Top Senior Sales Jobs in Chicago, IL

The Senior Director of Inside Sales leads a team of over 70, focusing on sales strategy, performance management, and talent development to drive revenue growth in a high-volume, fast-paced fintech environment.

Partner with senior sellers to lead technical pre-sales activities: demos, POCs, RFI/RFP responses, integrations, and product evaluations. Drive technical storytelling, objection handling, advanced integrations, and SE team enablement while carrying quota and contributing to product and process improvements.

Lead and scale a high-performing commercial sales team focused on outbound pipeline generation and predictable forecasting. Drive quota attainment, improve ACVs and win rates, influence cross-functional GTM strategy, and run strategic initiatives. Coach, performance-manage, and mentor Account Executives to improve qualification, territory planning, and outbound rigor while contributing as a senior operator to product, marketing, and RevOps alignment.

Lead and scale a high-performing enterprise sales team to exceed targets through account-based execution, forecasting discipline, and coaching. Drive strategic cross-functional initiatives with Marketing, Product, RevOps, and Solutions Engineering to improve win rates, ACVs, and deal velocity. Act as a senior thought leader, manage performance, mentor AEs, and influence GTM strategy and product direction.

Lead go-to-market efforts for selling software and SaaS solutions, engage with prospects and partners, and ensure customer success while managing a team and maintaining compliance.

Lead and grow a team of 6-8 Product Specialist AEs to drive new product adoption and quarterly targets. Hire, onboard, coach, and enable reps; coordinate with Mainline AEs, Sales Engineers, and cross-functional pods (product, marketing, strategy) to optimize GTM, manage pipeline, create account plans, and execute high-value enterprise deals. Embed company culture and scale Specialist support globally.

The Strategic Enterprise Account Executive drives sales strategies for Comcast's High Capacity Ethernet Networks focusing on government, education, and medical sectors by developing client relationships and delivering presentations.

Manage and support dealerships within an assigned territory through frequent in-person visits, coaching, sales analysis, inventory and product launch support, CSI tracking, and dealer training to drive vehicle and parts sales and customer satisfaction.

The Sales Enablement Operations Manager supports Home Loans by executing enablement programs, managing events, and facilitating marketing initiatives for loan officers. Responsibilities include project management, enhancing sales efficiency, and onboarding new staff while ensuring compliance with regulations.

Partner with sales leadership to improve forecast accuracy, analyze pipeline health, build quota and territory models, create KPI dashboards, optimize GTM processes, and present data-driven recommendations to executives to drive revenue and operational efficiency in a SaaS environment.

The District Manager, Sales leads GM dealerships in the Interior BC, drives retail sales performance, improves customer satisfaction, and grows revenue by building relationships and utilizing analytical insights.

The Sr. Pharma Direct Sales Director will develop and grow relationships with pharmaceutical clients, assess revenue potential, collaborate on proposals, and provide sales updates while staying informed on industry trends.

The Senior Account Manager is responsible for managing customer portfolios, driving growth, developing account strategies, and collaborating cross-functionally to deliver solutions.

The role involves developing insights and solutions to enhance productivity for sales teams, driving AI strategies, optimizing processes, and providing operational support while collaborating across teams.

The Sales Operations Lead will optimize sales capacity, headcount planning, coverage models, and compensation plans, collaborating with various teams to meet growth targets.

The Sales Operations Manager will optimize processes, lead cross-functional programs, and improve sales efficiency to drive revenue growth for Samsara's Enterprise Sales organization.

The Senior Solutions Engineer will provide technical expertise in pre-sales situations, conduct presentations, design customized solutions, and lead technical discussions to enhance the ServiceNow platform's value for customers.

Sell Gradient AI's SaaS underwriting and analytics solutions to health insurers. Build your own pipeline, lead consultative sales from prospecting to close, draft SOWs and pricing, demo ROI, negotiate, and exceed monthly and annual quota targets.

Responsible for leading commercial strategy and sales consultation, ensuring effective solution positioning, and collaborating with various teams to enhance client experiences and proposal delivery.

The Director of Field Sales will lead the Central Region's sales team, focusing on strategy, execution, and team development to drive significant revenue growth and foster a competitive sales culture.

As a Regional Sales Manager, you will lead enterprise sales initiatives, manage complex sales cycles, and build strategic partnerships in cybersecurity.

The VP Sales, Decision Support is responsible for leading a sales team to grow revenue for Decision Support Solutions, developing strategies, managing client relationships, and ensuring collaboration within the organization.

Lead and scale a team of Key & Enterprise Account Executives across US Travel, New Markets, and Canada. Drive GTM strategy, executive stakeholder management, complex deal negotiation, cross-functional deal orchestration, forecasting rigor, and post-close launch/expansion. Recruit, coach, and hold the team accountable while traveling regularly to accelerate deals and represent Affirm at industry events.

Lead and execute enterprise new-business strategy, build and coach a high-performing sales organization, cultivate executive relationships and strategic partnerships, and personally support major enterprise pursuits. Drive revenue, bookings, forecasting discipline, pipeline governance, and sales productivity while partnering with hyperscalers and cross-functional teams to scale growth and improve sales effectiveness.

The Enterprise Sales Engineer supports sales initiatives by conducting product demonstrations, managing customer evaluations, and collaborating with internal teams to improve the Samsara platform. Responsibilities include technical sales accountability and project management to drive customer success.