
Enterprise Sales Executive
LRN
full-time
Posted on:
Location Type: Remote
Location: Massachusetts • New Jersey • United States
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About the role
- Own and deliver against an annual enterprise sales quota of $900K+
- Build, manage, and convert a strategic pipeline of Fortune 2000 opportunities
- Lead the full enterprise sales cycle from qualification through negotiation and contract execution
- Engage and influence C-level stakeholders, including General Counsel, Chief Ethics &
- Compliance Officers, and senior HR leaders
- Develop trusted advisor relationships around emerging issues in ethics, compliance, culture, and risk management
- Partner with Sales Development to drive proactive outbound prospecting and strategic account development
- Lead complex deal orchestration involving legal, procurement, and executive stakeholders
- Maintain accurate pipeline, forecasting, and opportunity management in Salesforce
- Collaborate closely with marketing, product, onboarding, and delivery teams to ensure successful client outcomes
Requirements
- 10+ years of enterprise B2B sales experience selling complex solutions
- 5–8+ years selling SaaS or subscription-based platforms
- Demonstrated success achieving $900K+ annual quotas within large enterprise environments (7,500+ employees)
- Demonstrated success closing six-figure enterprise deals with multiple stakeholders
- Strong executive presence and ability to engage senior leaders in meaningful business conversations
- Deep expertise in consultative and solution-based selling
- Experience managing long-cycle enterprise sales processes involving legal, procurement, and executive stakeholders
- This role is best suited for elite enterprise sellers who:
- Consistently perform in the top tier of their sales organizations
- Are comfortable operating in high-expectation, performance-driven environments
- Take ownership of outcomes and approach challenges with resilience and creativity
- Excel at building credibility with senior executives
- Combine strategic thinking with disciplined execution
- Disciplined pipeline management and forecasting using Salesforce
- Highly motivated, competitive, and accountable mindset
- Strong alignment with LRN’s values around ethics, integrity, and responsible business
- BA/BS degree or equivalent experience
- Experience selling into Corporate Legal, Risk, Compliance, or HR leadership
- Background in compliance, ethics, governance, risk, or HR technology platforms
- Experience selling SaaS or subscription-based enterprise platforms
- Advanced degree is a plus
Benefits
- Flexible PTO plus US public holidays and Sick Time.
- Medical, Dental and Vision Benefits.
- Excellent 401K with employer match
- Life Insurance, short-term and long-term disability benefits
- Health & Wellness reimbursements
- Health Saving & Flexible spending account
- Employee Assistance Plan.
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
enterprise salesB2B salesSaaS salessolution-based sellingpipeline managementforecastingcontract negotiationdeal orchestrationaccount developmentclosing enterprise deals
Soft Skills
executive presencerelationship buildingstrategic thinkingresiliencecreativityaccountabilitycommunicationinfluencecollaborationcredibility