Sales Enablement Learning Partner, Gusto

• 8+ years of experience in sales enablement, training, or sales leadership supporting multi-product sales and expansion revenue motions (upsell, cross-sell, renewals), ideally in a high-volume environment
• Proven track record of designing and delivering highly effective enablement programs that drive measurable improvements in sales performance and productivity
• Demonstrated ability to independently lead learning initiatives end-to-end, from needs analysis through delivery and post-program evaluation, while managing multiple competing priorities
• Experience designing and facilitating new hire training and continuous education training for expansion/customer success/retention teams focused on growth
• Strong analytical, communication, and presentation skills, with the ability to influence stakeholders and work cross-functionally to ensure learning objectives translate into real performance outcomes
• Solid foundation in instructional design and adult learning theory, with the judgment to select appropriate modalities based on speed, scale, and impact
• Hands-on experience with content creation, curation, and knowledge management platforms, paired with a genuine passion for sales and finding creative ways to make sellers more effective
• Comfort operating in urgency and ambiguity, with the resilience, conflict management skills, and composure required to thrive in a fast-paced environment

Desirable

• The Sales Enablement team sits within our Revenue Operations organization, the linchpin of our world-class sales experience
• Learning Partners play a critical role in executing enablement strategies to drive revenue growth and feature adoption across sales
• This role owns the learning lifecycle for Expansion Sales and partners closely with leaders on onboarding, continuous education, and high-performance skill development
• You will design and implement learning solutions that include high-impact learning assets, self-paced content, and facilitated experiences
• We are seeking an individual with expertise in learning science, strong consulting capability, and experience in professional sales or business development
• You are passionate about enabling Expansion Sellers (upsell/cross-sell/renewal revenue motions) with the content, tools, insights, and training they need to win more business while exceeding the expectations of our existing clients
• You align with our company values, are highly self-motivated to drive results, and bring a relentless curiosity to continuously deepen product knowledge and scale enablement at pace in a fast-moving environment
• Collaborate with stakeholders and partners including revenue, revenue operations and other cross functional leads to determine sellers learning and performance needs and priorities to achieve business results
• Diagnose skill and knowledge gaps and independently design and deliver enablement solutions that drive measurable improvements in capability, productivity, and revenue—often with limited information, tight timelines, and minimal support
• Apply learner-centered design principles while balancing speed, pragmatism, and impact, tailoring solutions based on observation, stakeholder input, and the depth of learning required for performance
• Define and track KPIs to measure the impact of enablement initiatives, including time-to-performance, and use data to quickly iterate and refine solutions
• Design, build, and deliver onboarding, continuous training, and just-in-time learning experiences with a bias toward action, rapid development, and scalable execution to keep our expansion sales teams on the cutting edge
• Partner cross-functionally to ensure enablement content remains current and optimized for seller workflows, even as priorities and product capabilities evolve quickly
• Cultivate a community of expert practitioners, crowdsourcing best practices and user-generated content to continuously improve enablement
• Monitor industry trends and competitive dynamics, adapting enablement priorities quickly as business needs change
• Research and apply emerging AI tools and methodologies to accelerate design, development, and delivery while maintaining quality and effectiveness