Senior Revenue Enablement Leader — Drive GTM Impact

Requirements The ideal candidate will possess excellent communication skills, the ability to work autonomously, and follow through to drive work to successful conclusions

• You want to impact the industries that run our world: Your efforts will result in real-world impact - helping power fair and safe decisions across all the use cases where people’s data needs to be verified. (e.g., renting a car, volunteering at a school, getting a job, applying for a mortgage)
• You are passionate about making others better: You have the aptitude to understand the skills, workflows and tools that help revenue teams deliver meaningful engagements with buyers and you build programs that allow those folks to learn, test and apply those capabilities and behaviors
• You apply analytics to prioritize work: There’s no shortage of opportunity. You leverage performance data to help inform how you prioritize and the hypotheses that drive your scope
• You are the architect of your own career: If you put in the work, this role won’t be your last at Checkr. We have countless opportunities to experiment and master your craft in a growth environment
• 7–10 years in field enablement or GTM; minimum 3 years in a senior or lead capacity
• Deep understanding of field sales cycles, GTM strategy, territory management, and revenue operations
• Strong analytical skills; experience connecting field programs to win rates, deal velocity, and pipeline KPIs
• Proven track record of independently designing, delivering, and measuring end-to-end field enablement programs
• Familiarity with CRM systems (e.g., Salesforce), sales engagement tools, content management platforms, and AI "do-my-job" type tools
• Skilled at influencing without authority; experience partnering with VP-level field sales stakeholders
• Practitioner-level expertise in one or more field sales methodologies; has led field methodology training
• An A-player mindset with a strong bias for action: you raise the bar, move with urgency, stay resilient through ambiguity, and take ownership to deliver meaningful outcomes

What the job involves We are hiring a Senior Revenue Enablement Business Partner to serve as the strategic lead for our largest business unit - Workforce - with primary responsibility to Sales. This role will act as a trusted advisor to the segment leaders, responsible for defining and executing the end-to-end enablement strategy

• The Enablement Business Partner (EBP) will own the enablement roadmap and operating cadence, ensuring the right skills, knowledge, and tools are delivered at the right time to drive stronger customer conversations, credibility, and revenue impact
• This leader will translate business priorities into targeted enablement programs across product, industry, and role-based competencies — accelerating readiness and performance across the Sales field
• Analyze performance data, pipeline signals, and skill gaps to define targeted enablement interventions that influence revenue outcomes. Translate insights into program design and prioritization. Measure impact on pipeline coverage, win rates, deal velocity, and ramp
• Partner cross-functionally with Sales, Product, Marketing, Solutions Engineering, and other customer teams to ensure enablement is fully integrated into the business rhythm. Deeply understand roadmap, innovation, and emerging capabilities, and translate them into field-ready narratives and buyer enablement. Lead high-visibility programs including SKOs, QBRs, and regional team training. Build targeted programs to support sales managers
• Design and orchestrate learning experiences and performance solutions that enable sellers to have high-impact, value-based customer conversations. Lead methodology adoption (e.g., MEDDICC, Command of the Message); reinforced through deal coaching and review programs
• Create and implement learning programs to support change management initiatives for revenue generating teams to increase productivity throughout the pre- and post-sale cycles
• Experiment with modern, creative learning approaches including hands-on labs, live deal-based enablement, peer learning, and AI-enabled models.Gain leverage from sales tech stack; understand how each team uses to drive workflow proficiency, and implement capabilities for ongoing optimization, in close partnership with Revenue Systems teams
• Develop and demonstrate core leadership skills including executive communication, strategic prioritization, influence without authority, and operating rhythm ownership. Serve as a connector between strategy and execution, ensuring enablement priorities are aligned, sequenced, and scalable

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