintained clear next steps so the buying group could reach consensus and move forward.
I would reframe the discussion around risk reduction, audit readiness, workforce safety, and the cost of inconsistent or outdated compliance practices. By connecting the solution to measurable outcomes such as completion visibility, reduced exposure, and scalable training administration, I would establish compliance learning as a strategic investment.
I maintain clear stage definitions, document customer pain points and next steps, validate close dates against a mutual action plan, and update risks promptly. I also review pipeline coverage and conversion trends regularly so my forecast reflects evidence rather than optimism.
I segment opportunities by revenue potential, urgency, strategic fit, and likelihood of expansion, then reserve consistent time for proactive new-logo activity. For existing accounts, I partner closely with retention and customer-facing teams to identify adoption gaps, new use cases, and cross-sell opportunities without compromising the net-new pipeline.
About this role.
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 an experienced Compliance Account Executive to prospect for new opportunities with existing customers, and net-new prospects, applying a hunter mentality with a strategic, solution-selling approach. In this role, you will have the opportunity to grow an impressive pipeline of business as a result of outbound prospecting, and creativity. This will require the ability to navigate through complex organizations and sell to multiple decision-makers.
Remote – Eastern Time Zone
OPPORTUNITY HIGHLIGHTS & RESPONSIBILITIES:
- Drive revenue growth by acquiring new compliance customers (whitespace) and enhancing existing customer relationships through upgrades
- Position Skillsoft’s corporate legal/ethics compliance (and) Safety/OSHA compliance solution to key decision-makers, influencing their purchasing decisions
- Collaborate with cross-functional reps to identify and pursue cross-sell opportunities, while gaining a comprehensive understanding of Skillsoft sales strategies
- Partner with retention-focused reps to drive upsell opportunities using a land-and-expand approach
- Leverage the unique competitive differentiators of our solution lines to win business
- Engage and influence senior leadership prospects to drive decision-making and close deals
- Work closely with sales, marketing, and support teams to advance key opportunities and increase market share
- Take ownership of meeting preparation, including thorough research, establishing agendas, delivering tailored presentations, and ensuring timely follow-up communications
- Define measurable business objectives and growth targets related to whitespace opportunities, with clear timelines
- Provide management with ongoing feedback on pipeline health, risks, opportunities, and progress
SKILLS & QUALIFICATIONS REQUIRED:
- 5+ years of professional sales experience, preferably in PaaS, SaaS, B2B, or Safety/Legal compliance software, with a Bachelor’s degree or equivalent experience
- Proven ability to exceed sales targets, with a deep understanding of the sales cycle and the ability to leverage each stage to drive progress
- Advanced knowledge and usage of Salesforce.com for pipeline management and reporting, as well as MS Office Suite
- Strong experience in prospecting within a structured activity model to maximize revenue growth
- Skilled at creating a client-specific point-of-view aligned to partnering with Skillsoft to drive an improved business outcome
- Ability to thrive in a matrixed sales environment, collaborate across teams, and exhibit a positive, winning attitude with an agile mindset
- Expertise in negotiating deals based on value, with the ability to close effectively and efficiently
- Adept at understanding complex client requirements and articulating solutions that address their needs
- Ability to travel up to 30-40%
DESIRED SKILLS:
- Prior experience in legal and/or safety compliance learning is highly desirable
- Advanced degrees or technical certifications
Target base salary range for this job requisition is anticipated to be approximately $100,000 – $120,000 annualized with average on target earnings including commissions of approximately $200,000- $240,000 annually.
We also offer Enterprise benefits including but not limited to: medical, dental, vision, and paid time off
The company may modify salaries, salary ranges and/or Pay Plans from time to time as it deems necessary.
Skillsoft uses AI-enabled tools to screen applications. Recruitment and hiring decisions are made by Skillsoft personnel and are not based solely on automated processing.
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.
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.
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