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DailyPay, a leading on-demand pay solution and worktech platform, is seeking a Senior Manager of GTM Training to lead and evolve the onboarding and sales training function. This is a player-coach role reporting to the Director of Enablement, overseeing a team of trainers (Revenue Training Manager, BDR Trainer, Principal Sales Trainer) while remaining actively engaged in designing, delivering, and improving learning experiences across the Commercial organization.
You will own the complete training strategy and roadmap spanning onboarding, continuous development, certifications, leadership enablement, and skill reinforcement. Key responsibilities include leading and mentoring a high-performing training team, translating business priorities into scalable learning programs that drive seller productivity and revenue growth, and personally designing and facilitating high-impact training programs, workshops, and executive sessions. You will serve as the strategic bridge between Commercial Leadership and Enablement, partnering with Sales Leadership to identify capability gaps and recommend proactive learning solutions.
The role demands exceptional facilitation skills for virtual and in-person delivery, expertise in adult learning principles and instructional design, and strong knowledge of sales methodologies (MEDDPICC, Sandler, Challenger, etc.). You will leverage conversation intelligence platforms like Gong for call coaching, manage enablement technologies (Docebo, Articulate, Seismic, Salesforce), and define training success through adoption, proficiency, certification completion, behavior change, and business impact metrics.
You will influence senior stakeholders through data-driven insights, collaborate with Product Marketing and Revenue Operations to align learning priorities, and act as the connective tissue between organizational strategy and training execution. This requires strong executive presence, excellent communication and project management skills, and the ability to build trusted cross-functional partnerships.
Required: 7+ years in Sales Enablement, Sales Training, or Revenue Enablement; 2+ years leading enablement professionals; demonstrated success building and scaling sales training programs in high-growth B2B SaaS; exceptional facilitation and coaching abilities; expertise in adult learning and enablement best practices.
