Top Director of Sales Jobs in Chicago, IL

Lead Runpod’s Americas sales organization and revenue number across new business, expansion, and renewals. Manage and coach Account Executives and Account Managers, oversee forecasting and pipeline, lead complex enterprise deals and contract negotiations, build regional go-to-market strategy and sales playbooks, and convert product-led demand into revenue. Partner with Marketing, Product, Legal, and Finance while improving sales efficiency through AI and developing a remote-first team.

Sell Attain's Insights SaaS product to brand-side consumer insights and analytics teams. Own and close product-specific opportunities, manage pipeline and quota, lead discovery and solutioning, collaborate with AEs and cross-functional teams, and influence product roadmap through customer feedback.

Lead and scale a midmarket/scale SaaS sales team focused on media, entertainment, gaming, sports and retail/consumer brands. Hire and develop AEs, build vertical go-to-market strategies and sales playbooks, align cross-functional teams, drive customer acquisition and expansion, represent Braze at industry events, participate in deals, and provide accurate forecasting.

Owns quota-carrying sales and revenue growth for Mastercard Commerce Media across North America. Develops publisher and ecosystem partnerships, originates and closes enterprise opportunities, manages pipeline and forecasts, and builds executive client relationships. Collaborates with Product, Marketing, Customer Success, and commercial teams to shape offerings, pricing, positioning, and go-to-market strategy. Serves as a commerce media market expert and represents the business at industry events and customer meetings.

Sell and expand Morningstar Research Data Products to institutional clients (asset managers, hedge funds, banks). Own revenue targets, lead consultative conversations on data usage and licensing, deliver product demos, manage pipeline and forecasts in CRM, and collaborate with Product, Legal, and Customer Success. Role requires ~30% travel and is based in Chicago, New York, or London.

As Director of Sales, you will lead and develop the Enterprise Account Executives team, drive ARR growth, and enhance sales execution. You'll create territory plans, coach sellers on enterprise sales, and collaborate cross-functionally to optimize customer success and pipeline creation.

Leads sales and marketing strategy for a senior living community, driving occupancy, revenue, referrals, and prospect conversion. Responsibilities include managing the sales pipeline in Salesforce, conducting tours, developing local marketing plans, overseeing digital and print campaigns, hosting community events, building referral relationships, supervising marketing staff, presenting performance reports, and ensuring ethical, compliant sales practices.

Leads occupancy growth and revenue through sales strategy, prospect management, community tours, referral partnerships, marketing campaigns, events, and outreach. Supervises marketing staff, collaborates with community and corporate leadership, tracks sales metrics in Salesforce, presents reports, and ensures compliant, ethical sales practices. The role builds relationships with prospective residents, families, healthcare providers, financial planners, attorneys, and local organizations while driving awareness and move-ins.

Leads eCommerce sales strategy and execution for major online retailers, including joint business planning, customer P&L management, trade investment optimization, negotiations, digital shelf optimization, innovation launches, and marketplace growth. Oversees Amazon and other digital accounts, monitors performance metrics, identifies revenue opportunities, and collaborates with Marketing, Finance, Supply Chain, Category Leadership, bottlers, and commercial teams.

Drive enterprise SaaS and services sales to health insurance plans within an assigned territory. Responsibilities include prospecting, nurturing, and closing high-value opportunities; delivering customized presentations and product demonstrations; exceeding revenue targets; tracking pipelines and forecasts in HubSpot; and communicating AI platform value, ROI, and payer-market insights to health plan executives.

Market and sell long-term care pharmacy services to I/DD and ICF agencies throughout Illinois. Responsibilities include exceeding sales quotas, prospecting, territory planning, presentations, CRM documentation, trade show participation, reporting, and coordination with pharmacy departments. The role is primarily remote but requires 6–8 overnight trips per month across Illinois.

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.

Lead growth strategy for Distributor Buying Groups, Redistribution and Wholesale by identifying whitespace, leveraging analytics and AI-enabled insights, building high-performing sales teams, and influencing cross-functional stakeholders to drive profitable volume, category share expansion, and improved commercial execution.

The Director of Sales Operations & GTM Strategy will lead the go-to-market strategy, manage sales processes, forecasting, financial models, and collaborate with cross-functional teams to drive revenue growth and efficiency.

The Director of Sales will drive revenue growth by pursuing new high-value drone OEM accounts, managing customer relationships, and overseeing complex commercial negotiations.

Own the SMB sales revenue target, pipeline coverage, forecasting, CRM discipline, and close rates. Build an AI-first sales motion, establish deal stages and reporting, hire and ramp at least two account executives, and coach the team on urgency, pipeline hygiene, qualification, and deal execution. Partner with Finance on forecasting and use data to improve win rates and conversion across the sales funnel.

Lead a national enterprise sales team selling Axon’s Drone as First Responder and counter-drone platforms to public safety agencies, municipalities, and government organizations. Develop go-to-market strategy, drive adoption of emerging aerial technologies, support scalable customer deployments, and cultivate relationships with public safety leaders, regulators, and government stakeholders. Partner cross-functionally with product, engineering, strategy, and operations teams to influence the product roadmap and deliver measurable growth.

Assists the Director of Sales with hotel sales and marketing operations. Manages designated markets, develops leads, conducts client presentations and property tours, prepares proposals and contracts, and coordinates event requirements across departments. Supervises, coaches, and evaluates sales staff; supports lead distribution, account solicitation, forecasting, budgeting, and client relationship activities. Requires strong communication, analytical, hospitality, travel-industry, and geographic-market knowledge.

Lead sales and partnership efforts with employee benefits consultants, brokers, advisors, and employers. Build and maintain partner relationships, demonstrate Milu's value proposition, drive business development, meet sales targets, and ensure excellent customer support in a remote environment.

Lead Vanilla’s mid-market and HNW/family office sales teams as a player-coach. Own revenue, pipeline generation, sales methodology, forecasting, CRM discipline, deal execution, territory planning, and team performance. Personally support strategic and competitive deals while coaching sellers at scale. Partner with Marketing, Customer Success, Revenue Operations, Product, and Strategic Partnerships to improve conversion, cycle time, forecast accuracy, rep productivity, and quota attainment.

Leads Boostlingo’s SMB and mid-market sales organization, managing seven Account Executives and scaling the team. Responsibilities include developing sales and go-to-market strategies, coaching and hiring, forecasting, pipeline generation, account-based selling, territory planning, onboarding, performance management, trade show execution, and adopting AI and sales technologies. The role partners with sales and revenue leadership to improve sales discipline, accelerate AE ramp, strengthen forecasting, and drive revenue growth. Travel of up to 50% is required.

Own revenue and quarterly quota for the West territory covering Oregon, Idaho, Montana, and Hawaii. Build and expand relationships with benefits brokers, consultants, general agents, and employers in the 1,000–9,999 employee market. Develop strategic advisor partnerships, lead complex cross-functional deals, close new business, and shape regional sales strategy with enterprise and account teams.

Leads and develops a frontline sales team of Account Executives and Account Managers. Responsibilities include coaching, pipeline and forecast management, opportunity inspection, CRM discipline, sales methodology adoption, performance management, onboarding, and cross-functional collaboration with Revenue Operations, Marketing, and scientific teams. The role ensures disciplined execution across prospecting, discovery, qualification, stakeholder engagement, negotiation, and closing while supporting broader commercial strategy.

Leads the North American Critical Environments sales organization across direct and channel sales. Owns forecasts, profit margins, funnel growth, go-to-market strategy, territory and account planning, customer and OEM relationships, and KPI performance. Hires, coaches, and develops sales teams while partnering with Marketing on campaigns, trade shows, product launches, and sales materials. Requires technical understanding of HVAC, building automation, sensors, compliance standards, and field services, along with travel up to 50%.

Leads Zafran’s Enterprise sales organization, owning segment strategy, pipeline generation, forecasting, bookings, complex deal oversight, and revenue growth. Recruits and develops enterprise sales talent, builds high-performing teams, manages strategic partnerships, coaches employees, and drives cross-functional execution. The role requires cybersecurity sales leadership, enterprise go-to-market expertise, strong executive networks, and success scaling teams and exceeding revenue targets in high-growth environments.