Senior Director of Sales Strategy (Chicago)

Job DescriptionSenior Director of Sales StrategyRole Summary:The Senior Director of Sales Strategy is a senior leadership role responsible for defining and driving the company’s sales strategy to accelerate revenue growth, improve productivity, and enhance go-to-market effectiveness. This leader partners closely with executive stakeholders across Sales, Strategy, Finance, Marketing, and Operations to translate corporate objectives into scalable commercial strategies and execution frameworks.Key Responsibilities:1. Sales Strategy & PlanningLead development of annual and long-range sales strategies aligned to corporate growth objectivesDefine go-to-market approaches including segmentation, coverage models, territory design, and account strategy2. Revenue Growth & Performance OptimizationDrive initiatives to improve sales productivity, pipeline health, and conversion ratesIdentify revenue growth opportunities (e.g., whitespace, cross-sell, upsell, new markets)Monitor performance against key metrics and adjust strategies to ensure target attainment3. Strategic Initiatives & TransformationLead high-impact strategic programs (e.g., sales transformation, GTM redesign, digital selling, AI enablement)Partner with leadership on business cases, investment decisions, and ROI analysisDrive change management and ensure adoption across the sales organization4. Cross-Functional LeadershipCollaborate with Sales Leadership, Finance, Marketing, Pricing, and Customer Success teamsAlign sales strategy with marketing campaigns, demand generation, and product strategyServe as a trusted advisor to senior executives and sales leaders5. Analytics, Insights & ReportingOversee development of dashboards and insights to guide decision-makingTranslate complex data into actionable recommendations for executive audiencesLeverage advanced analytics to forecast performance and identify risks/opportunitiesQualifications & Experience:EducationA college degree is nice to have but not required. What’s more important is having the skills to do the job. Other forms of acceptable experience include:Experience10–15+ years of experience in sales strategy, sales operations, management consulting, or commercial leadershipProven track record of shaping and executing sales strategies in complex, high-growth environmentsExperience working closely with senior executives and influencing business outcomesCore Skills & Competencies:Strategic & AnalyticalDeep expertise in sales strategy, GTM design, and revenue growth frameworksStrong financial acumen and business case developmentAdvanced analytical and modeling skillsLeadership & InfluenceExecutive presence with the ability to influence C-level stakeholdersStrong cross-functional leadership and stakeholder managementAbility to lead large-scale transformation initiativesOperational ExcellenceData-driven decision-making mindsetStrong program and project management capabilitiesTechnical (Preferred)Experience with CRM platforms (e.g., Salesforce, Dynamics)Proficiency with analytics tools (Power BI, Tableau)Familiarity with sales enablement and revenue operations toolsKey Metrics for SuccessRevenue growth and attainment vs. targetsSales productivity (e.g., quota attainment, pipeline conversion)ROI of strategic initiatives and investmentsEffectiveness of coverage and territory modelsJob RequirementsNA#LI-JC1#LI-HybridJob DetailsJob Type: Full-TimeSalaried: Salaried