Top Entry Level Account Executive (AE) Jobs in Chicago, IL

Own mid-enterprise account expansion through upsell and cross-sell motions. Develop territory strategies, prospect actively, build pipeline, conduct discovery, align multiple stakeholders, and collaborate with core account executives, sales engineering, business development, RevOps, legal, and customer teams. The role requires exceeding sales and prospecting quotas while managing complex sales cycles and building strong customer relationships.

Own a territory and generate and close new business with specialty contractors. Build pipeline through targeted outreach, distributors, market research, and industry events; conduct discovery, product demonstrations, negotiations, and multi-stakeholder deal management. Meet monthly quotas, transition customers to Customer Success, and provide market feedback to marketing and product teams. Travel up to approximately 30% for customer visits and trade shows.

Own the full enterprise sales cycle, including prospecting, discovery, demonstrations, pilots, negotiations, and closing. Build and manage mid-market and enterprise pipelines, engage senior legal and business stakeholders, develop outcome-based business cases, navigate procurement and security reviews, forecast accurately, and consistently meet revenue targets. Collaborate with marketing, SDRs, solutions, product, and customer success teams to generate opportunities and ensure successful customer handoffs.

Own a mid-market territory and book of business, prospecting and managing new and expansion opportunities through complex sales cycles. Present GitLab’s AI-powered DevSecOps platform to technical and business stakeholders, maintain pipeline and forecasts, negotiate and close deals, and support customer adoption and expansion. Collaborate with sales development, customer success, renewals, marketing, partners, and technical teams while contributing customer insights and sales process improvements.

Full-cycle enterprise sales role responsible for prospecting, developing, qualifying, and closing deals with large, multi-stakeholder organizations. The position sells FacilitiesLink, a facilities information platform for planning, building, and operating large-scale campus environments. Compensation includes 50% commission, a $20-per-hour guaranteed draw, and on-target earnings starting at $150,000 annually. Flexible work arrangements are available, with occasional travel required.

Manages and grows national employee benefits accounts through proactive client service, consultative strategy, renewals, enrollment and marketing initiatives. Leads client and broker meetings, finalist presentations, claims trend discussions, and service model development. Identifies expansion opportunities, mentors colleagues, coordinates internal teams, and delivers strategies supporting profitability, retention, and organizational goals. Extensive travel is required.

Develop and execute regional go-to-market sales strategies for new and existing industry accounts. Identify, qualify, pursue, and close enterprise software opportunities while generating license, support, and services revenue. Build executive-level customer relationships, uncover business pain points, communicate value propositions, manage account strategies and pipelines in CRM, position solutions against competitors, and represent the company at industry events. Travel to clients and events is expected for approximately 50% of the role.

Sells reverse mortgage products through outbound prospecting, community outreach, referrals, presentations, and lead follow-up. Manages a territory, sales pipeline, marketing strategy, production goals, loan quality, customer service, and closing-related issues. The role requires regular work outside the office, reverse mortgage sales experience, originator training, public speaking, loan origination system experience, and Microsoft Office proficiency.

Own and grow named enterprise accounts across North America, leading complex sales cycles from discovery through technical validation, negotiation, and contract execution. Build relationships with security, infrastructure, procurement, and legal stakeholders; develop account plans; create expansion opportunities; qualify deals using MEDDPICC; maintain CRM records, forecasts, and pipeline accuracy; and resolve stalled opportunities.

Enterprise Account Executive responsible for managing and growing enterprise customer accounts, developing sales opportunities, building client relationships, and achieving revenue targets. The demo posting provides no additional role-specific responsibilities or qualifications.

Supports wholesale specialty accounts by partnering with Sales leadership to meet sales and shipping goals. Responsibilities include sales analysis, order maintenance, shipping coordination, customer service collaboration, marketing email creation, market trend analysis, reorder identification, account setup, and trade show preparation. The role also supports showroom appointments, brand awareness, and business growth across the Northwest territory.

Drive revenue for Yahoo Ads within the betting and predictions vertical by prospecting operators, platforms, and agencies; managing sales pipelines; building senior client relationships; developing consultative, data-driven advertising solutions; presenting performance insights; and collaborating cross-functionally on campaign delivery, optimization, and commercial agreements. The role focuses on digital advertising sales across regulated sports betting, iGaming, fantasy, and prediction markets.

Drive cross-sell and upsell sales to existing state and local government clients across Washington and Oregon. Responsibilities include territory planning, prospecting, discovery, presentations, demonstrations, negotiation, closing, relationship management, forecasting, and Salesforce activity tracking. The role manages the full sales cycle, collaborates with internal specialists, exceeds activity and revenue KPIs, and develops expertise in Granicus software and government technology trends.

Drives sales growth for Granicus government technology solutions across a designated territory. Responsibilities include prospecting, lead nurturing, solution selling, presentations, proposal and contract coordination, forecasting, CRM management, stakeholder engagement, and quarterly business reviews. The role requires autonomy, strong client relationship skills, experience selling technology to local governments, and approximately 30–40% travel.

Enterprise Account Executive responsible for managing enterprise customer accounts and driving sales growth. The demo posting provides no further details about duties, qualifications, compensation, travel, or work authorization.

Own the full sales cycle for commercial and enterprise B2B software deals, from prospecting through close and expansion. Develop messaging and qualification strategies for a new agent-native infrastructure category, build multi-threaded relationships with technical and executive stakeholders, create pipeline through outbound, partners, events, and community, and collaborate with founders, product, sales leadership, and solutions engineering. Help establish packaging, processes, partnerships, and repeatable sales playbooks while owning forecasting and revenue targets.

Drive new customer acquisition for VAST Data’s AI and analytics platform. Build pipeline through strategic prospecting, account-based selling, executive engagement, and partner relationships. Manage complex enterprise sales cycles from discovery and technical evaluation through negotiation, closing, and expansion. Engage data, analytics, AI, engineering, and executive stakeholders while developing account plans, forecasting pipeline, and translating technical capabilities into business outcomes.

Own the full sales cycle for Supio’s AI platform, prospecting law firms, conducting outreach, building relationships, presenting solutions, closing new business, and achieving revenue targets. Attend industry events, maintain accurate CRM pipeline data, and collaborate with marketing, product, and customer success teams. The role focuses on expanding mid-market sales within the legal community and requires strong communication, organization, sales execution, and interest in AI and legal technology.

Drives new SaaS business among small healthcare practices by partnering with another account executive, managing opportunities through the sales cycle, conducting consultative sales activities, maintaining pipeline data, meeting revenue targets, and coordinating customer onboarding transitions.

Own a territory and generate, develop, and close net-new enterprise cybersecurity business. Build outbound pipeline, engage CISOs and senior technology leaders, manage complex multi-stakeholder sales cycles, coordinate technical evaluations with Solutions Engineering, and drive procurement through close. Maintain territory strategies, forecasting, qualification, and pipeline discipline while using methodologies such as MEDDPICC. Experience selling enterprise software or cybersecurity solutions and consistently exceeding quota is strongly valued.

Own the complete sales cycle for SMB, mid-market, or enterprise accounts, including prospecting, outreach, pipeline management, relationship development, negotiation, and closing. The role requires adapting sales strategies to different deal sizes, exceeding quotas, and collaborating cross-functionally to secure high-impact SaaS deals. This is a remote position with a consultative, relationship-driven focus.

Develop and grow a Minneapolis enterprise territory through net-new customer acquisition and account expansion. Build pipeline, prospect, manage opportunities, lead discovery and evaluations, deliver value-based proposals, and close sales. Partner with channel organizations and technology alliances including NVIDIA, IBM, HPE, and AWS. Maintain forecasts, share customer insights, and sell data security, backup, ransomware recovery, and cyber-resilience solutions to enterprise security teams.

Own the end-to-end new business sales process for Fortune 1000 corporate accounts. Responsibilities include researching and prospecting opportunities, building relationships, conducting product demonstrations, managing trials, closing deals, forecasting accurately, developing pipeline, partnering with SDRs and product specialists, supporting customer health and upsell opportunities, and sharing client feedback with sales and product teams.

Own the full enterprise sales cycle, from prospecting and discovery through pilots, business-case development, security, legal, procurement, and contract close. Sell customer intelligence technology to large consumer businesses, manage complex buying committees, expand accounts across use cases, and generate qualified pipeline. Partner with founders, Customer Experience, and Product teams to improve sales motions, pilot conversion, implementation, and customer handoffs.

Own the full-cycle sales process for mid-market FMCG and food-company customers across North America. Responsibilities include running 12+ weekly demos, targeting strategic accounts with SDRs, creating subscription packages, negotiating contracts, closing deals, refining regional messaging, and attending trade shows and customer meetings. The role requires building the North American market, collaborating with marketing and product marketing, and working with international colleagues. Chicago presence or relocation is required, along with travel and U.S. work authorization without visa sponsorship.