Sales Enablement Manager

Who you are

• 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, with the 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 the ability to coordinate work across Sales, Marketing, Product, and Operations
• A 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

What the job involves

• We’re looking for a Sales Enablement Manager to help our commercial team sell with greater confidence, consistency, and impact
• You’ll turn our product knowledge, market insights, and sales strategy into practical resources and learning experiences that help the team move opportunities forward
• Our sales involve complex benefits decisions and multiple stakeholders, including employers, brokers, and consultants
• You’ll help our team explain our value clearly to each audience, handle common objections, and connect our solutions to the outcomes buyers care about
• You’ll report to the Head of Sales and partner closely with the Director of Sales Operations
• You’ll own sales readiness, content, and training; Sales Operations will remain a key partner on sales process, systems, reporting, and workflow
• Build and improve onboarding and ramp programs for new sales hires, including product, market, process, and selling skills
• Create and maintain practical sales resources, such as 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 the Head of Sales and frontline managers to identify skill gaps and focus enablement on current business priorities
• Work with Marketing and Product to turn product capabilities, launches, and market changes into clear, accurate guidance for the field
• Gather feedback from sellers and managers, and review customer conversations, win/loss themes, and deal outcomes to identify what the team needs
• Coordinate with Sales Operations on CRM workflows, sales tools, process adoption, and reporting so that training and systems support one another
• Organize sales content so the team can find the right, current resource quickly; establish a regular process for reviewing and updating it
• Measure whether enablement is helping, using indicators such as ramp time, training completion, content use, rep confidence, process adoption, and relevant sales performance trends
• HOW SUCCESS WILL BE MEASURED:
• New sales hires ramp effectively and understand our product, buyers, and sales process
• Reps can explain our value clearly and adapt their approach to employers, brokers, and consultants
• Sales resources are current, easy to find, and used in the field
• Training and enablement programs improve targeted skills and support adoption of agreed sales practices
• Field feedback and sales performance data lead to useful, visible improvements in enablement

Benefits

• Healthcare: We pay $430 per month toward your health insurance and fully cover dental and vision. You also get membership to OneMedical, Teladoc and Talkspace
• Flexible, autonomous work: We’re remote first so live where you’re most happy. We come together in-person as a team 3-4 times per year
• Benepass perks: $500 to set up your home office, $100 per month for wellness, however you define it, $150 per month for home internet and cell phone, $150 per month for co-working