Sales Enablement Manager

We are seeking a passionate, energetic, and articulate Sales Enablement Manager to design, implement, and scale sales enablement programs that equip our Enterprise, Public Sector, and Partner teams with the knowledge, tools, and processes to drive predictable revenue growth. This role blends strategic planning and tactical execution to ensure our sellers and customer-facing teams are fully prepared to communicate value, manage complex sales cycles, and support compliance-driven procurement environments.  

The ideal candidate has experience enabling enterprise SaaS sales teams that sell into government and corporate markets, understands long-cycle B2G/B2B sales, and is comfortable aligning enablement with product marketing, product, sales engineering, and revenue operations. 

Work Location & Flexibility: We are headquartered in Washington, D.C., and this role is eligible for remote work from the following states: CA, CO, CT, D.C., FL, GA, MA, MD, MI, MN, NC, NH, NY, PA, TX, VA, WI. If you live outside these states, unfortunately we’re not able to consider your application at this time.

What You'll Do 

Sales Enablement Strategy & Execution   

• 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. 

Training & Coaching 

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 

Sales Process & Analytics 

• 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. 

Content & Tools Management

• 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. 

What You Bring 

Required Qualifications 

• 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) 

 Strongly Preferred 

• Familiarity with legal technology, compliance, or records management software markets.  
• Experience with structured sales methodologies.  
• Ability to translate complex technology and regulatory concepts into concise, customer-centric messaging.  

About OPEXUS Casepoint

OPEXUS, a leader in government process management software, and Casepoint, a top provider of data discovery technology for litigation, investigations, and compliance, merged in January 2025, with a majority investment from Thoma Bravo. The merger combines OPEXUS' expertise in government process management and Casepoint's advanced data discovery technology to create a scalable platform that meets growing demands for efficient, secure data management in the public and regulated sectors. This collaboration enhances workflows for government and enterprise clients, focusing on data discovery, litigation, and compliance.

The Washington Post, which named Opexus Casepoint as the best place to work, solidifies the company's commitment to fostering a supportive, innovative, and inclusive work environment. Our dedicated team has created a culture grounded by our shared values that encourage everyone to speak up, join in, and celebrate together. From our hybrid work schedules to our prime downtown D.C. location, working at OPEXUS Casepoint offers the best of all worlds.

OPEXUS Casepoint is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or disability. 

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