Top Enterprise Account Executive Jobs in Chicago, IL

6 Days AgoSaved
In-Office or Remote
Chicago, IL
Mid level
Mid level
Artificial Intelligence • Software • Database • Analytics
Prospect and close new enterprise business across the Central US region. Own the full sales cycle, including customer engagement, consultative selling, contract negotiation, closing, retention, and renewals. Contribute to go-to-market strategy, build relationships with technical teams, and communicate effectively with AI-focused audiences while exceeding revenue targets.
Top Skills: Agent ObservabilityAI
6 Days AgoSaved
In-Office or Remote
Chicago, IL
Mid level
Mid level
Blockchain • Web3
Prospect and close new enterprise business across the Central US region. Own the full sales cycle, including customer engagement, consultative technical conversations, negotiation, contract closing, retention, and renewals. Help shape go-to-market strategy, build trust with software engineering and AI teams, develop deep product expertise, and exceed revenue targets in an early-stage environment.
Top Skills: Agent ObservabilityAI
Reposted 2 Days AgoSaved
Remote
Chicago, IL
Entry level
Entry level
Cloud • Information Technology • Productivity • Security • Software • App development • Automation
The Account Executive will drive enterprise sales for financial services customers across the Americas. The role is remote and involves managing customer relationships and pursuing business opportunities. Specific responsibilities and qualifications are not provided in the available job description.
One Month AgoSaved
Easy Apply
Hybrid
Chicago, IL
Easy Apply
115K-155K Annually
Senior level
115K-155K Annually
Senior level
Consumer Web • HR Tech
Sell new B2B SaaS business to enterprise Talent Acquisition leaders. Own an enterprise territory, prospect for new logos, build pipeline, navigate complex multi-stakeholder sales cycles, influence VP and C-level buyers, manage forecasts, and exceed revenue targets.
Top Skills: B2B SaasCRMSalesforce
Reposted 3 Days AgoSaved
In-Office or Remote
Chicago, IL
Senior level
Senior level
Cloud • Information Technology • Productivity • Security • Software • App development • Automation
Drive enterprise sales for Atlassian across the East and Central regions of the Americas, working remotely with large organizational customers and supporting their business goals.
Reposted 3 Days AgoSaved
In-Office or Remote
Chicago, IL
150K-236K Annually
Senior level
150K-236K Annually
Senior level
Cloud • Information Technology • Productivity • Security • Software • App development • Automation
Lead enterprise sales for named accounts or territory: develop strategic account plans, build C-level relationships, negotiate complex contracts, collaborate cross-functionally, forecast and close deals, and drive expansion and customer success across Atlassian products.
Top Skills: Atlassian ProductsCRM
One Month AgoSaved
In-Office or Remote
Chicago, IL
224K-395K Annually
Senior level
224K-395K Annually
Senior level
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Own the full enterprise sales cycle for Block’s commerce and payments portfolio, from prospecting and account strategy through negotiation, launch, and expansion. Build executive relationships, develop commercial strategies, negotiate complex agreements, coordinate cross-functional teams, and deliver revenue targets. The role requires strong enterprise selling, strategic thinking, financial analysis, deal management, and familiarity with payments, fintech, or digital commerce.
Top Skills: AfterpayCash AppClearpayDigital CommerceFinancial TechnologyPayments
9 Days AgoSaved
Hybrid
Chicago, IL
100K-181K Annually
Senior level
100K-181K Annually
Senior level
Enterprise Web • Marketing Tech • Software
Drive the full enterprise SaaS sales cycle across North American financial services accounts, from prospecting through negotiation and close. Build pipelines, exceed quotas, manage MEDPICC qualification, develop ROI-based proposals, and engage C-level stakeholders. Partner with business development, solutions engineering, marketing, partnerships, and customer success teams to win new logos and expand existing accounts through cross-sell and upsell motions.
Top Skills: CmsContent PersonalizationContentfulCross-Channel Content DeliveryCustomer Data IntegrationDxpHeadless CmsMartechPaasSaaSSalesforce
One Month AgoSaved
Remote or Hybrid
Chicago, IL
224K-395K Annually
Senior level
224K-395K Annually
Senior level
Fintech • Payments • Software • Financial Services
Own the full enterprise sales cycle for Block’s commerce and payments portfolio, from prospecting and account strategy through negotiation, launch, and expansion. Build executive relationships with global brands, develop commercial strategies, negotiate complex agreements, coordinate cross-functional teams, and deliver revenue targets. The role requires expertise in enterprise selling, payments or digital commerce, financial analysis, pipeline management, and strategic partnership development.
Top Skills: AfterpayCash AppCash App Pay
2 Hours AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Artificial Intelligence • Legal Tech • Financial Services • Generative AI
Build and own a territory by sourcing net-new enterprise opportunities, engaging C-suite buyers, and leading complex sales cycles through close. Diagnose cross-functional business problems, develop ROI cases, collaborate on proofs of concept, and close six- and seven-figure deals. Expand initial wins across Legal, Procurement, and Finance while partnering with consultancies and systems integrators. Maintain disciplined forecasting and pipeline management and provide market feedback to product and marketing.
Top Skills: Artificial IntelligenceContract Lifecycle Management (Clm)Enterprise Resource Planning (Erp)Salesforce
5 Hours AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Information Technology • Software • Consulting
Drive new enterprise logo acquisition for AI, cloud, digital, data, and engineering services. Generate pipeline through outbound prospecting, campaigns, events, and partnerships; own the full sales cycle from discovery through contract closure; engage executive stakeholders; negotiate commercial agreements; maintain CRM and forecast discipline; and manage new accounts for six months after closing before handoff to a Client Partner.
Top Skills: AdobeAICloudSalesforceServicenowShopify
Reposted YesterdaySaved
Remote
Chicago, IL
Senior level
Senior level
Security • Cybersecurity • Automation
Own the full enterprise sales cycle across the Pacific Northwest, including prospecting, discovery, demonstrations, proof-of-concepts, negotiation, and closing. Build a self-sourced pipeline, sell cybersecurity outcomes to CISOs and security leaders, use AI-assisted sales tools, maintain accurate forecasts, and provide customer insights to Product, Marketing, and sales leadership.
Top Skills: ApolloArtificial IntelligenceContinuous Threat Exposure Management (Ctem)CybersecurityGongLinkedin Sales NavigatorOutreachSalesforceSecurity Validation
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Reposted YesterdaySaved
In-Office or Remote
Chicago, IL
283K-425K Annually
Senior level
283K-425K Annually
Senior level
Software
Drive enterprise revenue by acquiring new customers, expanding existing accounts, managing strategic relationships, and closing complex SaaS deals. Build territory and account plans, maintain qualified pipelines and accurate forecasts, engage VP and C-level decision-makers, lead proof-of-concept sales cycles, negotiate contracts, and collaborate with internal teams. Use AI-driven insights and sales tools to improve prospecting, retention, expansion, and quota attainment.
Top Skills: AIClariLookerOutreachSaaSSalesforceSeismic
YesterdaySaved
Remote
Chicago, IL
119K-140K Annually
Senior level
119K-140K Annually
Senior level
eCommerce • Productivity • Software
Drive outbound prospecting and full-cycle sales to win new enterprise SaaS customers. Build executive relationships, penetrate Fortune 1000 accounts, run complex sales cycles, quantify business value, negotiate contracts, and close multi-year agreements. Collaborate with Sales Engineering, Business Development, Product, and Legal to create tailored deal strategies and value propositions.
Top Skills: MeddicMeddpiccSaaSSalsify Pxm Advance
YesterdaySaved
Remote or Hybrid
Chicago, IL
105K-140K Annually
Entry level
105K-140K Annually
Entry level
Artificial Intelligence • Fintech • Machine Learning • Natural Language Processing • Business Intelligence
Own global enterprise consulting accounts and lead complex SaaS sales cycles from strategy through close. Build executive relationships, develop business cases, drive firm-wide platform adoption, generate pipeline through prospecting and ABM campaigns, and partner with account management on renewals, upsells, and cross-sells. The role requires accurate forecasting, quota attainment, strategic selling, and collaboration across sales, marketing, SDR, and account management teams.
Top Skills: Account-Based Marketing (Abm)AISaaS
Reposted YesterdaySaved
Remote or Hybrid
Chicago, IL
105K-140K Annually
Entry level
105K-140K Annually
Entry level
Artificial Intelligence • Fintech • Machine Learning • Natural Language Processing • Business Intelligence
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.
Top Skills: AISaaS
Reposted YesterdaySaved
Remote or Hybrid
Chicago, IL
105K-140K Annually
Entry level
105K-140K Annually
Entry level
Artificial Intelligence • Fintech • Machine Learning • Natural Language Processing • Business Intelligence
Own global Fortune 100 enterprise accounts, develop executive relationships, lead complex SaaS sales cycles, and close six- to seven-figure deals. Drive pipeline through prospecting and ABM campaigns, guide enterprise-wide deployments, collaborate with account management on expansion and retention, and accurately forecast against quota. The role requires strategic selling, C-suite communication, global account leadership, and success selling SaaS to large enterprises.
Top Skills: AbmAISaaS
2 Days AgoSaved
Remote
Chicago, IL
120K-180K Annually
Senior level
120K-180K Annually
Senior level
Software • Analytics • Cybersecurity
Drives full-cycle enterprise SaaS sales, including territory planning, pipeline generation, account expansion, executive engagement, product demonstrations, business-case development, negotiations, and deal closure. The role sells audit, risk, ESG, and InfoSec solutions to large organizations, manages cross-sell, upsell, and net-new opportunities, develops Big Four and boutique-firm partnerships, and collaborates with SDR, solutions, implementation, and customer success teams. Travel of 25%–30% is required for client, partner, and industry events.
Top Skills: AIGrc SoftwareSaaS
2 Days AgoSaved
Remote
Chicago, IL
175K-225K Annually
Senior level
175K-225K Annually
Senior level
Professional Services • Consulting
Own the full enterprise sales cycle for finance technology, from discovery through closing and account expansion. Sell to senior finance, accounting, IT, and digital transformation leaders; conduct detailed workflow discovery; close complex deals exceeding $250K ACV; and build long-term customer relationships. The role also contributes to developing a repeatable enterprise sales playbook and requires finance fluency, enterprise software sales experience, and willingness to travel for client meetings and quarterly conferences.
Top Skills: Accounting SoftwareFinance TechnologyFintech
2 Days AgoSaved
Remote
Chicago, IL
94K-149K Annually
Senior level
94K-149K Annually
Senior level
Cloud • Security • Software • Generative AI
Own a Southeast enterprise territory, generate pipeline, qualify opportunities using MEDDPICC, present Elastic Search AI solutions, negotiate complex multi-year contracts, and close consumption-based deals. The role requires accurate forecasting, executive engagement, technical fluency in cloud, observability, security, and search, plus collaboration with Solutions Architecture, Customer Success, Marketing, and RevOps teams.
Top Skills: Cloud ComputingCRMElastic Search Ai PlatformObservabilitySiem/XdrTraditional SearchVector Search
2 Days AgoSaved
Remote
Chicago, IL
94K-149K Annually
Senior level
94K-149K Annually
Senior level
Cloud • Security • Software • Generative AI
Own a strategic enterprise territory, generate pipeline, qualify complex opportunities using MEDDPICC, deliver executive-level value stories and demos, negotiate high-value multi-year contracts, and close consumption-based SaaS deals. Maintain forecast accuracy, explain cloud and data architecture concepts, and collaborate with Solutions Architects, Customer Success, Marketing, and RevOps to drive revenue and customer outcomes.
Top Skills: Cloud ComputingCRMMeddpiccObservabilityOpen Source SoftwareSaaSSecurity AnalyticsSIEMTraditional SearchUsage-Based PricingVector SearchXdr
2 Days AgoSaved
Remote
Chicago, IL
280K-280K Annually
Mid level
280K-280K Annually
Mid level
Software
Own enterprise sales across the TOLA region by prospecting, developing customer demand, managing complex sales cycles, and closing new business. Build relationships with security and IT stakeholders, collaborate with channel partners, technical sales engineers, marketing, and customer success, and develop territory growth plans. The role requires selling technical SaaS solutions to enterprise customers, achieving quarterly targets, creating new territories, and providing feedback to product and go-to-market teams.
Top Skills: APIsIt Automation PlatformsSaaS
17 Days AgoSaved
Easy Apply
Hybrid
Chicago, IL
Easy Apply
128K-192K Annually
Expert/Leader
128K-192K Annually
Expert/Leader
Consumer Web • eCommerce • Marketing Tech • Retail • Software • Analytics • Generative AI
Owns enterprise sales across Fortune 500 and Global 2000 accounts, including prospecting, territory planning, business-value discovery, executive selling, competitive displacement, complex deal management, forecasting, closing, expansion, and renewals. The role requires selling multi-product platforms, coordinating internal and customer stakeholders, building business cases, and managing enterprise deals lasting nine to eighteen months. Approximately 30–40% travel is required.
Top Skills: Ai ToolsConversation Intelligence ToolsCRMCustomer Data Platforms (Cdps)Customer Engagement PlatformsMartech Platforms
Reposted 3 Days AgoSaved
Remote
Chicago, IL
170K-190K Annually
Expert/Leader
170K-190K Annually
Expert/Leader
Fintech • Software
Drives net-new enterprise business and revenue expansion for wealth technology solutions. Builds self-sourced pipeline, develops account and prospect strategies, manages complex sales cycles, engages executive stakeholders, and closes six- and seven-figure deals. Partners with Marketing, Sales Engineering, Product, and Account Management to position solutions, create business value, forecast accurately, negotiate effectively, and achieve sales quotas across financial institutions.
Top Skills: AlticAplCRMDigital WealthSaaS
3 Days AgoSaved
Remote
Chicago, IL
80K-105K Annually
Entry level
80K-105K Annually
Entry level
Information Technology
Own the full-cycle enterprise sales process, from prospecting and discovery through negotiation and close. Build and manage new-logo pipelines, develop account and deal strategies, qualify opportunities, and drive complex infrastructure, cloud, networking, storage, and managed-services deals. Partner with engineering and solutions teams to tailor offerings, maintain accurate forecasts, and deliver customer acquisition, quota attainment, and recurring revenue growth.
Top Skills: Application HostingCloud SolutionsData CentersInfrastructureManaged ServicesNetworkingStorage
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