Top Senior Sales Jobs in Chicago, IL

Develop technical quotations and recommendations for engineered-to-order industrial automation products. Translate customer electrical requirements into compliant solutions meeting IECEx, ATEX, and NEC standards. Manage orders from quotation through fulfillment while coordinating with engineering, pricing, manufacturing, and support teams. Maintain CRM and ERP data, provide technical customer support, and improve quoting workflows and customer experience.

Leads 6–8 Account Executives across a Central Region territory, owning team quota, revenue, margin, forecasting, pipeline discipline, seller development, and complex AV integration sales. Coaches sellers on territory planning, account strategy, deal execution, and client relationships while expanding corporate media, managed services, and specialty-practice opportunities. Partners cross-functionally on proposals, pricing, delivery handoffs, and deal governance, and reports performance and market intelligence to regional sales leadership.

Drive sales of B&R automation products, systems, and services across a designated market. Identify and convert prospects, manage the sales funnel, develop account plans, engage buying centers, present technical solutions, and negotiate pricing and contracts. The role requires industrial automation expertise, including machine and motion control, programmable controllers, industrial PCs, HMI, and servo drives. This remote Illinois-based position requires up to 35% North American travel and occasional international travel.

Develop and maintain relationships with licensed health insurance brokers to sell small-group (2-50) health products. Prospect, execute RFPs, manage full sales cycle, recruit/train producers, support enrollment, monitor agent performance, communicate product/rate changes, use internal sales tracking systems, and travel the territory (up to 20%). Obtain required Life/A&H license(s).

Leads group sales for Hilton Aruba and The Westerly, soliciting and negotiating complex group accommodations, contracts, pricing, and agency agreements. Directs sales staff, oversees performance, training, forecasts, budgets, reporting, trade shows, client presentations, and market research. Builds customer relationships, develops sales strategies, monitors departmental performance, and travels domestically and internationally up to 30% of the time.

Leads a regional enterprise sales team selling Workday platform, data, analytics, AI, and extensibility solutions to CIOs and CTOs. Responsibilities include coaching account executives, managing complex $500K+ ARR sales cycles, coordinating presales and internal teams, overseeing AI and platform SOWs, developing technology roadmaps, forecasting revenue, and leading co-selling efforts with AWS, GCP, and global systems integrators.

Leads technology solution sales pursuits from opportunity development through proposal, pitching, pricing, contract negotiation, closing, and delivery handoff. Coordinates cross-functional deal teams, maintains CRM and documentation quality, manages commercial terms, presents to executive clients, and coaches account teams on sales mechanics. The role supports technology expansion within corporate real estate and property management accounts and requires direct selling, negotiation, pricing, and complex deal leadership experience.

Leads Verizon’s AI Connect sales strategy and performance, focusing on Dark Fiber, high-capacity networking, and AI connectivity solutions. Builds relationships with hyperscalers, data centers, AI vendors, and enterprise technology companies; executes go-to-market strategy; drives profitable revenue growth; and develops high-performing sales teams. The role requires strategic solution selling, alliance management, executive engagement, and cross-functional leadership in a complex matrix environment.

Leads the hotel’s group sales strategy, revenue growth, account development, forecasting, and sales team performance for luxury corporate, association, incentive, and leisure clients. Builds key relationships, solicits and closes group business, manages proposals and contracts, attends client meetings and trade shows, and ensures seamless handoff to hotel operations. Oversees budgets, sales reporting, staff development, customer satisfaction, and achievement of group revenue targets.

Leads Garner’s provider sales growth by developing distribution models, closing strategic partnerships with healthcare providers, expanding brand presence, refining provider strategy, and achieving annual revenue goals. The role requires managed care or provider organization experience, expertise in value-based care and healthcare economics, strategic account planning, executive partnership, and regional travel across East Coast and Central clients.

Build and lead the sales enablement function by designing onboarding, training, certification, and product education programs. Partner with Sales, Marketing, Customer Success, Professional Services, Product, and commercial leadership to address performance gaps, improve ramp time, increase quota attainment, and support retention. Own enablement technology, including LMS and HubSpot-related training, measure program outcomes, evolve the sales motion, and guide the growing enablement team.

Sales Director responsible for accelerating revenue across CPG, food and beverage, and retail advertisers. The role owns strategic account growth, new business development, full-cycle sales, executive client relationships, and go-to-market strategy. Success requires expertise in digital media ecosystems, Gen Z and Gen Alpha audiences, data-driven storytelling, cross-functional collaboration, and delivering privacy-focused advertising solutions.

Leads HPE’s North American Channel Security Sales organization, including team development, partner engagement, revenue growth, forecasting, and strategic planning. Owns security sales performance across SASE, firewalls, SD-WAN, NAC, and related networking products. Builds executive relationships with channel partners, drives business plans and pipeline strategies, ensures forecast accuracy, manages budgets, and develops high-performing teams. The role is remote but requires approximately 70% nationwide travel.

Drive federal and DoD sales within an assigned region by developing pipeline and account plans, building executive relationships, closing software/security deals, collaborating with cross-functional teams and partners, forecasting, and using Salesforce to track opportunities to exceed quota.

Partners with account executives to lead technical sales strategy, customer discovery, product demonstrations, workshops, and proof-of-value evaluations. Translates customer goals into Datadog solutions, develops technical champions, manages evaluation timelines, provides product feedback, documents opportunity progress, and collaborates with Product, Support, and go-to-market teams to resolve technical blockers and drive adoption.

Partners with account executives to lead technical sales strategies, customer discovery, product demonstrations, workshops, and proof-of-value evaluations. Translates customer goals into Datadog solutions, manages technical evaluations, develops customer champions, documents opportunities, and collaborates with Product, Support, and go-to-market teams. Requires enterprise sales engineering experience, strong communication skills, cloud and observability expertise, and willingness to travel as needed.

Own the global sales enablement strategy for account executives and sales development representatives. Develop sales methodology, onboarding, certification, training, content, and everboarding programs. Partner with Sales, Product Marketing, GTM leadership, and RevOps to improve ramp time, win rates, quota attainment, and pipeline velocity. Use AI solutions and deal insights to enhance seller productivity, measure program effectiveness, and continuously improve enablement initiatives.

Manages sales support supervisors and customer service representatives, overseeing quotes, customer communications, ERP order placement, KPIs, SLAs, training, quality control, and performance coaching. Partners with sales and internal teams to improve processes, resolve customer issues, support product knowledge, develop account growth opportunities, and increase revenue across TestEquity product lines.

The role involves delivering sales results in health insurance across the Southern Illinois and St. Louis area, focusing on broker relationships, education, and achieving sales goals.

Supports Macro Rates Sales by designing derivative pricing, valuation, and risk-management solutions for corporate clients. Responsibilities include credit-line and ISDA documentation coordination, trade execution, market commentary, hedging-product presentations, RFP responses, client idea generation, and collaboration with credit and legal teams. The role requires strong knowledge of fixed-income derivatives, analytical skills, communication, and attention to detail.

Leads the Americas pre-sales Systems Engineering organization for mass-scale internet and AI infrastructure. This role develops senior technical talent, sets regional architecture strategy across routing, optical, automation, and assurance, and guides executive customer engagements, solution designs, proofs of concept, and competitive evaluations. The leader partners with sales and business units, influences product roadmaps, and supports webscale, service provider, enterprise, government, and AI/ML networking opportunities.

Develops and executes regional sales strategies, identifies new business opportunities, and grows existing customer accounts. Travels extensively to meet prospects and customers, promotes waterjet garnet abrasives, maintains technical product expertise, manages CRM records and sales data, represents the company at trade shows, and oversees distributor relationships.

Leads Fin’s North American new business sales organization across SMB and Mid-Market segments. Owns regional sales strategy, planning, forecasting, pipeline execution, territory and quota design, hiring, and development of sales managers. Partners cross-functionally with Marketing, Product, RevOps, Sales Engineering, Enablement, and Customer Success to scale efficient sales processes, improve win rates, and deliver new logo and revenue growth.

Own regional sales execution by translating growth priorities into seller plans, managing pipeline progression, coordinating contracts and events, and driving post-event conversion. Lead regional operating cadence, dashboards, cross-functional handoffs, Field Marketing partnerships, and Centers of Excellence events. Develop the region’s AI strategy, improve seller productivity, identify execution risks, and advise leadership on performance improvements. The role is remote, supports a multistate region, and requires up to 50% regional travel.

Designs and sells architecture-led interconnection solutions to financial services customers. Leads technical discovery with network and cloud architects, maps requirements to Equinix physical and virtual services, develops solution blueprints, manages architecture opportunity pipelines, and supports commercial negotiations. Partners with account executives, solution architects, cloud providers, carriers, exchanges, and technology partners to land network, multicloud, AI, trading, payments, and ecosystem connectivity architectures while driving interconnection revenue and long-term account growth.