Gusto · 1 week ago
Sales Enablement Learning Partner - Expansion Sales
LV Metro Area
Full-time
Hybrid
Senior Level, Lead/Staff
$109K/yr - $164K/yr
8+ years expGusto is on a mission to grow the small business economy by providing essential services like payroll and HR. The Sales Enablement Learning Partner plays a critical role in executing enablement strategies to drive revenue growth and feature adoption across sales, focusing on onboarding and continuous education for Expansion Sales.
Bookkeeping and PayrollEmployee BenefitsEnterprise SoftwareFinancial ServicesFinTechHuman ResourcesSaaSSoftware
Responsibilities
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
Qualification
Required
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
Willingness to travel up to 20% annually
Preferred
Knowledge of the payroll industry
An advanced degree or certificate in enablement, education or organizational science
Experience with GSuite, a Mac, Salesforce, Slack, Notion, AI tools along with various learning management systems and authoring tools
Benefits
Health insurance
401(k)
Company
Gusto
Gusto is an HR and payroll platform that simplifies complex tasks, empowering businesses to focus on what matters most.
1001-5000 employees
H1B Sponsorship
Gusto has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (49)
2024 (54)
2023 (19)
2022 (37)
2021 (24)
Funding
Current Stage
Late StageTotal Funding
$746.1MKey Investors
Friends & Family CapitalT. Rowe PriceAkkadian Ventures
2023-01-28Series Unknown
2022-05-12Series E· $55M
2021-08-10Series E· $175M
Leadership Team
Josh Reeves
Head of Gusto (CEO) and Co-Founder. Building Gusto for the Long Term.
Edward Kim
Co-founder and Head of Technology
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