Senior Revenue Enablement Specialist

Summary

Join HealthJoy's Go-to-Market team as a Senior Revenue Enablement Specialist! You will lead the design and optimization of sales technologies, implement enablement activities to boost revenue, and coach pre- and post-sales teams on best practices. This role requires 4-7 years of sales training/enablement experience, knowledge of sales metrics, and strong communication skills. You'll be responsible for project managing RFPs, developing training materials, and analyzing data to inform programs. HealthJoy offers a competitive salary, comprehensive benefits, and a remote-first work environment. This is a key role in a high-growth, award-winning company.

Requirements

• 4-7 years of experience with sales training/enablement (previous sales or customer success experience is a plus)
• You know the difference between “task-based enablement” and “performance-based enablement” and embrace the latter
• Motivated self-starter who can multitask and manage multiple deadlines and is comfortable working independently
• Knowledge of sales metrics such as ramp, conversion, sales velocity, win rates, NDR, etc
• Appreciation for data and using it to gauge program effectiveness
• Proven experience confidently driving projects to completion
• You take pride and joy in the work you own, striving for quality at all stages of development from initial drafts to completion
• Comfortable in a fast-paced environment and working independently
• You have an interest in growing your career in Sales Enablement and enjoy ongoing mentorship, coaching and challenges from your manager to continuously grow
• Excellent interpretation skills to build rapport within Sales, Customer Success and other stakeholders throughout the business
• Strong communication skills

Responsibilities

• Lead the design, roll-out and optimization sales technologies like Highspot, Gong, and Outreach, and internal campaigns to support adoption and usage
• Design and implement enablement activities to influence NDR (net dollar retention) and Net New Revenue
• Regularly score and coach pre- and post-sales on Consultative Selling best practices using Gong and effective communication skills to promote positive behavior changes
• Develop regular sequences in Outreach to increase outbound conversion rates
• Monitor enablement-specific metrics (like time-to-ramp, time-to-value, content-to-opportunity, win/loss trends) to provide proactive and reactive sales support
• With autonomy, project manage large and time-sensitive request for proposals (RFPs) through an iterative process and assist with the maintenance of RFP software (Loopio)
• Design courses and sales playbooks, roll-out coaching plans for “everboarding” program to help ensure adoption of effective sales skills and behaviors
• Develop trainings, activities and internal campaigns to promote excellence in Consultative Selling sales methodology
• Develop learning content in online learning platform Udemy and monitor completion
• Project manage and help design fun, innovative and inspiring annual sales kick-offs
• Collect, interpret, and report on data with manager to inform programs and leadership
• Support the iterative sales onboarding programs and product training modules for pre- and post-sales, tailored to each sales role, help with scheduling, course creation, and tracking KPIs
• Identify and share opportunities for process improvement
• Project manage and fulfill the occasional sales request
• Assist with end-to-end evaluation of and feedback on sales programs
• Contribute to a “think-tank” and inventive culture within the larger Marketing Team

Preferred Qualifications

• Experience working in the benefits industry; broker experience is desirable
• You bring creativity and fun ways to train and engage revenue teams
• You thrive on solving problems and are often the first to suggest solutions
• Experience supporting both pre- and post-sales teams
• Experience in a sales-facing role, enablement or comparable such as sales ops, RevOps analyst, sales support, product marketing
• Takes a vested interest in building the Enablement function with manager’s direction and protecting its reputation as a strategic partner to Sales

Benefits

• Medical, Dental and vision insurance packages
• HSA contribution match
• Stock options for eligible roles
• 401k match
• Paid parental leave
• Company sponsored Short Term and Long Term Disability coverage
• Flexible PTO
• Remote-first employer