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Sales Enablement Learning Specialist

2 months ago


Denver, Colorado, United States Gusto Full time
About Gusto

Gusto is a modern, cloud-based platform that empowers small businesses to manage their teams effectively. Our comprehensive suite of tools includes full-service payroll, health insurance, 401(k)s, expert HR, and team management solutions. With offices in Denver, San Francisco, and New York, we serve over 300,000 businesses nationwide.

Our Mission

We strive to create a world where work enables a better life, starting right here at Gusto. Our commitment to building a collaborative and inclusive workplace drives our Total Rewards philosophy.

The Role

This position is part of our Sales Enablement team within Revenue Operations. As a key contributor, you will play a critical role in executing strategy to drive revenue growth across health insurance and benefit sales. We seek a sales enablement expert who is passionate about supporting benefit sellers with learning content, tools, insights, and training to help them win more businesses while exceeding client expectations.

Responsibilities:
  • Partner with stakeholders and leadership to develop and execute a strategic vision for benefit sales enablement that elevates seller capabilities.
  • Collaborate closely with Revenue, RevOps, and partners to deeply understand use-cases, solutions, and technical requirements to provide targeted enablement.
  • Establish KPIs and analytics to track the impact of enablement initiatives, including time to performance, and make data-driven decisions.
  • Design and deliver comprehensive onboarding programs, ongoing training, and just-in-time learning resources to keep benefits sales teams on the cutting edge.
  • Identify skill and knowledge gaps, then partner cross-functionally to build innovative enablement programs that drive measurable improvements in capability, productivity, and revenue generation using instructional and non-instructional methods.
  • Partner with cross-functional teams to ensure enablement content is always up-to-date and optimized for sellers.
  • Cultivate a community of expert practitioners, crowdsourcing best practices and user-generated content to continuously improve enablement.
  • Stay on the pulse of industry trends and competitive landscapes, adapting enablement priorities as needed.
Requirements:
  • 8+ years of sales enablement, training, and sales/sales management experience, ideally in the health insurance or benefits field.
  • Proven track record of designing and delivering highly effective enablement programs that drive measurable improvements in sales performance.
  • Demonstrated ability to lead and manage new learning and development projects from needs analysis to post-delivery evaluation with multiple competing priorities.
  • Experience designing and facilitating new hire training and continuous education training for a high-volume call center environment with positive outcomes.
  • Excellent analytical, communication, and presentation skills, with expertise in engaging stakeholders and working cross-functionally to build productive relationships that ensure learning objectives and content lead to optimal learning outcomes.
  • Knowledge of instructional design principles, including adult education concepts, to identify appropriate delivery methods and develop technical and conceptual content.
  • Experience with content creation, curation, and knowledge management platforms, balanced with a true passion for sales: finding creative ways to make sales teams more productive.
  • Conflict resolution skills and a personality that thrives in a dynamic environment, able to handle and even thrive in an urgent and ambiguous environment with grace and composure.
  • This role has a travel requirement with potential travel of 15% of the year.
Preferred Qualifications:
  • License - Health and Life Insurance Producer License in resident state.
  • An advanced degree or certificate in enablement.
  • Experience with GSuite, a Mac, Salesforce, Slack, Asana, NICECXOne, along with various learning management systems and authoring tools.