Top Director of Sales Jobs in Chicago, IL

Reposted 4 Days AgoSaved
Remote
Chicago, IL
280K-300K Annually
Senior level
280K-300K Annually
Senior level
Artificial Intelligence • Productivity • Sales • Software
The Director of Sales manages and develops a team of Account Executives, focusing on coaching, live deal support, and leveraging AI tools to enhance sales performance.
Top Skills: AIClaudeSaaS
Reposted 4 Days AgoSaved
In-Office or Remote
Chicago, IL
Expert/Leader
Expert/Leader
Healthtech
Lead Sales Engineering & Effectiveness team to provide deal support, solution design, value calculations, and operational playbooks. Manage SMEs in analytics, payments, financial modeling, contracting, and deal desk operations; drive strategic opportunity identification, SLAs, tooling roadmap, executive deliverables, and cross-functional collaboration to accelerate growth.
Top Skills: Google SuiteSalesforce CRM
Reposted 10 Days AgoSaved
Remote or Hybrid
Chicago, IL
155K-240K Annually
Senior level
155K-240K Annually
Senior level
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
The Director of Sales Enablement is responsible for coaching, mentoring, and developing sales strategies to enhance team productivity and effectiveness through training and best practices.
Top Skills: MeddpiccSales MethodologySFDC
Reposted 6 Days AgoSaved
Remote
Chicago, IL
350K-350K Annually
Mid level
350K-350K Annually
Mid level
Software
The Director of Sales and Partnerships will drive revenue growth, establish a go-to-market strategy, and build relationships with enterprise and federal customers, focusing on secure infrastructure.
Reposted 6 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Software
The Director of Sales Engineering will lead a team of Sales Engineers, manage enterprise sales, and collaborate with various teams to drive technical strategy and successful outcomes during the sales cycle.
Top Skills: Compliance FrameworksCybersecurityEndpoint SolutionsRisk ManagementVulnerability Management
7 Days AgoSaved
Remote
Chicago, IL
100K-165K Annually
Senior level
100K-165K Annually
Senior level
Fintech • Insurance • Software • Financial Services
Lead recruitment and growth strategy to source, attract, and onboard top sales talent for Relation Insurance. Build pipelines, manage agencies, design sourcing campaigns (cold outreach, social, job boards), partner with sales and marketing, conduct preliminary interviews, ensure compliance, track recruiting metrics, and represent the company at events.
Top Skills: LinkedInExcelMS Office
7 Days AgoSaved
In-Office or Remote
Chicago, IL
Senior level
Senior level
Hardware • Other • Software • Appliances • Industrial • Manufacturing
Lead and scale a pre-sales Sales Engineering organization for enterprise SaaS. Own technical/value-selling across discovery, solution design, demos, executive presentations, RFPs, POCs, and cross-functional deal support to improve win rates, sales velocity, and deal quality.
Top Skills: AIAnalyticsAPIsCRMData WorkflowsEnterprise Saas ArchitectureIntegrationsIot
Reposted 12 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
155K-265K Annually
Senior level
155K-265K Annually
Senior level
AdTech • Artificial Intelligence • Big Data • Machine Learning • Marketing Tech • Mobile • Software
The Sales Director will drive customer acquisition for Liftoff, managing the sales lifecycle, client engagement, and collaborating with teams to ensure success. Responsibilities include pipeline management and exceeding revenue targets.
Top Skills: Ai-Powered Performance MarketingCrm ToolsMobile App Advertising
Reposted 12 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
Senior level
Senior level
Cloud • Information Technology
The Senior Director, Regional Sales is responsible for managing the sales team, driving revenue growth, meeting quotas, and collaborating with marketing and partners.
Top Skills: CRMMarketing AutomationSFDC
Reposted 12 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
400K-450K Annually
Senior level
400K-450K Annually
Senior level
Artificial Intelligence • Insurance • Machine Learning • Software • Analytics
The Enterprise Sales Director - Health will manage the sales cycle for AI-powered solutions in health insurance, cultivate relationships, and achieve sales targets.
Top Skills: AISaaS
8 Days AgoSaved
Remote
Chicago, IL
300K-420K Annually
Senior level
300K-420K Annually
Senior level
Software
Lead and scale a team focused on enterprise new-logo acquisition across the Eastern U.S. Own full sales lifecycle for complex six- to seven-figure deals, execute account-based strategies, coach Account Executives, engage prospects in-person, and collaborate with GTM, product, and solutions teams to refine positioning and close deals.
Top Skills: Common RoomGongLinkedin NavigatorSalesforceTemporal CloudTemporal OssZoomZoominfo
Reposted 22 Days AgoSaved
Hybrid
Chicago, IL
94K-185K Annually
Expert/Leader
94K-185K Annually
Expert/Leader
Big Data • Fintech • Information Technology • Business Intelligence • Financial Services • Cybersecurity • Big Data Analytics
The Sales Director leads a sales team to drive growth in fraud, identity, and device solutions, focusing on key verticals through strategy, coaching, and market engagement.
Top Skills: GongSalesforce
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8 Days AgoSaved
Remote
Chicago, IL
120K-150K Annually
Senior level
120K-150K Annually
Senior level
Insurance
Own the sales technology strategy and roadmap, integrating tools (ZoomInfo, Outreach, Seismic, intent platforms, AI) into seller workflows. Drive adoption, measure ROI, align sales and marketing data, lead vendor negotiations, and manage a Sales Technology Manager. Partner cross-functionally with Sales, Marketing, IT, Legal, and L&D to operationalize AI-enabled selling and link technology adoption to pipeline and revenue outcomes.
Top Skills: AICRMIntent Data PlatformsMiedgeOutreachSeismicZoominfo
Reposted 13 Days AgoSaved
Remote
Chicago, IL
211K-285K Annually
Senior level
211K-285K Annually
Senior level
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
The Senior Director, Head of Scaled Sales will lead the development of a sales-assisted growth model, utilizing data-driven strategies and close collaboration with marketing and analytics to boost conversion and efficiency.
Top Skills: AICustomer Lifecycle MarketingData ScienceSales Analytics
23 Days AgoSaved
In-Office
Chicago, IL
204K-270K Annually
Senior level
204K-270K Annually
Senior level
Food • Retail • Agriculture • Manufacturing
Lead enterprise selling for McCain's MBU in the US: negotiate and manage customer contracts, create and execute sales and budget plans, coordinate cross-functional teams, drive volume, share and profit growth, track opportunities and risks, and demonstrate principled leadership while meeting KPIs and ensuring flawless activation.
Top Skills: Ai-Based Yield OptimizationCapacity ModelingCold-ChainDigital Twin SimulationsFdaFsmaHaccpIqfMachine LearningOeeOee TrackingPredictive MaintenanceReal-Time Production Monitoring SystemsRoi ModelingUsda
14 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
300K-325K Annually
Senior level
300K-325K Annually
Senior level
Big Data • Healthtech • HR Tech • Machine Learning • Software • Telehealth • Big Data Analytics
Drive revenue for Garner's fully- and self-insured products in the 500–5,000 life segment. Expand and manage broker, consultant, general agent, and employer partnerships; build sales and partnership pipeline infrastructure; collaborate with market teammates to support in-market activities and broker relationships. Remote role with occasional travel to HQ.
Reposted 8 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Digital Media • News + Entertainment
The Director of Sales and Business Development will drive revenue growth through strategic sales processes, build client relationships, and oversee sales operations. Responsibilities include creating sales playbooks, negotiating deals, and forecasting revenue, while managing a team as the company scales.
Reposted 8 Days AgoSaved
Remote
Chicago, IL
140K-150K Annually
Mid level
140K-150K Annually
Mid level
Fitness
The Director of Sales Enablement will enhance the sales process by creating impactful sales materials, collaborating with sales teams, and analyzing market insights to improve performance.
Top Skills: Ai-Enabled ToolsCrm PlatformsGoogle WorkspaceMicrosoft PowerpointMicrosoft WordProposal Management Platforms
Reposted 8 Days AgoSaved
Remote
Chicago, IL
140K-210K Annually
Senior level
140K-210K Annually
Senior level
Software • Pharmaceutical
The Director of Sales is responsible for building and managing sales teams, driving revenue growth, optimizing performance, and executing go-to-market strategies in a high-growth SaaS environment.
Top Skills: HubspotMS OfficeSalesforce
Reposted 8 Days AgoSaved
Remote
Chicago, IL
178K-225K Annually
Expert/Leader
178K-225K Annually
Expert/Leader
Food
Lead Feastables' top national retail partnerships to drive revenue, distribution, velocity, and profitability. Develop customer growth strategies, lead joint business planning, negotiate trade and pricing, manage broker partnerships, coach a sales team, own customer P&Ls, and collaborate cross-functionally to launch products and optimize retail performance.
Reposted 8 Days AgoSaved
Remote
Chicago, IL
170K-200K Annually
Senior level
170K-200K Annually
Senior level
Food
Lead and scale sales operations by owning commercial planning, forecasting, KPI reporting, retailer and broker enablement, and cross-functional alignment with Supply Chain and Finance. Build systems, scorecards, dashboards, and processes to improve forecasting accuracy, performance management, and execution while managing and developing the Sales Operations team to support rapid, profitable growth.
Top Skills: ExcelPowerPointReporting ToolsSyndicated Data Platforms
Reposted 8 Days AgoSaved
Remote
Chicago, IL
220K-250K Annually
Expert/Leader
220K-250K Annually
Expert/Leader
Software • Cybersecurity
The Director of Sales will drive revenue growth, oversee team expansion in the US and LATAM, and lead strategy development while mentoring the sales team and ensuring effective sales processes and customer experiences.
Reposted 8 Days AgoSaved
Remote
Chicago, IL
190K-250K Annually
Senior level
190K-250K Annually
Senior level
Healthtech
Lead sales team and strategy, manage team performance, build sales processes, and represent the company at industry events. Ensure revenue targets are met.
Top Skills: Ai ToolsClaude SkillsCrm SoftwareEhrGongPractice Management SoftwareRcm
Reposted 8 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Healthtech • Information Technology • Software
The Director of Growth will drive sales by owning the sales cycle, building relationships with healthcare providers, and mentoring the sales team to exceed targets.
Top Skills: CRMProduct MarketingSaaS
Reposted 23 Days AgoSaved
Hybrid
Chicago, IL
123K-123K Annually
Senior level
123K-123K Annually
Senior level
Artificial Intelligence • Professional Services • Business Intelligence • Consulting • Cybersecurity • Generative AI
In this role, you will lead business development, cultivate key client relationships, and oversee strategic marketing initiatives to drive revenue growth at PwC.
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