Top Sales Executive Jobs in Chicago, IL

Own new-logo acquisition and full-cycle enterprise sales across the Central US healthcare market. Build outbound pipeline, prospect greenfield accounts, engage executive and cross-functional stakeholders, and lead complex vendor selections for $100K+ ARR opportunities. Translate healthcare SaaS capabilities into strategic value, navigate technical, legal, clinical, and financial requirements, and close large multi-location healthcare organizations.

Territory-focused field sales role selling healthcare software (RCM, billing, practice management). Prospect and generate leads via face-to-face outreach, manage full sales cycle, educate customers, build pipeline, and close new logo opportunities.

Develop and expand national account relationships for multi-location enterprise customers, align CES solutions with client objectives, build executive-level relationships and partner networks, influence preconstruction opportunities, and coordinate branch and fulfillment execution nationwide.

Own the full B2B SaaS sales cycle for TRAC, including prospecting, qualification, pipeline management, product demonstrations, negotiation, and contract closing. Sell cybersecurity risk and compliance software to banking, healthcare, finance, and other regulated organizations. Collaborate with marketing, meet sales targets, attend industry events, and maintain knowledge of cybersecurity frameworks and regulatory requirements. This is a remote role requiring frequent travel.

Drives enterprise revenue for payments fraud solutions by serving as a subject matter expert, developing tailored value propositions, business cases, technical demonstrations, and ROI analyses. Partners with account and business development teams to identify, advance, and close new, expansion, and renewal opportunities. Builds executive relationships, addresses competitive positioning, gathers customer feedback, and influences product strategy. Requires approximately monthly travel to client sites.

Lead recruitment, enablement, and commercial activation of reseller channel partners (TSPs and DSPs). Build channel playbook, design pricing/incentives, co-sell with partners, track pipeline and partner health, and align cross-functional teams to drive measurable channel revenue.

Drive sales of logistics and 3PL services across major geographies by developing customer relationships, managing key accounts, delivering customized supply chain solutions, preparing forecasts, negotiating terms, and collaborating with operations to optimize pricing and execution.

Sell truckload freight services by prospecting new customers, managing and growing a book of business across U.S. and Canada, nurturing client relationships, meeting KPIs, collaborating cross-functionally, and using company analytics and multi-channel outreach to drive temperature-controlled and time-sensitive shipments.

The Sales Executive will manage the full sales cycle, driving revenue by acquiring new clients, expanding existing relationships, and collaborating with agencies. Responsibilities include owning the sales process, developing new business, and providing strategic insights to enhance client digital strategies.

Identify and develop new business opportunities for technology products and services. Build sales pipelines through prospecting, networking, referrals, and relationship development. Understand client needs, present technology solutions, prepare proposals, negotiate commercial terms, support deal closure, maintain client relationships, and report sales activity and pipeline performance.

Responsible for selling recovery audit services across a Midwest territory, achieving sales quotas, managing complex consultative sales, developing pipelines, preparing RFPs, forecasting revenue, reporting sales activity, and maintaining client relationships. The role targets senior stakeholders in Accounting, Finance, Internal Audit, Supply Chain, Treasury, and Procurement departments. It is remote within the U.S., with preference for Midwest or Central Time Zone candidates, and requires travel.

Sell Spotter's enterprise TMS to large logistics organizations by building pipelines, conducting solution-led demos, managing the full sales cycle, negotiating contracts, and developing C-level relationships to meet revenue targets.

Sell Spotter's TMS to enterprise logistics organizations by building relationships with C-level stakeholders, managing the full sales cycle, delivering tailored demos, closing high-value deals, and meeting revenue targets while collaborating with technical and customer success teams.

Sell Portside’s cloud-based aviation software solutions to business aviation, airline, and aircraft leasing clients. Responsibilities include prospecting, presenting and demonstrating SaaS products, managing client relationships, collaborating with marketing and product teams on sales strategies, monitoring industry trends, and achieving sales targets. The role is fully remote but requires travel up to 30% of the time.

The Senior Sales Executive will drive new business in logistics across various services, focusing on pipeline management, pricing, and client relationships. Responsibilities include cold calling, closing clients, structuring deals, and exceeding revenue targets.

The Sales Executive will drive new business development in logistics by managing a revenue pipeline, selling various transportation services, and ensuring client satisfaction.

The Sales Executive will drive growth by managing a territory, identifying business opportunities, supporting client relationships, and achieving sales targets through effective collaboration across teams.

Drive enterprise sales for employer groups of 5,000+ by building relationships with brokers, TPAs, PBMs and other partners, managing pipeline, presenting proposals, and closing deals to meet quota and grow revenue.

The Mid-Market Sales Executive will prospect and close deals with home remodeling companies, utilizing knowledge of sales and ROI concepts to add value throughout the sales cycle.

Sell Division 50's lead-generation and marketing services across the US. Manage full sales cycle: qualify leads, run discovery calls, pitch tailored solutions, draft proposals, negotiate terms, close deals, and log activities and budgets in the CRM.

The Regional Sales Executive manages territory, achieves sales targets, develops new business, and oversees account management within the Class Action Mass Torts sector.

The Strategic Accounts Sales Executive will lead sales cycles for large school districts, building relationships and driving transformative deals while maintaining forecasted pipelines.

Telephone-based sales role selling life, health, disability, dental and other insurance products to affinity group members. Prospecting, quoting, completing applications, documenting activity in CRM, meeting sales and quality targets, using marketing campaigns, and resolving client inquiries.

Provides high-level administrative support to a Vice President, including complex calendar management, meeting and speaking engagement coordination, global travel and expense arrangements, executive correspondence, approvals, event logistics, briefing preparation, and confidential information handling. The role also supports special projects through research, analysis, reporting, and ad hoc assistance to senior directors. Strong judgment, communication, organization, discretion, and independent problem-solving are essential.

Hunt and close net-new revenue by selling programmatic and omnichannel media solutions. Prospect and engage senior marketing decision-makers, conduct discovery and data-driven presentations, develop customized campaign recommendations with internal teams, maintain a qualified CRM pipeline, and meet revenue and performance targets.