Top Mid-Market Account Executive Jobs in Chicago, IL

Reposted 16 Days AgoSaved
Remote
Chicago, IL
75K-75K Annually
Mid level
75K-75K Annually
Mid level
Artificial Intelligence • Logistics • Software • Transportation
The Account Executive will manage full-cycle sales for new clients, focusing on SMB and Mid-Market haulers, conducting demos, and building sales pipelines.
Top Skills: Hubspot
Reposted 16 Days AgoSaved
Remote
Chicago, IL
183K-198K Annually
Mid level
183K-198K Annually
Mid level
Software
As a Growth Specialist, you'll engage in consultative selling to close deals with medium-sized businesses, manage a pipeline of leads, and collaborate across departments to achieve sales goals.
Reposted 16 Days AgoSaved
Remote
Chicago, IL
95K-190K Annually
Junior
95K-190K Annually
Junior
Marketing Tech • Mobile • Software
As a Mid-Market Account Executive, manage sales from pipeline development to closing deals, focusing on new business acquisition within mid-sized clients. Engage in high-volume prospecting and conduct customer needs analysis to position solutions effectively.
Top Skills: B2B SaasMartech
Reposted 16 Days AgoSaved
Remote
Chicago, IL
144K-216K Annually
Mid level
144K-216K Annually
Mid level
Information Technology • Security • Software • Consulting
The Mid-Market Account Executive will identify and close opportunities with mid-market companies, develop client relationships, manage a pipeline of leads, and achieve revenue targets in a field sales role.
Top Skills: DemandbaseGongSalesforceZoominfo
Reposted 17 Days AgoSaved
Remote or Hybrid
Chicago, IL
90K-129K Annually
Mid level
90K-129K Annually
Mid level
Artificial Intelligence • Software • Automation
Own the full inbound sales cycle for mid-market accounts: qualify leads, engage technical buyers (developers/CTOs), close deals, collaborate with Solutions Engineers and Customer Success, expand the US pipeline, and help shape the US sales motion while supporting hybrid NYC/Boston operations.
Top Skills: AIN8N
Reposted 26 Days AgoSaved
Hybrid
Chicago, IL
74K-130K Annually
Senior level
74K-130K Annually
Senior level
Information Technology • Legal Tech
Sell Axiom's legal services to mid-market and SMB clients by generating new logos, closing complex deals, and expanding accounts. Build executive relationships, consult with C-level stakeholders, collaborate with cross-functional commercial teams, and mentor junior teammates. Manage pipeline from prospecting to close and deliver consultative, high-touch client experiences.
Top Skills: MS OfficePowerPointSalesforce
18 Days AgoSaved
Remote
Chicago, IL
Mid level
Mid level
Cybersecurity
Own full-cycle new customer acquisition for SMB and mid-market accounts, from outbound prospecting and qualification through demonstrations, trials, negotiation, and close. Generate most pipeline independently, manage high-volume opportunities, sell through channel partners, maintain accurate CRM and forecasts, and communicate mobile security value to lean IT and security teams. The role also contributes to sales playbooks, collaborates cross-functionally, and requires occasional territory travel.
Top Skills: CRMCybersecurityEndpoint SecurityIntuneJAMFMeddpiccMobile SecuritySaaSWorkspace One
18 Days AgoSaved
Remote
Chicago, IL
90K-145K Annually
Entry level
90K-145K Annually
Entry level
Software
Own full-cycle sales for mid-market film and television production accounts, from prospecting through close. Develop personalized multichannel outreach, conduct demos and onsite meetings, manage complex 3–12 month deal cycles, maintain accurate forecasting, and achieve sales targets. Collaborate with Demand Generation, Marketing, Product, Customer Success, and RevOps while using AI tools for research, outreach personalization, call preparation, and pipeline management.
Top Skills: AICRM
18 Days AgoSaved
Remote
Chicago, IL
100K-120K Annually
Senior level
100K-120K Annually
Senior level
Artificial Intelligence • Healthtech • Information Technology • Software • Pharmaceutical • Automation
Drive revenue growth for procurement and compliance SaaS products by managing the full sales cycle across mid-market hospital pharmacy accounts. Generate pipeline, prospect new and existing customers, achieve recurring-revenue quotas, engage senior stakeholders, deliver presentations, negotiate contracts, maintain CRM reporting, and collaborate with marketing, business development, clinical strategy, customer success, and implementation teams. The role is remote across the continental United States and requires occasional travel.
Top Skills: SaaSSalesforce
Reposted 18 Days AgoSaved
Remote or Hybrid
Chicago, IL
150K-370K Annually
Mid level
150K-370K Annually
Mid level
Software • Biotech
Sell Weave's AI-powered regulatory content and workflow platform to pharmaceutical companies, biotechs, and CROs. Generate leads, qualify prospects, manage pipeline to close, collaborate with product and marketing, represent the company at events, and meet monthly/quarterly bookings and conversion targets.
Top Skills: Crm SystemsDocument Management SolutionsEmail Automation ToolsHubspotSaaSSalesforceTableau
Reposted 18 Days AgoSaved
Remote or Hybrid
Chicago, IL
150K-370K Annually
Mid level
150K-370K Annually
Mid level
Software • Biotech
Sell an AI-powered regulatory content and workflow SaaS to pharmaceutical, biotech and CRO customers. Generate leads, qualify opportunities, manage pipeline, draft contracts, collaborate on onboarding, represent the company at events, and meet bookings and conversion targets while using CRM and reporting tools.
Top Skills: AIAutomationDocument Management SolutionsEmail Automation ToolsHubspotSaaSSalesforceTableau
Reposted 28 Days AgoSaved
Hybrid
Chicago, IL
Mid level
Mid level
Artificial Intelligence • Legal Tech • Professional Services • Software
As a Mid Market Account Executive, you will manage relationships with clients, drive sales of AI solutions, and collaborate cross-functionally to enhance product offerings.
Top Skills: AICrm SystemsSoftware Solutions
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Reposted 28 Days AgoSaved
In-Office
Chicago, IL
125K-150K Annually
Mid level
125K-150K Annually
Mid level
Artificial Intelligence • Other • Software • Industrial • Manufacturing
The Mid-Market Account Executive will drive sales within the manufacturing sector, focusing on client engagement, prospecting, and strategy execution.
19 Days AgoSaved
Remote
Chicago, IL
Mid level
Mid level
Security • Cybersecurity
Own the full-cycle sales process for mid-market cybersecurity customers, from prospecting and pipeline generation through contract closure, renewals, and expansion. Manage a defined territory, exceed new ARR quotas, qualify customer needs, present ROI-driven value, and collaborate with Sales Engineering, Product, Marketing, and Customer Success. The role requires disciplined selling, effective stakeholder engagement, and comfort working in resource-constrained environments.
Reposted 19 Days AgoSaved
Remote
Chicago, IL
79K-125K Annually
Mid level
79K-125K Annually
Mid level
Cloud • Security • Software • Generative AI
Drive net-new Mid Market SaaS revenue by building outbound pipeline, qualifying opportunities with MEDDPICC, delivering executive demos/value stories, negotiating multi-year consumption deals, and partnering with Solutions Architects, Customer Success, Marketing, and RevOps to close complex, multi-stakeholder opportunities.
Top Skills: CloudCRMElastic Search AiElasticsearchObservabilitySecurity AnalyticsSIEMVector SearchXdr
Reposted 19 Days AgoSaved
Remote
Chicago, IL
95K-190K Annually
Junior
95K-190K Annually
Junior
Marketing Tech • Mobile • Software
Full-cycle Mid-Market Account Executive responsible for prospecting, demos, and closing new B2B SaaS/MarTech customers. Build and manage pipeline (self-sourced and SDR-supported), conduct discovery calls, align solutions to customer needs, collaborate with SDR, Customer Success and Support for handoffs, and report on sales metrics and progress toward targets. Handle mid-market deals (typically under $50,000 ACV) with high-volume outreach.
Top Skills: MeddpiccZoom
Reposted 20 Days AgoSaved
Remote
Chicago, IL
Mid level
Mid level
Real Estate • Software
Own full-cycle new-logo acquisition for a defined Mid-Market territory: prospect using AI tools, run value-based sales cycles with senior buyers, deliver demos, create AI-assisted proposals, negotiate contracts, maintain pipeline in Salesforce, and hit new-logo revenue targets.
Top Skills: Ai-Powered ToolsGongLinkedin Sales NavigatorRevenue Intelligence ToolsSalesforceSalesloft
Reposted 20 Days AgoSaved
Remote
Chicago, IL
Mid level
Mid level
Real Estate • Software
Own new-logo acquisition for a defined mid-market territory: prospect, run full-cycle, value-sell to senior buyers, deliver demos, negotiate contracts, maintain pipeline and forecasts using Salesforce and revenue intelligence tools, and use AI-assisted prospecting and proposals to meet and exceed new logo revenue targets.
Top Skills: Ai-Powered ToolsGongLinkedin Sales NavigatorRevenue Intelligence ToolsSalesforceSalesloft
Reposted 20 Days AgoSaved
Remote
Chicago, IL
60K-80K Annually
Mid level
60K-80K Annually
Mid level
Information Technology
Sell Inntopia's SaaS commerce and marketing cloud to mid-market hospitality and destination operators. Own full sales cycle, conduct discovery, deliver demos, build ROI models, manage stakeholders, maintain Salesforce pipeline, collaborate with product and implementation teams, and represent the company at industry events.
Top Skills: Booking EngineCdpCRMCrsEcommerce PlatformsMarketing AutomationPayment GatewaysPmsPosRevenue Management SystemsSalesforce
Reposted 20 Days AgoSaved
Remote or Hybrid
Chicago, IL
125K-150K Annually
Senior level
125K-150K Annually
Senior level
Software • Biotech
Drive new business with pharmaceutical, biotech, and CRO mid-market accounts by prospecting, outbound outreach, qualifying leads, managing pipeline to close, collaborating on onboarding and product knowledge, using CRM and sales tools, representing the company at events, and meeting monthly/quarterly bookings and conversion targets.
Top Skills: AICRMDocument Management SolutionsEmail Automation ToolsHubspotSaaSSalesforceTableau
Reposted 22 Days AgoSaved
Remote
Chicago, IL
60K-120K Annually
Junior
60K-120K Annually
Junior
Fintech • Payments • Software • Travel
Drive new customer acquisition for Peek's activity-operator network using consultative SaaS sales. Manage territory strategy, deliver product demos, meet monthly/quarterly targets, maintain forecasts in Salesforce, and provide market insights to senior management. Role requires travel as needed and deep travel-industry knowledge.
Top Skills: Google SuiteSalesforceSlack
Reposted 22 Days AgoSaved
Remote
Chicago, IL
100K-100K Annually
Mid level
100K-100K Annually
Mid level
Artificial Intelligence • Software
Own full-cycle mid-market sales across municipalities, utilities, contractors, and engineering firms: prospect, demo, negotiate, close, and expand accounts against quarterly quotas while managing CRM hygiene and multi-threaded buying committees.
Top Skills: AutocodeCctvCRMNasscoPacpPioneerRisk & Rehab
Reposted 22 Days AgoSaved
Remote
Chicago, IL
200K-300K Annually
Mid level
200K-300K Annually
Mid level
Artificial Intelligence • Healthtech • Software
Lead consultative Mid-Market sales across the East Coast, managing broker relationships and executive stakeholders at 100+ employee companies. Drive discovery, build business cases, influence product positioning, maintain pipeline and forecasts, analyze competitive landscape, and travel regionally to support partners.
Reposted 23 Days AgoSaved
Remote
Chicago, IL
Junior
Junior
Artificial Intelligence • Software • Generative AI
Manage a mid-market sales territory end-to-end: run discovery, negotiate and close enterprise SaaS deals (often six-figure) with value-based selling, coordinate internal engineering/resources, shorten sales cycles, and relay customer feedback to product.
Top Skills: Marketing TechnologySaaS
Reposted 23 Days AgoSaved
Remote
Chicago, IL
Mid level
Mid level
Edtech • Fintech • Information Technology • Software
The Account Executive will sell GiveCampus solutions to educational institutions, manage complex sales processes, and build relationships with stakeholders while achieving sales quotas.
Top Skills: SaaS
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