Top Senior Account Executive (AE) Jobs in Chicago, IL

Drive new SaaS business among media, entertainment, gaming, and sports companies. Prospect, build relationships, present personalized engagement solutions, navigate complex enterprise buying processes, and close quota-carrying deals. The role requires strong storytelling, digital culture knowledge, Salesforce and Microsoft Office proficiency, networking skills, and experience selling non-ERP technology such as CRM, analytics, marketing automation, or digital media solutions.

Manage full-cycle enterprise SaaS sales across North America, including outbound and inbound lead generation, prospect demos, solution selling, follow-up, negotiation, and closing. Build and maintain C-suite relationships, develop pipeline through outbound prospecting, maintain accurate Salesforce records, collaborate with marketing on lead qualification, and communicate Perk’s value proposition to diverse stakeholders. The role is based near Boston or Chicago and requires in-person work three days per week.

Own enterprise sales activities for SLED or Healthcare accounts, including executive relationship development, account strategy, stakeholder collaboration, trusted-advisor engagement, and alignment of cloud security solutions with customer goals. The role requires full-cycle software or security sales experience, enterprise and C-level selling, strategic planning, net-new logo acquisition, quota achievement, and knowledge of AI/ML solutions.

Own new business across North American betting and gaming, generating pipeline, winning new logos, and managing sales processes through close. Build relationships with operators and platform providers, sell fraud prevention, AML, and identity solutions, maintain accurate CRM forecasting, and collaborate with marketing, product, partnerships, and customer success. Serve as the internal voice of the vertical while staying informed on regulatory and competitive developments.

The Senior CRM Account Executive will drive ServiceNow CRM specialty-solution success in the manufacturing sector. Responsibilities include territory strategy, account planning, customer value realization, digital transformation strategy, solution-roadmap alignment, and coaching account executives and sales development representatives. The role partners with customers, internal specialists, and external partners to identify opportunities and manage sales cycles. Travel is expected at 30–50%.

Manage the full enterprise sales cycle across North America, including outbound prospecting, inbound lead management, product demonstrations, solution selling, negotiations, closing, and some account management. Build and maintain a qualified pipeline, develop C-suite relationships, communicate Perk’s value proposition, maintain Salesforce records, and collaborate with Marketing to improve lead generation and qualification.

Drives revenue growth by prospecting for new compliance customers, expanding existing accounts, and selling Skillsoft’s legal, ethics, safety, and OSHA compliance solutions. Responsibilities include outbound prospecting, pipeline development, consultative solution selling, executive engagement, cross-functional collaboration, upselling, negotiation, presentations, and deal closure. The role requires managing whitespace opportunities, reporting pipeline health, and consistently exceeding sales targets in a remote, matrixed environment.

Sell Comcast Internet, Data, Video, and Voice services to SMBs, focusing on advanced communications solutions while managing territory and maintaining customer satisfaction.

Source and close complex, multi-location retail technology deals across grocery, liquor, and convenience operators. Build pipeline, conduct executive discovery, demonstrate platform value, structure and negotiate deals, manage lengthy buying cycles, and ensure implementation handoffs. The role also develops repeatable sales processes, partners cross-functionally on product and commercial gaps, maintains Salesforce pipeline discipline, and represents retailer needs in product decisions.

Source and close complex, multi-location retail technology deals across grocery, liquor, and convenience operators. Build pipeline, conduct executive discovery, deliver value-based demonstrations, structure and negotiate deals, manage multi-stakeholder sales cycles, and own contracts through close. Partner cross-functionally on implementations, product feedback, and repeatable sales processes while maintaining Salesforce discipline, forecasting accuracy, and long-term revenue quality. This remote role requires 30% or more travel.

Source and close complex, multi-location grocery, liquor, and convenience retail deals. Build pipeline, conduct executive discovery, deliver value-based demonstrations and business cases, negotiate contracts, and manage full-cycle sales. Navigate buying committees, RFPs, compliance, and lengthy sales cycles while partnering with internal teams on implementation, product feedback, and deal structure. Establish repeatable upmarket sales processes, maintain Salesforce discipline, and optimize long-term revenue.

Own enterprise sales across the Northeast region for New Relic’s observability platform. Build face-to-face client relationships, manage autonomous schedules, navigate complex organizations and enterprise deal cycles, present to C-suite stakeholders, and drive customer adoption and business impact. The role requires consultative software-selling experience with F1000 organizations, frequent regional travel, strong strategic judgment, collaboration, and proven enterprise sales success.

Own an enterprise sales territory covering professional sports teams and leagues across NHL, NBA, MLB, and MLS. Build pipeline through net-new acquisition and expansion, develop account strategies, map stakeholders, and lead consultative sales cycles through negotiation and close. Present executive business value assessments, maintain Salesforce forecasting, collaborate with marketing, business development, consulting, deal desk, and customer success, and represent Braze at industry events. The role requires enterprise SaaS sales experience and travel for meetings and events.

Drive revenue for T-Mobile Advertising Solutions by expanding agency and brand relationships, developing prospects, building pipeline, closing new business, and managing high-impact accounts. The role requires strong digital advertising expertise, existing agency and client networks, and experience with programmatic, location-based data, and analytics. The Senior Account Executive will work with business leaders in a hybrid Chicago role and maintain client relationships through service and campaign performance.

Manage full enterprise sales cycle for Retail accounts, prospecting and closing large SaaS deals ($1M+ ARR). Build C-suite relationships, navigate complex cross-functional stakeholders, drive account expansion, collaborate with marketing/partnerships, and use CRM tools for forecasting.

Drive enterprise sales growth across California by managing strategic accounts, generating pipeline, and expanding GitLab’s AI-powered DevSecOps platform. Lead consultative sales cycles from discovery through negotiation and implementation; build C-level relationships, develop account plans, coordinate cross-functional and channel partners, forecast pipeline, analyze wins and losses, and communicate customer value through presentations and proposals.

Drive enterprise sales growth by acquiring large fuel retail chains, wholesalers, and marketers. Build executive relationships, present a data-driven value proposition, exceed quotas, develop pipelines, manage forecasts, and onboard new merchant accounts. Partner with Sales, Product, and Marketing teams on go-to-market strategy, launches, roadmaps, and partnerships. The role requires extensive enterprise SaaS or fuel-industry sales experience, Salesforce proficiency, and 30–50% travel.

The Strategic Account Executive will build and manage a customer base in the multifamily industry, driving sales and engaging with C-Suite executives. Responsibilities include prospecting, closing deals, managing contracts, and providing customer feedback for product development.

Lead strategic enterprise sales for Cloudflare's largest accounts, closing multi-million-dollar platform deals. Own territory and account plans, forecast accurately, manage pipelines, engage C-suite executives, lead cross-functional virtual teams, map Cloudflare to enterprise architectures, and drive customers' digital transformation while consistently exceeding quotas.

The Strategic Account Executive will drive enterprise sales, manage a dynamic sales pipeline, engage with C-level executives, and negotiate multi-year contracts in the Insurance and Wealth sector.

Responsible for selling ergonomic workplace solutions to end users, dealers, architects, and designers. The role develops new business, grows existing accounts, meets revenue and product-mix goals, conducts presentations and product demonstrations, supports dealer training, maintains sales records, coordinates customer service issues, and develops strategic sales plans. Requires extensive outside sales experience, relationship-building and presentation skills, dependable transportation, and the ability to lift up to 50 pounds.

Responsible for landing new enterprise customers and expanding usage across accounts in the Chicago region. Execute territory plans, engage C-level stakeholders, run demos and events, collaborate with sales engineering, marketing and partners, and ensure successful implementations to drive upsell and cross-sell.

Drive new business and revenue growth for podcasting, streaming audio, and digital advertising solutions. Build relationships with local, regional, and national brands; design full-funnel campaigns across podcasting, programmatic, paid search, paid social, and OTT/CTV; manage the sales pipeline from prospecting through contract close; and consistently exceed revenue quotas.

Drive national advertising revenue by selling integrated radio, podcast, digital, and live-event solutions to brands and agencies. Develop strategic relationships with media holding companies, source new business, negotiate complex deals, meet revenue targets, and represent Audacy with senior agency and brand stakeholders. Collaborate cross-functionally on data-driven solutions, report revenue trends, lead business reviews, and support training and growth initiatives.

The Digital Account Executive will prospect, develop, and close local, regional, and national advertising business. They will sell sports podcasts, streaming audio, digital video, OTT/CTV, paid social, programmatic, and performance marketing solutions; create customized multi-platform campaigns; manage the full sales cycle and pipeline; exceed revenue targets; and grow a book of business. The role requires strong digital advertising knowledge, sports passion, strategic selling ability, and a proven record of exceeding goals.