Top Sales Jobs in Chicago, IL

2 Hours AgoSaved
Remote
Chicago, IL
270K-453K Annually
Expert/Leader
270K-453K Annually
Expert/Leader
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Leads North American enterprise sales for Qualtrics’ Sports, Media, and Entertainment vertical. Responsibilities include managing and coaching 6–8 enterprise account executives, driving ARR and new-logo growth, developing vertical go-to-market strategies, closing complex seven-figure SaaS deals, engaging executive stakeholders, managing pipelines and forecasts, and partnering with Product Management, Marketing, and Solution Engineering.
Top Skills: Experience Management PlatformGenerative AiSaaS
2 Hours AgoSaved
Remote
Chicago, IL
94K-114K Annually
Senior level
94K-114K Annually
Senior level
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Drive enterprise sales growth across healthcare provider accounts by managing strategic relationships, acquiring and expanding clients, presenting tailored solutions, negotiating complex agreements, and coordinating cross-functional teams. Maintain accurate Salesforce records, apply MEDDIC/MEDDPICC methodologies, build pipeline, forecast performance, and achieve new and expansion revenue targets.
Top Skills: MeddicMeddpiccSaaSSalesforce
2 Hours AgoSaved
Remote
Chicago, IL
105K-128K Annually
Senior level
105K-128K Annually
Senior level
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Drive enterprise sales growth within healthcare provider accounts by acquiring strategic customers, expanding existing relationships, managing C-suite stakeholders, presenting tailored solutions, negotiating complex agreements, and maintaining accurate Salesforce records. The role requires healthcare industry fluency, full-cycle SaaS sales expertise, MEDDIC/MEDDPICC methodology, strategic territory planning, and cross-functional collaboration to achieve revenue and quota targets.
Top Skills: CRMSaaSSalesforce
YesterdaySaved
Easy Apply
Remote
Chicago, IL
Easy Apply
59K-78K Annually
Junior
59K-78K Annually
Junior
Information Technology • Cybersecurity
Prospect and qualify managed service providers and managed security service providers through phone, email, and LinkedIn outreach. The role generates qualified meetings and pipeline for Account Executives, researches accounts, maintains CRM data, answers prospect questions, and uses AI tools for research and messaging. Success requires resilience, strong organization, cold-calling ability, attention to detail, coachability, and interest in cybersecurity and AI.
Top Skills: Ai ToolsCRMLinkedInSaaS
YesterdaySaved
Remote or Hybrid
Chicago, IL
74K-115K Annually
Mid level
74K-115K Annually
Mid level
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Leads and develops a team of 6–8 Corporate Account Managers responsible for upselling, cross-selling, renewals, and full-cycle sales to small and midsize businesses. Coaches representatives, improves sales strategies and close rates, recruits and trains new hires, collaborates with sales engineering and channel teams, manages pipeline and forecasts, and participates in customer engagements to drive expansions and renewals.
Top Skills: CybersecuritySaaS
Reposted YesterdaySaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
79K-120K Annually
Mid level
79K-120K Annually
Mid level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Own end-to-end sales operations workstreams supporting Enterprise Account Executives. Analyze sales data, build dashboards and KPIs, improve intake and pipeline processes, and recommend solutions that increase seller effectiveness, revenue, and profitability. Collaborate with Sales Operations, Deal Desk, Finance, Legal, Sales Strategy, and GTM Systems stakeholders. Use AI and automation to streamline workflows and present findings to senior leaders.
Top Skills: Artificial IntelligenceAutomationLead-To-Cash SystemsSalesforce CpqSalesforce
Reposted YesterdaySaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
191K-239K Annually
Expert/Leader
191K-239K Annually
Expert/Leader
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
The Director of Field Sales Engineering leads a team focused on incubating new products, driving adoption, and ensuring cross-functional collaboration to deliver technical value to customers.
Top Skills: Can BusCloud ManagementIot SystemsPto ApplicationsSales Engineering
YesterdaySaved
Remote
Chicago, IL
220K-260K Annually
Expert/Leader
220K-260K Annually
Expert/Leader
Artificial Intelligence • Cloud • Information Technology • Energy • Infrastructure as a Service (IaaS)
Lead go-to-market strategy and strategic sales for AI and Neocloud accounts. Build executive relationships with hyperscale cloud and data-center customers, manage complex negotiations and long-term agreements, develop ecosystem partnerships, maintain forecasts and pipeline visibility, and collaborate cross-functionally to deliver infrastructure solutions at scale.
Top Skills: AIData-Center InfrastructureHyperscale CloudNeocloud
YesterdaySaved
Remote
Chicago, IL
220K-260K Annually
Expert/Leader
220K-260K Annually
Expert/Leader
Artificial Intelligence • Cloud • Information Technology • Energy • Infrastructure as a Service (IaaS)
Leads hyperscale sales strategy, executive customer relationships, complex commercial negotiations, pipeline forecasting, and ecosystem partnerships. The role targets cloud providers, data-center operators, and infrastructure customers, coordinating with product, engineering, operations, finance, legal, and customer-success teams to secure high-value, long-term engagements. It also influences product strategy through market intelligence and represents the company at executive meetings and industry events.
Top Skills: Data-Center InfrastructureHyperscale Cloud
11 Days AgoSaved
In-Office
Chicago, IL
Expert/Leader
Expert/Leader
Other
Leads the Midwest sales organization by developing and executing growth strategies, coaching sales teams, strengthening customer and supplier relationships, and managing regional revenue, margins, profitability, expenses, and strategic initiatives. Partners with Marketing, Finance, Operations, Procurement, and Category Management to improve customer experience, inventory planning, market expansion, and operational performance. Oversees talent planning, succession, performance management, and change leadership across the region.
Top Skills: Salesforce
YesterdaySaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
175K-190K Annually
Senior level
175K-190K Annually
Senior level
Cloud • Information Technology • Security • Software • Cybersecurity
Drive enterprise customer acquisition and account growth for Zscaler’s AI Security products. Responsibilities include strategic prospecting, lead qualification, pipeline development, engaging CISOs and security leaders, conducting consultative sales cycles with Sales Engineers, closing deals, relaying customer insights to product and marketing teams, and representing the company at industry events.
Top Skills: Ai/MlCybersecurityGenerative AiMeddicSaseZero Trust Exchange
11 Days AgoSaved
Hybrid
Chicago, IL
138K-158K Annually
Mid level
138K-158K Annually
Mid level
Fintech • Machine Learning • Payments • Software • Financial Services
Leads and develops a team of Relationship Managers responsible for loan origination performance. Manages dealer relationships, negotiates and decides on credit applications, grants credit exceptions within authority, and drives territory business results. Oversees recruiting, hiring, onboarding, coaching, performance management, scheduling, and career development while analyzing operational data to improve outcomes. Requires regular weekend availability and initial five-day in-office training.
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Reposted 11 Days AgoSaved
In-Office
Chicago, IL
102K-183K Annually
Expert/Leader
102K-183K Annually
Expert/Leader
Other • Utilities
Develops enterprise sales strategies, grows and expands client accounts, builds relationships with C-suite decision-makers, consults on telecom solutions, negotiates complex contracts, closes high-value deals, and manages sales forecasting and reporting. The role requires extensive enterprise technology, software, or telecom sales experience and involves approximately 30% travel in a hybrid Downers Grove, Illinois setting.
Top Skills: 5GTelecom SolutionsWireless Telecommunications
11 Days AgoSaved
Hybrid
Chicago, IL
65K-147K Annually
Senior level
65K-147K Annually
Senior level
Automotive • Professional Services • Software • Consulting • Energy • Chemical • Renewable Energy
Sells highly technical testing, inspection, and certification services through remote customer engagement and occasional travel. Maintains account portfolios, identifies opportunities, communicates technical value propositions, supports sales cycles, and collaborates with account managers, engineers, and delivery teams. Builds trusted relationships with customers and internal stakeholders while pursuing sales targets with minimal supervision.
Top Skills: Crm SoftwareExcelMS OfficeOutlookPowerPointWord
13 Days AgoSaved
Easy Apply
In-Office
Chicago, IL
Easy Apply
Senior level
Senior level
Artificial Intelligence • Fintech • Software • Travel
Leads and develops an SDR team through coaching, performance management, outbound sales strategy, recruiting, onboarding, and career progression. The role sets goals, tracks sales KPIs, improves prospecting effectiveness, promotes SDRs into Account Executive roles, and builds a motivated, inclusive team culture. Requires hands-on leadership of cold calling, objection handling, social selling, outreach cadences, and data-driven performance optimization.
Top Skills: GongOutreachSalesforce
Reposted 4 Days AgoSaved
Remote
Chicago, IL
Junior
Junior
Insurance • Financial Services
Supports sales teams and broker partners through prospecting, quoting, proposals, enrollments, renewals, RFPs, licensing, and producer appointments. Maintains pipeline and process tracking, coordinates with internal teams and third-party administrators, responds to product inquiries, supports broker training, and manages Salesforce records. The remote role may require occasional travel of less than 10% for open enrollment meetings.
Top Skills: ExcelMicrosoft Office SuiteOutlookPowerPointSalesforceTableauWord
4 Days AgoSaved
Remote
Chicago, IL
94K-114K Annually
Senior level
94K-114K Annually
Senior level
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Drive enterprise sales growth among healthcare providers by managing strategic relationships, acquiring and expanding accounts, presenting tailored proposals and product demonstrations, negotiating complex agreements, and coordinating cross-functional teams. The role requires maintaining accurate Salesforce records, applying MEDDIC/MEDDPICC methodologies, building pipeline, forecasting accurately, and achieving revenue targets across new and expansion business.
Top Skills: CRMMeddicMeddpiccSaaSSalesforce
4 Days AgoSaved
Remote
Chicago, IL
105K-128K Annually
Senior level
105K-128K Annually
Senior level
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Drive enterprise sales growth among healthcare providers by acquiring new strategic accounts and expanding existing relationships. Manage complex sales cycles, build C-suite relationships, develop client plans, deliver presentations and demonstrations, negotiate agreements, maintain pipeline discipline using MEDDIC/MEDDPICC, and partner cross-functionally with client success, implementation, and advisory teams. Maintain accurate Salesforce records while meeting revenue and quota targets.
Top Skills: CRMMeddicMeddpiccSaaSSalesforce
4 Days AgoSaved
Remote
Chicago, IL
105K-128K Annually
Senior level
105K-128K Annually
Senior level
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Drive enterprise sales growth within healthcare provider accounts by acquiring strategic customers, expanding existing relationships, managing C-suite relationships, and closing complex SaaS deals. Build territory and client plans, maintain pipeline and forecasts using MEDDIC/MEDDPICC, deliver presentations and demonstrations, negotiate agreements, and collaborate with client success, implementation, advisory, engineering, and operations teams.
Top Skills: SaaSSalesforce
4 Days AgoSaved
Remote
Chicago, IL
105K-128K Annually
Senior level
105K-128K Annually
Senior level
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Drive enterprise SaaS sales across healthcare provider accounts in the Western territory. Manage strategic client relationships, acquire and expand accounts, build pipeline, present solutions, negotiate complex agreements, and achieve revenue targets. Partner cross-functionally with client success, implementation, advisory, engineering, and industry teams. Maintain CRM accuracy in Salesforce and apply MEDDIC/MEDDPICC methodologies to forecast and close new and expansion business.
Top Skills: Salesforce
4 Days AgoSaved
Remote
Chicago, IL
94K-114K Annually
Mid level
94K-114K Annually
Mid level
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Drive enterprise SaaS sales to healthcare providers, including health systems, hospitals, and clinics. Manage strategic client relationships, retain and expand revenue, acquire new accounts, present tailored proposals and demonstrations, negotiate complex agreements, and coordinate cross-functional teams. Maintain accurate Salesforce records, use MEDDIC/MEDDPICC methodologies, build pipeline, forecast accurately, and achieve quota. The role requires healthcare-provider industry knowledge, enterprise closing experience, strong communication skills, and a bachelor's degree or higher.
Top Skills: Qualtrics Experience ManagementSaaSSalesforce
4 Days AgoSaved
Remote
Chicago, IL
105K-128K Annually
Expert/Leader
105K-128K Annually
Expert/Leader
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Drive enterprise SaaS sales growth within healthcare provider accounts across the Western region. Manage strategic C-suite relationships, acquire new clients, expand existing accounts, lead complex negotiations, deliver presentations and demonstrations, and coordinate cross-functional teams. Maintain accurate Salesforce records, build pipeline, forecast performance using MEDDIC/MEDDPICC, and achieve revenue targets.
Top Skills: MeddicMeddpiccSaaSSalesforce
4 Days AgoSaved
Remote
Chicago, IL
105K-128K Annually
Senior level
105K-128K Annually
Senior level
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Drive enterprise SaaS sales to healthcare providers by managing strategic C-suite relationships, acquiring and expanding accounts, developing client plans, presenting tailored solutions, negotiating complex agreements, and coordinating cross-functional teams. Maintain accurate Salesforce records, use MEDDIC/MEDDPICC methodologies, build pipeline, forecast accurately, and achieve new-business and expansion quotas within the healthcare provider market.
Top Skills: SaaSSalesforce
Reposted 4 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
Mid level
Mid level
Artificial Intelligence • Fintech • Hardware • Information Technology • Sales • Software • Transportation
Leads a team of Strategic Account Executives selling SaaS solutions to large enterprise customers. Responsibilities include hiring, coaching, enablement, account and territory planning, pipeline reviews, forecasting, CRM adoption, revenue target achievement, and direct support on high-priority deals. The role collaborates cross-functionally with Sales Development, Sales Engineering, Product, Marketing, Customer Success, Legal, and Sales Operations to drive strategic sales growth.
Top Skills: CRMSaaSSalesforce
4 Days AgoSaved
Remote
Chicago, IL
272K-340K Annually
Expert/Leader
272K-340K Annually
Expert/Leader
Fintech • Payments • Real Estate • Software • Financial Services
Own Flex’s go-to-market strategy and commercial execution for the auto loan vertical. Build executive-level relationships, develop pipeline, negotiate and close complex partnerships, and guide agreements through technical deployment and launch. Collaborate with Product, Engineering, Marketing, Finance, Legal, and Compliance to shape the offering, translate market feedback into improvements, and establish a repeatable sales motion. This zero-to-one role also requires developing scalable processes and using AI-assisted sales tools to improve pipeline and deal performance.
Top Skills: Ai-Assisted Sales Tools
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