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Salary: USD 120,000 - 140,000 / annual
Benepass is a Series B fintech platform that simplifies employee benefits administration. The company has raised ~$75M from top-tier investors including Workday Ventures, Threshold Ventures, and others, and is backed by a mission to help companies reimagine how they care for their people.
You will join as Sales Enablement Manager, reporting to the Head of Sales and partnering closely with the Director of Sales Operations. This is a hands-on role that bridges sales strategy, product knowledge, and practical field enablement.
Key responsibilities:
- Build and improve onboarding and ramp programs for new sales hires, covering product, market, process, and selling skills
- Create and maintain practical sales resources: discovery guides, talk tracks, pitch decks, one-pagers, FAQs, objection handling, case studies, and competitive guidance
- Develop role- and audience-specific materials for conversations with employers, brokers, consultants, and other partners
- Lead ongoing training and reinforcement on sales skills, product updates, messaging, competitive positioning, and sales process changes
- Partner with Head of Sales and frontline managers to identify skill gaps and align enablement with business priorities
- Work with Marketing and Product to translate product capabilities, launches, and market changes into clear field guidance
- Gather feedback from sellers and managers; review customer conversations, win/loss themes, and deal outcomes to identify team needs
- Coordinate with Sales Operations on CRM workflows, sales tools, process adoption, and reporting
- Organize sales content for easy discovery and establish a regular review/update process
- Measure enablement impact using ramp time, training completion, content use, rep confidence, process adoption, and sales performance trends
Benepass sells into a complex market with multiple stakeholders (employers, brokers, consultants) and requires consultative, multi-stakeholder selling. You'll help the team explain value clearly to each audience, handle objections, and connect solutions to buyer outcomes.
Requirements:
- 3+ years of experience in sales enablement, sales training, sales, sales operations, product marketing, or a related commercial role
- Experience supporting a B2B sales team with a consultative or multi-stakeholder sales process
- Strong writing and presentation skills; ability to make complex products and ideas clear for different audiences
- Experience creating sales materials and delivering training or coaching that sellers can use in real customer conversations
- Strong project management skills and ability to coordinate work across Sales, Marketing, Product, and Operations
- Practical, feedback-driven approach to improving programs, content, and workflows
- Familiarity with CRM and sales tools such as Salesforce, Gong, Seismic, or similar platforms
- Experience in employee benefits, healthcare, HR technology, fintech, or another complex B2B solution is a plus
