["Full-Time"]
Remote
SaaS
jobicy
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 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 Ski
Tools & Tech Stack
Commission Structure
Base Salary
Not disclosed — ask in interview
Commission
Structure not specified
Ramp Period
Not mentioned — clarify timeline
Quota
$,
Selling Motion
Sales Cycle
Enterprise
6–18 month cycles, complex multi-stakeholder deals
Prospecting
Outbound-Heavy
Self-sourced pipeline via cold outreach
Buyer Persona
C-Suite
Selling to executive decision-makers
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionAs an Account Executive with Skillsoft, you'll own the entire revenue pipeline and be measured on quota attainment.
Expect to work with recurring revenue models where customer retention is as important as acquisition.
Remote positions in sales offer flexibility but require strong self-discipline and proactive communication with distributed teams.
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