Develop and execute a comprehensive enablement roadmap that aligns with go-to-market goals, product launches, and quarterly revenue objectives.
Partner with Marketing and Sales Leadership to identify skill gaps and deliver targeted enablement initiatives for new and tenured reps including account executives, business development directors, BDRs, and customer service/success teams.
Own the onboarding program for new sales hires, ensuring full productivity ramp within 90 days.
Maintain and continuously improve sales playbooks, messaging frameworks, and objection-handling guides.
Create a formal training and coaching program that includes:
Deliver regular training on the Casepoint sales methodology, product positioning, and buyer personas.
Create certification programs for product knowledge, discovery skills, proposal development, and RFP responses.
Conduct coaching sessions with AEs, AMs, and BDRs on opportunity identification, SQL management, and storytelling.
Reinforce new learning that comes from product launches or product updates
Synthesize insights from sales, customer success, and customers to inform sales strategy and marketing approach
Monitor market trends, regulatory changes, and emerging opportunities in legal technology and adjacent markets
Develop deep expertise in customer personas, buying journeys, and decision criteria across corporate legal, law firms, and government segments
Partner with RevOps to optimize CRM workflows (Salesforce), pipeline visibility, and reporting.
Track enablement effectiveness through KPIs such as time-to-first-deal, win rate, average deal size, and ramp time.
Use data-driven insights to improve onboarding, messaging adoption, and process adherence.
Leverage existing sales enablement systems and ensure up-to-date materials for all product lines and buyer segments.
Collaborate with Product Marketing to align messaging, case studies, and assets with buyer stages.
Work with our proposal, security, and compliance teams to streamline documentation processes for RFP/RFI responses.
Requirements
5+ years of experience in sales enablement, product enablement, and sales training within an enterprise SaaS environment.
2+ years of sales experience and supporting sales teams selling to government agencies (federal, state, local) and corporate enterprise buyers.
Strong teaching capability and demonstrated enthusiasm for upleveling coworkers.
Proven success building and scaling sales onboarding and continuous learning programs.
Excellent communication, facilitation, and project management skills.
Proficiency in Salesforce CRM, Salesloft, etc.
Proven track record selling/enabling complex, technical products to sophisticated enterprise buyers in competitive markets
Strong collaboration skills with demonstrated success partnering with product management, sales, and marketing teams
Exceptional storytelling ability—can translate technical capabilities into business value and craft compelling narratives
Hands-on, execution-oriented mindset—not afraid to roll up sleeves and do the work yourself
Track record of successfully launching products and driving measurable business results
Strong analytical skills with ability to synthesize market data, customer insights, and competitive intelligence
Excellent written and verbal communication skills, comfortable presenting to executives and large audiences
Self-starter who thrives in fast-paced environments and can manage multiple priorities
Bachelor’s degree in Business, Communications, or related field (Master’s a plus)
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