Top Mid-Market Account Executive Jobs in Chicago, IL

Reposted 2 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
152K-190K Annually
Junior
152K-190K Annually
Junior
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Own full-cycle mid-market sales into public sector customers, building executive relationships, prospecting outbound, running POCs, negotiating complex deals, forecasting in SFDC, and traveling for onsite meetings up to twice per quarter.
Top Skills: IotSalesforce (Sfdc)
Reposted 4 Days AgoSaved
In-Office
Chicago, IL
212K-250K Annually
Mid level
212K-250K Annually
Mid level
Artificial Intelligence • Legal Tech • Software
Manage the full sales cycle focusing on mid-market corporations and law firms, build strong relationships, deliver product demos, and collaborate with cross-functional teams.
Top Skills: AISaaS
11 Hours AgoSaved
Remote or Hybrid
Chicago, IL
95K-119K Annually
Mid level
95K-119K Annually
Mid level
HR Tech • Information Technology • Professional Services • Sales • Software
Manage the full sales cycle for mid-market (250–1000 employee) customers in Central & West regions: prospect, demo product, build pipeline, forecast and close deals, record activity in Salesforce, attend events, and collaborate with Sales Engineers and BDRs to hit revenue targets.
Top Skills: HrisSaaSSalesforce
11 Hours AgoSaved
Remote or Hybrid
Chicago, IL
95K-119K Annually
Mid level
95K-119K Annually
Mid level
HR Tech • Information Technology • Professional Services • Sales • Software
Own the full sales cycle for mid-market (250-1000 employees) HRIS customers: prospect, demo, forecast, and close deals. Build pipeline via outbound activities, manage opportunities in Salesforce, attend events, and engage partners to drive revenue.
Top Skills: HrisSaaSSalesforce
Reposted 19 Hours AgoSaved
Remote
Chicago, IL
100K-120K Annually
Mid level
100K-120K Annually
Mid level
Artificial Intelligence • Software
The Mid-Market Account Executive drives full-cycle sales of Fieldguide's AI platform, focusing on prospecting and converting mid-market CPA firms into clients. Responsibilities include exceeding sales targets, building relationships with decision-makers, and collaborating cross-functionally to ensure client satisfaction, all while managing a complex sales process that may involve significant travel.
Top Skills: Ai PlatformCrm Software
Reposted 10 Days AgoSaved
In-Office
Chicago, IL
110K-110K Annually
Junior
110K-110K Annually
Junior
Artificial Intelligence • Healthtech • Machine Learning • Natural Language Processing • Real Estate
As a Mid-Market Account Executive, you will drive adoption of EliseAI by engaging potential clients, managing the sales cycle, and collaborating with internal teams to enhance customer experiences.
Top Skills: AISaaS
Reposted 2 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
152K-190K Annually
Junior
152K-190K Annually
Junior
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
The Account Executive will drive sales of IoT solutions to mid-sized customers through research, cold calls, and relationship building, focusing on deals ranging from $20k to $100k.
Top Skills: SFDC
Reposted 2 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
152K-190K Annually
Mid level
152K-190K Annually
Mid level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
As an Account Executive, you will drive sales to mid-market customers, handling POCs, negotiations, and building relationships to enhance operations through IoT data.
Top Skills: SFDC
Reposted 2 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
152K-190K Annually
Junior
152K-190K Annually
Junior
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
The Account Executive will drive sales by building relationships with mid-market customers, managing trials, and executing complex negotiations while achieving sales quotas.
Top Skills: Salesforce (Sfdc)
Reposted 2 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
152K-190K Annually
Junior
152K-190K Annually
Junior
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Manage full sales cycle for mid-market public sector accounts: prospect, qualify, run POCs, negotiate multi-stakeholder deals ($20k–$250k), build executive relationships, forecast in SFDC, and close business while traveling for onsite meetings.
Top Skills: SFDC
Reposted 2 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
152K-190K Annually
Junior
152K-190K Annually
Junior
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
The Account Executive for Mid Market is responsible for driving sales by engaging mid-sized customers, managing trials, and closing deals ranging from $20k to $100k, while traveling approximately 25% of the time.
Top Skills: SFDC
Reposted 2 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
152K-190K Annually
Junior
152K-190K Annually
Junior
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
In this role, you will engage with mid-market customers, driving sales through cold calling and building relationships to close deals ranging from $20k to $100k.
Top Skills: SFDC
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Reposted 13 Days AgoSaved
In-Office or Remote
Chicago, IL
100K-113K Annually
Mid level
100K-113K Annually
Mid level
Artificial Intelligence • Fintech • Information Technology • Logistics • Payments • Business Intelligence • Generative AI
Lead mid-market sales cycles for Coupa's spend-management platform: prospecting, multi-stakeholder deal management, executive engagement with CFOs, ROI/TCO business-case selling, pipeline ownership in Salesforce, quota attainment, and cross-functional collaboration with ADRs, SEs, and CS to accelerate wins.
Top Skills: Ap AutomationCoupaCoupa AiErpSales Engagement ToolsSalesforce
Reposted 8 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
69K-115K Annually
Mid level
69K-115K Annually
Mid level
Cloud • Security • Software • Cybersecurity • Automation
The Commercial Account Executive will manage a mid-market book of business, guiding customers in adopting GitLab's AI-powered DevSecOps platform while driving sales and reducing churn through effective relationship management and collaboration with cross-functional teams.
Top Skills: AICommand Of The MessageDevsecopsMeddpiccSaaS
Reposted 8 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
180K-180K Annually
Mid level
180K-180K Annually
Mid level
Artificial Intelligence • Enterprise Web • Information Technology • Productivity • Sales • Software • Database
Own outbound net-new revenue in the mid-market (250–1000 employees). Proactively prospect 600+ accounts, engage Director+ and C-level buyers, run discovery/demos/negotiations, and close full-cycle deals with a data-driven, multi-threaded approach to meet quota and maintain accurate pipeline and forecasts.
Reposted 10 Days AgoSaved
Remote
Chicago, IL
140K-230K Annually
Junior
140K-230K Annually
Junior
Artificial Intelligence • Productivity • Software • Automation
Sell Zapier's AI orchestration and automation platform to mid-market customers. Own full sales cycle from prospecting through close and expansion, build pipeline via inbound/outbound, manage forecasts in HubSpot/Gong, collaborate with cross-functional teams, and provide product feedback.
Top Skills: Ai OrchestrationChatgptClaudeGeminiGongHubspotLlmsZapier
Reposted 15 Days AgoSaved
Remote
Chicago, IL
200K-250K Annually
Mid level
200K-250K Annually
Mid level
Fintech • Information Technology • Software
The Growth Account Executive will sell SentiLink solutions to Fintech companies, managing relationships and navigating complex organizations to close deals and ensure partner success.
Top Skills: Fraud Detection SolutionsIdentity Verification
16 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
80K-160K Annually
Junior
80K-160K Annually
Junior
Information Technology • Cybersecurity
Mid-market Account Executive responsible for full-cycle, quota-carrying sales: prospecting with SDRs, qualifying and closing net-new SaaS opportunities, managing relationships, coordinating with Sales Engineering and Account Management, maintaining CRM records and forecasts, and supporting account growth. Travel up to 10% required.
Top Skills: CRM
Reposted 17 Days AgoSaved
Remote or Hybrid
Chicago, IL
180K-230K Annually
Mid level
180K-230K Annually
Mid level
Software
The Mid-Market Account Executive will manage a territory of 100 accounts, driving sales and expanding Postman's Enterprise Suite through strategic planning and customer engagement.
Reposted 19 Hours AgoSaved
In-Office
Chicago, IL
5-5 Annually
Senior level
5-5 Annually
Senior level
Payments • Software
The Account Executive will identify potential customers, develop sales strategies, manage the sales cycle, and collaborate cross-functionally to address user needs.
Top Skills: Payments
YesterdaySaved
In-Office
Chicago, IL
70K-85K Annually
Mid level
70K-85K Annually
Mid level
Legal Tech • Software
Quota-carrying, territory-based seller responsible for full sales cycle of Legal AI/case management solutions. Manage pipeline in a CRM, qualify and engage prospects, tailor messaging, partner with SDRs, forecast performance, and consistently meet/exceed sales quotas while guiding clients through purchase evaluations.
Top Skills: CRMLegal AiSalesforce
Reposted 2 Days AgoSaved
Hybrid
Chicago, IL
160K-210K Annually
Mid level
160K-210K Annually
Mid level
Artificial Intelligence • Software
The Mid-Market Account Executive will manage the sales process, acquire new customers, and maintain relationships while achieving quarterly sales goals.
Top Skills: Enterprise SoftwareSaaSSales Platforms
Reposted 5 Days AgoSaved
Hybrid
Chicago, IL
74K-130K Annually
Mid level
74K-130K Annually
Mid level
Information Technology • Legal Tech
The role involves developing new business, consulting with C-level executives, and leading sales efforts for a portfolio of high-profile clients.
Top Skills: Microsoft Office SuiteSalesforce
Reposted 8 Days AgoSaved
In-Office
Chicago, IL
200K-250K Annually
Senior level
200K-250K Annually
Senior level
Cloud • Productivity • Software • Cybersecurity
As a Mid-Market Account Executive, you'll manage the full sales cycle for mid-market accounts, engaging technical buyers to drive complex deals and define go-to-market strategies.
Top Skills: Developer ToolsDevOpsSaaS
An Hour AgoSaved
Remote
Chicago, IL
144K-170K Annually
Mid level
144K-170K Annually
Mid level
Information Technology • Software
Drive new business by relationship-based field selling; evangelize Commure products; meet quotas; align solutions to customer objectives; manage objections; collaborate with account teams; prospect, penetrate new markets, and close deals while staying current on industry and technology trends.
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