Sales Enablement & Trainer

Job Title: Sales Enablement & Trainer Reports to: Head of Sales Operations & Enablement Location: Remote or Louisville, KY preferred POSITION OVERVIEW The Sales Enablement & Trainer is responsible for onboarding, training, reinforcement, field readiness, and ongoing advisor and seller effectiveness across the revenue organization. This is a new headcount role built to ensure every member of the sales team - from day one onward - has the knowledge, tools, and confidence to perform at the highest level. The ideal candidate is a high-energy builder who thrives creating scalable programs in fast-moving environments. This role requires someone who can move quickly from concept to execution, build from a blank page without waiting for perfect conditions, and continuously iterate based on field feedback. Wealth management, financial services, or advisor-facing experience is a meaningful advantage. WHAT YOU WILL OWN New Hire Onboarding Own end-to-end onboarding for all new sales and advisor-facing hires Design structured onboarding programs that accelerate time-to-productivity and reduce ramp time Ensure new hires are fully prepared across products, positioning, systems, sales process, and advisor conversation frameworks before they hit the field Continuously improve onboarding based on cohort performance data and manager feedback Training & Continuous Learning Build and maintain training curriculum covering products, investment positioning, sales methodology, platform usage, and compliance requirements Run recurring enablement sessions, field communications, and reinforcement programs Create scalable learning pathways for different roles, tenure levels, and development needs Track completion rates, knowledge retention, and field application metrics to continuously improve program effectiveness Playbooks, Battlecards & Field Resources Build and maintain sales playbooks, competitive battlecards, objection-handling guides, and advisor conversation frameworks Ensure all field resources are current, accessible, and aligned with current messaging and positioning Partner with Marketing and Product on launch readiness materials and field communication rollouts Field Readiness & Coaching Support Gather continuous feedback from the field to identify training gaps, messaging inconsistencies, and development opportunities Partner with sales leadership and RVPs to support individual and team coaching priorities Support launch readiness for new products, campaigns, and go-to-market initiatives Help improve seller and advisor confidence, consistency, and client engagement quality WHAT WE ARE LOOKING FOR Required 3–8 years in Sales Enablement, Training, Learning & Development, or Sales Support Experience building onboarding and training programs - not just delivering existing curriculum Strong communication and facilitation skills; able to hold a room and drive engagement Ability to simplify complex products and concepts into clear, actionable learning programs High execution velocity - must move fast and build without waiting for perfect conditions Demonstrated comfort operating in growth-stage, high-ambiguity environments Preferred Financial services, insurance, fintech, or wealth management experience - particularly advisor-facing or distribution environments Familiarity with LMS platforms and sales enablement technology Experience building investment or product training programs for field distribution teams Track record creating playbooks and competitive resources used and adopted by the field COMPENSATION Competitive base salary and performance bonus. Compensation commensurate with experience. Apply To This Job