Head of Sales Operations & Enablement

Job Title: Head of Sales Operations & EnablementReports to: Chief Distribution OfficerDirect reports: Sales Technology Administrator, Sales Enablement & TrainerLocation: Remote or Louisville, KY preferredPOSITION OVERVIEWThe Head of Sales Operations & Enablement serves as the operational backbone of the revenue organization and Chief of Staff to the Head of Sales. This is a critical backfill hire responsible for building and maintaining the processes, systems, and infrastructure that allow the sales organization to scale - while managing leadership through KPIs and operational cadence.This role is designed for a builder. The ideal candidate has thrived in smaller, entrepreneurial company environments where they have created structure, process, and operational discipline from scratch. Candidates who have only operated inside large, structured organizations will not succeed here.WHAT YOU WILL OWNSales Operations & ProcessBuild and maintain the sales operating rhythm - QBRs, pipeline reviews, forecast cadence, and field accountability structuresOwn CRM governance, pipeline stage discipline, and process compliance across the sales organizationDrive consistency in sales execution across regions and advisor-facing teamsIdentify and eliminate operational bottlenecks that slow advisor productivity and revenue executionPartner with leadership on territory planning, headcount modeling, and capacity planningChief of Staff - Leadership Management Through KPIsServe as Chief of Staff to the Head of Sales, owning the operational cadence that keeps leadership aligned and accountableBuild and maintain the KPI dashboards and reporting infrastructure that allow the sales leader to manage the business by the numbersRun the leadership operating calendar - agenda management, cross-functional alignment, strategic project execution, and meeting disciplineAct as proxy for the Head of Sales on operational and cross-functional mattersEnsure leadership has clean, timely visibility into pipeline, production, advisor activity, and team performanceSales Enablement StrategyDevelop and execute the sales enablement strategy across onboarding, continuous learning, and field readinessBuild and iterate on training programs covering products, positioning, systems, and sales methodologyPartner with Sales Enablement & Trainer on program design and executionAlign field messaging with marketing and product through launch readiness programsCross-Functional CoordinationServe as the central operational liaison between Sales, Marketing, Product, Operations, Compliance, and TechnologyLead cross-functional initiative coordination and ensure field readiness on all product and process launchesOwn sales communications strategy and internal field engagementWHAT WE ARE LOOKING FORRequired7–12+ years in Sales Operations, Revenue Operations, Sales Enablement, or Commercial StrategyDemonstrated experience thriving in a small company or early-stage growth environment - this is non-negotiableProven ability to build sales process, forecasting infrastructure, and KPI frameworks from the ground upStrong CRM and sales technology expertise; Salesforce experience strongly preferredExecutive presence and communication skills - comfortable presenting to and managing senior leadershipStrong analytical mindset combined with hands-on execution capabilityPreferredFinancial services, fintech, insurance, wealth management, or advisor distribution experienceExperience serving in a Chief of Staff, Head of RevOps, or VP Sales Operations capacityFamiliarity with Salesloft, Gong, and ZoomInfo ecosystemsTrack record managing KPI governance and leadership accountability structuresThe right candidate can point to a specific company where they joined with minimal structure and built the operational foundation that allowed the sales organization to scale.COMPENSATIONCompetitive base salary and performance bonus. Compensation commensurate with experience.