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Top Senior Sales Jobs in Chicago, IL

Reposted 5 Days AgoSaved
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Remote
Chicago, IL
Easy Apply
Senior level
Senior level
Artificial Intelligence • Fintech • Hardware • Information Technology • Sales • Software • Transportation
As a Regional Vice President at Motive, you will lead a team of Strategic Account Executives, driving sales and developing strategic plans to exceed revenue targets, while fostering a high-performance culture within the team.
Top Skills: CRMSalesforce
Reposted 5 Days AgoSaved
Remote or Hybrid
Chicago, IL
69K-98K Annually
Senior level
69K-98K Annually
Senior level
Information Technology
The Senior AWS Solution Sales Advisor drives AWS services sales through strategic account management, relationship building, and understanding of market trends to achieve revenue targets.
Top Skills: AWS
Reposted 5 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
191K-342K Annually
Senior level
191K-342K Annually
Senior level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
The Director of Sales Engineering leads a team to implement IoT solutions for mid-market clients, focusing on optimizing logistics and operations. Responsibilities include managing sales goals, technical escalations, team development, and collaboration with cross-functional teams.
Top Skills: Api IntegrationCloud InfrastructureIot
Reposted 5 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
260K-319K Annually
Senior level
260K-319K Annually
Senior level
Insurance
The Vice President of Sales & Marketing will lead the go-to-market organization, focusing on growth through agency partnerships and enhancing brand awareness.
Reposted 5 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
198K-233K Annually
Senior level
198K-233K Annually
Senior level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
As a Sales Engineer, you'll modernize industries using IoT solutions, work with customers on technical integrations, and support sales processes.
Top Skills: AIBashCloud SoftwareCloud-Connected HardwareComputer NetworkingComputer VisionIotJavaScriptPython
Reposted 6 Days AgoSaved
Remote or Hybrid
Chicago, IL
194K-255K Annually
Senior level
194K-255K Annually
Senior level
Artificial Intelligence • Cloud • Information Technology • Legal Tech • Productivity • Software
Lead revenue strategy and execution for mid and large law segments. Own segment targets, forecasting, talent development, territory planning, pipeline governance, and cross-functional partnerships to drive scalable growth and market expansion.
6 Days AgoSaved
Remote
Chicago, IL
211K-236K Hourly
Senior level
211K-236K Hourly
Senior level
Healthtech • Other • Social Impact • Software • Telehealth
Lead full-cycle enterprise sales with national employer accounts: source, qualify, negotiate, and close complex deals. Build executive relationships, maintain a 3x pipeline, create business cases, and scale repeatable playbooks to exceed quota.
Top Skills: CRMSalesforce
Reposted 15 Days AgoSaved
Easy Apply
In-Office
Chicago, IL
Easy Apply
243K-285K Annually
Senior level
243K-285K Annually
Senior level
Artificial Intelligence • Enterprise Web • Software • Design • Generative AI
Lead and scale the sales team, driving strategy and execution in the Growth segment, while fostering a high-performance culture and collaborating with cross-functional partners to optimize sales processes.
Top Skills: Crm SystemsSalesforce
Reposted 6 Days AgoSaved
Remote or Hybrid
Chicago, IL
110K-160K Annually
Senior level
110K-160K Annually
Senior level
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Support global renewals by building operational dashboards, centralizing renewals data, automating forecasting/reporting, enabling field teams, analyzing churn and contraction ARR, and driving cross-functional process and data improvements to protect ARR and scale renewals operations.
Top Skills: Tableau,Sql,Excel,Powerpoint,Clari,Salesforce Crm,Salesforce Cpq
6 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
92K-122K Annually
Senior level
92K-122K Annually
Senior level
Cloud • Security • Software • Cybersecurity • Automation
Lead and standardize global sales development operations by evaluating and integrating the sales tool stack, defining workflows and playbooks, driving adoption, coaching leaders, improving outbound pipeline generation (SAOs), and maintaining documentation and operating rhythms to increase consistency, measurability, and scalability.
Top Skills: Salesforce,Outreach,Cognism,Zoominfo,Chorus,Sales Navigator,Conversica,Drift
Reposted 6 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
Senior level
Senior level
Fintech • Mobile • Software • Financial Services
The Sales Enablement Operations Manager supports Home Loans by executing enablement programs, managing events, and facilitating marketing initiatives for loan officers. Responsibilities include project management, enhancing sales efficiency, and onboarding new staff while ensuring compliance with regulations.
Top Skills: MS OfficeSalesforceSocial Media Platforms
Reposted 6 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
122K-185K Annually
Senior level
122K-185K Annually
Senior level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
The Enterprise Sales Engineer drives technical sales support, conducts product demonstrations, collaborates with product teams, manages evaluations, and builds process improvements while maintaining customer relationships and achieving sales quotas.
Top Skills: AutomationBashCloud SoftwareCloud-Connected HardwareComputer NetworkingControl SystemsEdiIotJavaScriptPythonRestRestful ApisSaaSSoapXML
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16 Days AgoSaved
In-Office
Chicago, IL
90K-195K Annually
Senior level
90K-195K Annually
Senior level
Artificial Intelligence • Big Data • Healthtech • Information Technology • Machine Learning • Software • Analytics
Sell OptumInsight revenue cycle technology and services to provider health systems within an assigned Midwest or Southeast territory. Build client relationships, qualify and close multi-million contracts, collaborate with growth and regional teams, represent the company at industry events, use Salesforce for pipeline management, and meet/exceed revenue targets while traveling frequently (up to 70%).
Top Skills: CRMMS OfficeSalesforce
Reposted 7 Days AgoSaved
Remote or Hybrid
Chicago, IL
160K-215K Annually
Senior level
160K-215K Annually
Senior level
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Lead Americas Central NG-SIEM sales region, manage and develop senior sales specialists, set and forecast revenue targets, create strategy and budgets, coordinate cross-functional teams, and drive quota attainment and customer relationships.
Top Skills: Log ManagementNext-Gen SiemSaaSSIEM
7 Days AgoSaved
Remote
Chicago, IL
258K-335K Annually
Senior level
258K-335K Annually
Senior level
Artificial Intelligence • Productivity • Software • Automation
Lead and develop a Mid Market Account Executive team to drive new logo acquisition and expansion. Hire, coach, and ramp quota-carrying AEs; oversee pipeline, forecasting, and deal reviews; collaborate cross-functionally to drive adoption, retention, and product-informed go-to-market strategies; and scale repeatable playbooks for horizontal AI orchestration and automation sales.
Top Skills: Hubspot,Zapier,Apis,Integrations,Ai,Automation
Reposted 7 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
Senior level
Senior level
Legal Tech • Software • Generative AI
The Director of Enterprise Sales will lead and scale a sales team, drive revenue growth, manage forecasts, and ensure cross-functional alignment in a fast-growing legal tech company.
8 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
110K-135K Annually
Senior level
110K-135K Annually
Senior level
Automotive • Big Data • Insurance • Software • Transportation
Lead and scale a newly formed field sales team for roadside technology and call center solutions. Serve as a player-coach (up to 75% field time), establish workflows, coach hires, track KPIs, manage pipeline, support high-stakes negotiations, and drive revenue growth across the U.S.
Top Skills: Swoop,Crm
8 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Information Technology • Productivity • Professional Services • Software • Business Intelligence
Lead global sales operations strategy to streamline processes, enable sales teams, and drive data-driven forecasting and performance. Oversee Salesforce and sales tech stack, build analytics and KPIs, partner cross-functionally with GTM, Finance, and Marketing, and mentor a Sales Operations team to support growth in a high-growth SaaS environment.
Top Skills: Salesforce,Tableau,Excel,Power Bi,Marketo,Pardot
8 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
180K-230K Annually
Senior level
180K-230K Annually
Senior level
Artificial Intelligence • Fintech • Hardware • Information Technology • Sales • Software • Transportation
Act as the in-house expert for Equipment Monitoring, partnering with Account Executives to drive technical product conversations, deliver tailored demos, articulate ROI/TCO, support proposals, manage pipeline details, and ensure seamless implementation handoffs while coordinating cross-functionally with Product, Implementation, and Customer Success.
Top Skills: Salesforce,Linkedin Navigator,Outreach,Google Slides,Powerpoint,Crm,Telematics,Iot Hardware,Asset Gateways,Environmental Sensors,Beacon Location Devices,Door Sensors,Cloud-Based Platforms,Roi Calculators
8 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
110K-135K Annually
Senior level
110K-135K Annually
Senior level
Automotive • Big Data • Insurance • Software • Transportation
Lead and scale a new field sales team for roadside technology and call center solutions. Act as a player-coach (up to 75% field time), establish sales workflows, coach hires, drive revenue, manage KPIs and pipelines, support high-stakes negotiations, and collaborate with Product, Operations, and Marketing to increase adoption and meet monthly/quarterly targets.
Top Skills: Swoop,Crm Systems,Dispatch Management Platform
8 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
110K-135K Annually
Senior level
110K-135K Annually
Senior level
Automotive • Big Data • Insurance • Software • Transportation
Lead and scale a newly formed field sales team focused on roadside technology and call center solutions. Act as a player-coach (up to 75% field time) to drive revenue, establish workflows, coach hires, manage KPIs/pipeline, support high-stakes negotiations, and partner cross-functionally to increase product adoption and meet monthly/quarterly targets.
Top Skills: Crm,Swoop
8 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
110K-135K Annually
Senior level
110K-135K Annually
Senior level
Automotive • Big Data • Insurance • Software • Transportation
Lead and scale a new field sales team for roadside technology and call center solutions, acting as a player-coach (up to 75% field time). Establish workflows, coaching rhythms, KPIs, and pipeline management to drive revenue growth, accelerate onboarding, support negotiations, and ensure monthly/quarterly targets are met.
Top Skills: Swoop,Crm,Dispatch Management Platform
8 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
110K-135K Annually
Senior level
110K-135K Annually
Senior level
Automotive • Big Data • Insurance • Software • Transportation
Lead and scale a new field sales team for roadside technology and call center solutions, acting as a player‑coach (up to 75% field time) to drive revenue, build workflows and coaching rhythms, monitor KPIs, support high‑stakes negotiations, and partner cross-functionally to increase product adoption.
Top Skills: Swoop,Crm,Dispatch Management Platform
Reposted 2 Days AgoSaved
Remote
Chicago, IL
250K-320K Annually
Senior level
250K-320K Annually
Senior level
Software • Cybersecurity
The Enterprise Account Executive will develop, manage, and close business in named Enterprise accounts, driving technical validation, executive alignment, and business justification while selling the Akeyless platform to security organizations.
Top Skills: Cloud InfrastructureCRMCybersecurityDevOpsSalesSecurity Management
Reposted 8 Days AgoSaved
Remote
Chicago, IL
180K-200K Annually
Senior level
180K-200K Annually
Senior level
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Lead and manage a team of Enterprise Account Executives, focusing on complex sales strategies, client relationships, and exceeding sales quotas for the Qualtrics Experience Management platform.
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