5-7+ years in enterprise SaaS sales, ideally within employee benefits, Digital Health, HR tech, or fintech
Demonstrated ability to meet or exceed annual sales quotas
Familiarity with enterprise sales methodologies like MEDDIC, Challenger, SPIN
Experience in managing complex sales with multiple stakeholders
Outstanding communication and presentation skills for engaging C-level executives
Proficient in navigating RFPs and procurement processes
Team-oriented with a passion for employee wellbeing
Responsibilities
Drive new revenue by managing the complete enterprise sales cycle
Develop and maintain a strategic pipeline of Fortune 1000 prospects
Conduct thorough discovery to identify prospect needs and tailor solutions
Deliver persuasive presentations and proposals to senior executives
Collaborate with cross-functional teams to ensure sales success
Navigate complex procurement processes for high-quality submissions
Build relationships with benefits consultants and brokers
Benefits
Remote-first work environment
Comprehensive medical, dental, and vision coverage
401(k) retirement plan
Access to mental wellbeing resources (Talkspace)
Financial wellbeing support through LearnLux services
Paid vacation and sick leave
Paid sabbatical after 5 years
Inclusive team culture with opportunities for growth
Continuous learning opportunities in a fast-paced startup
Full Job Description
The Role
As LearnLux's Enterprise Account Executive, you will serve as a key driver of our growth by leading strategic sales efforts with Fortune 1,000 and multinational employers. This hands-on role owns the full enterprise sales cycle, from prospecting and discovery to presentation, proposal, and close. You'll manage complex buying processes, build strong relationships with executive stakeholders, and position LearnLux as the leading financial wellbeing solution in the market.
You will be a critical contributor to how we scale revenue in a high-growth, B2B2C, enterprise-focused environment. This role is ideal for a consultative sales professional who thrives in relationship building, strategic account management, and closing high-value opportunities.
This is a full-time, remote position which will require 25-30% travel. Key Responsibilities
Drive net new revenue by owning the end-to-end enterprise sales cycle, from prospecting and discovery through proposal, negotiation, and close.
Build and manage a strategic pipeline of Fortune 1000 and multinational employer prospects, leveraging both outbound and inbound sources.
Conduct consultative discovery to deeply understand prospect pain points and tailor LearnLux solutions to meet their unique business, benefits, and workforce needs.
Deliver compelling presentations, demos, and proposals to senior executives, including HR, Total Rewards, Benefits, and Procurement leaders.
Collaborate cross-functionally with Marketing, Client Success, Product, and Operations teams to ensure alignment and maximize success.
Navigate complex procurement and RFP processes, developing high-quality submissions with support from proposal and revenue operations teams.
Build trusted relationships with benefits consultants, brokers, and channel partners to increase awareness and influence in the market.
Consistently meet and exceed quarterly and annual revenue targets.
Maintain accurate pipeline management and forecasting within CRM.
Represent LearnLux at industry conferences, webinars, and client-facing events.
Qualifications & Experience
5-7+ years of experience in enterprise SaaS sales or equivalent, ideally within employee benefits, Digital Health, HR tech, or fintech.
Proven track record of meeting or exceeding annual quota.
Strong knowledge of enterprise sales methodologies (e.g., MEDDIC, Challenger, SPIN).
Experience running complex sales cycles with multiple stakeholders across HR, Finance, and Procurement.
Excellent communication, storytelling, and presentation skills with C-level and senior HR/Benefits executives.
Comfortable navigating RFPs and procurement processes.
Collaborative, team-oriented approach with the ability to thrive in a fast-paced, high-growth environment.
Familiarity with the benefits ecosystem and consultant/broker landscape is a plus.
Passion for improving employee wellbeing and making a meaningful impact.
Benefits
Remote-first company structure
Medical, dental, and vision
401(k)
Mental wellbeing (Talkspace)
Financial wellbeing (LearnLux)
Paid vacation and sick leave
Paid sabbatical after 5 years of service
A supportive, inclusive team culture
Opportunities for continuous learning and growth at a fast-growing startup at the cutting edge intersection of financial wellness and technology
