Top Sales Jobs in Chicago, IL

As a Specialist Seller at Samsara, you will lead enterprise sales for emerging product lines, partner with senior Account Executives, and define strategies for driving budget creation and adoption. Your role will include co-developing a product pipeline, driving pilot strategies, and ensuring effective communication with C-suite executives.

The Account Executive will prospect, build pipeline, and close mid-market sales of Samsara’s IoT solutions. Responsibilities include researching prospects, conducting high-volume cold outreach, managing proofs of concept and trials, coordinating multiple stakeholders, negotiating complex pricing, selling to executives, and consistently achieving quota. Typical deals range from $20,000 to $100,000, with approximately 25% travel required across the Midwest territory.

Generate new business opportunities by prospecting commercial real estate firms and manufacturers. Responsibilities include making 300+ cold calls weekly, sending cold emails, qualifying prospects, expanding professional networks, booking exploratory meetings, and supporting the VP of Sales during client discussions. The role requires a self-motivated, competitive sales hunter who can learn the energy procurement and commercial real estate industries and work independently in a results-oriented environment.

Own the full B2B sales cycle for Hireology’s healthcare SaaS opportunities, including prospecting, qualification, product demonstrations, solution definition, contract negotiation, and closing. Build and manage a territory pipeline, consistently meet sales quotas, and represent the company at trade shows and conferences. The role requires strong communication, a metrics-driven mindset, and the ability to develop customer relationships and compelling product presentations.

Leads end-to-end Data and Analytics solution sales cycles, partnering with account executives to develop opportunities, close business, and drive adoption. Sells ServiceNow’s D&A portfolio, creates strategic account plans, conducts discovery sessions, value-based presentations, and technical demos, and engages data, analytics, AI, CIO, and platform executives. The role focuses on AI-ready data modernization, analytics strategy, executive relationship building, and measurable customer outcomes.

Own strategic Cloud Service Provider accounts, develop 12–24-month growth plans, lead complex enterprise sales cycles, and build joint business plans with partners. Sell HPE Morpheus, OpsRamp, and Zerto solutions to drive managed-service launches, recurring revenue, and expansion. Engage executives, coordinate global cross-functional teams, maintain pipeline and forecast discipline, support enablement and launch readiness, establish reference customers, and influence product strategy, pricing, and go-to-market investments.

Leads strategic advertising sales for complex client and agency portfolios, developing cross-platform campaigns, proposals, forecasts, and data-driven recommendations. Owns revenue growth, campaign optimization, attribution analysis, and long-term partnerships. Serves as a trusted advisor to senior stakeholders, influences investment decisions, supports team members, and uses automation and AI-enabled tools to improve sales effectiveness. Requires independent judgment, strong client communication, and availability for variable schedules, nights, weekends, and overtime.

Leads global sales compensation strategy, commission plan design, implementation, optimization, and roadmap prioritization. Partners with senior leaders to align incentives with go-to-market strategy, sales productivity, and revenue growth. Analyzes plan effectiveness, identifies automation opportunities, coordinates cross-functional execution, and manages a high-performing compensation operations team.

Drive enterprise revenue growth by prospecting, presenting, solution selling, negotiating, and closing complex SaaS/FinTech deals. Manage the sales pipeline and forecasts, cultivate executive client relationships, monitor market trends, and collaborate with pre-sales, consulting, marketing, and client success teams through implementation and support.

Drive the full sales cycle for SME and growth customers, from prospecting through negotiation, closing, onboarding, and early customer success. Sell Airwallex’s fintech solutions, including payments, billing, cross-border payments, and spend management. Generate pipeline, exceed revenue targets, provide consultative technical and commercial guidance, negotiate agreements with internal teams, support industry events and partners, and improve scalable sales processes.

Supports global advertising sales operations by maintaining Salesforce pipeline data, forecasting, reporting bookings, analyzing performance and market trends, managing leads, improving sales processes, and maintaining enablement resources. Partners with Sales, Client Service, Advertising Operations, Product, and Finance to improve data quality, workflows, visibility, and execution.