Sales Enablement Learning Partner, PEO & Business Insurance at Gusto

This role is designed for a seasoned sales enablement expert who specializes in high-volume HR solutions and insurance. While the seniority level is listed as mid-level, the requirements are significant: they are looking for someone with over 12 years of experience who understands the complexities of PEO and licensed business insurance (like Workers’ Comp and Commercial Auto). You should be a master of instructional design who can move quickly from diagnosing skill gaps to delivering high-impact training. The compensation is highly competitive, especially for the San Francisco and New York markets, where the base salary reaches up to $200,000. This is a hybrid role requiring 2-3 days in the office, offering a balance of face-to-face collaboration and remote work. You’ll be joining a revenue operations team at a massive scale, supporting a network of over 400,000 small businesses while staying on the cutting edge of AI-driven learning tools. **You might be a good fit if you...** * Have 12+ years of experience in sales leadership or enablement within the HR/PEO or insurance sectors. * Are comfortable working in an "ambiguous" environment where you must build scalable training programs with limited information. * Possess a deep understanding of adult learning theory and know how to measure the ROI of training via KPIs. * Live near one of the primary hub offices (SF, NYC, Denver, etc.) and are willing to travel up to 20%.