Top Vice President of Sales Jobs in Chicago, IL

Lead sales growth across Ohio by building broker and benefits consultant partnerships, educating prospects on self-insurance and alternative funding, developing regional sales plans, presenting solutions, and exceeding targets. Collaborate with account management, underwriting, and marketing teams to deliver tailored healthcare cost-control solutions. The role requires strong consultative selling, relationship management, data interpretation, negotiation, and frequent travel throughout the territory.

Leads sales operations, coaches representatives and managers, manages KPIs and CRM processes, oversees training and hiring, supports financing and transactions, and drives accountability, productivity, and revenue growth across sales teams.

Leads national and enterprise sales strategy, acquiring major accounts and expanding strategic customer relationships. Owns complex sales pursuits, executive negotiations, pipeline development, forecasting, account profitability, and revenue growth. Partners with operations, finance, and regional teams to deliver scalable service solutions for multi-location restaurant, foodservice, facilities, and commercial customers. Builds executive relationships, drives service penetration, and secures long-term partnerships while achieving acquisition, retention, expansion, and profitability targets.

Lead Nexcess’s North American sales organization and strategy, owning new-logo pipeline, revenue performance, forecasting, complex deals, team development, and channel partnerships. The role manages and coaches sales executives and SDRs, strengthens sales processes and Salesforce discipline, develops vertical-focused market plans, and collaborates with global leadership, marketing, technical teams, and partners to expand market share and drive regional growth.

Leads regional growth across Eastern USA and Canadian retail, wholesale, and distribution markets. Responsibilities include setting sales strategy, managing and coaching enterprise sellers, building C-level relationships, guiding value-based selling, developing ROI cases, improving pipeline forecasting, leveraging AI-enabled sales tools, maintaining Salesforce data, and collaborating with presales, alliances, marketing, customer success, and sales operations.

Leads enterprise sales growth with national and regional health plans, owning new-logo acquisition and expansion. Builds executive relationships, develops territory and account strategies, leads complex RFP-driven multi-year pursuits, and collaborates with marketing, SDRs, sales engineering, and deal desk teams. Maintains pipeline and forecast accuracy in Salesforce and HubSpot while pursuing large healthcare services opportunities across member engagement, contact center, care management, quality outreach, and digital engagement.

Leads enterprise sales growth across health systems, hospitals, physician groups, specialty practices, and other provider organizations. Responsibilities include territory planning, new-logo acquisition, account expansion, executive relationship development, complex RFP sales, pipeline generation, forecasting, and quota attainment. Sells patient access, scheduling, nurse triage, digital health, contact center, and related healthcare engagement solutions while partnering with SDR, Marketing, Sales Engineering, Deal Desk, and executive teams.

Leads East Coast enterprise sales for commercial real estate parking solutions. Owns regional revenue, closes complex $100K+ ACV deals, coaches account executives, manages forecasts, develops institutional CRE accounts, and structures profitable agreements with Finance and Operations. The role is a player-coach position requiring hands-on enterprise selling, MEDDPICC or equivalent methodology, AI-enabled sales practices, and frequent customer and team travel.

Leads logistics sales and operations, driving revenue growth, client retention, and efficient end-to-end supply chain performance. Develops sales strategies, forecasts revenue, optimizes processes, manages logistics providers and vendor contracts, controls costs, mitigates operational risks, and establishes performance metrics. Collaborates with finance and other stakeholders to align capacity with demand, maintain profitability, and meet client expectations. Presents operational and financial performance to executives, employees, clients, and external partners.

Leads SingleStore’s Americas new-logo sales organization across Enterprise, Commercial, and Strategic segments. Owns regional sales strategy, territory coverage, pipeline generation, forecasting, activity inspection, and quota attainment. Recruits, coaches, and develops account executives while improving prospecting, discovery, deal execution, champion creation, and conversion. Partners with Sales Engineering, Marketing, Sales Development, Revenue Operations, and Customer Success, and engages directly in priority enterprise opportunities.

Owns territory sales for Apollo defined contribution private assets and Vitera guaranteed income solutions. Builds relationships with retirement plan advisors, recordkeeper field teams, and consultants; converts platform approvals into local adoption; develops territory plans and pipelines; leads advisor education, events, and presentations; and coordinates joint opportunities with partners and internal specialists. Requires extensive industry relationships, defined contribution expertise, sales leadership, and 70%+ travel.

Lead employer-focused sales strategy for CirrusMD’s virtual care solution. Responsibilities include developing territories, generating new business with employers and benefits consultants, building C-level relationships, negotiating contracts, presenting solutions, achieving revenue targets, providing market feedback, and partnering with sales operations and account management. The role is remote within the United States and requires significant domestic travel.

Lead rights sales expansion in the Central region by generating sponsorship revenue, building a portfolio of sports and entertainment clients, developing sales strategies, closing partnerships, and recruiting and coaching a high-performing team. The role manages client relationships, creates go-to-market plans, supports negotiations and deal structuring, and partners with internal teams to deliver client objectives.

Executive leader responsible for global B2B enterprise sales strategy, revenue growth, team leadership, complex deal execution, pipeline forecasting, channel development, and cross-functional go-to-market alignment across US and EMEA. The role scales distributed sales teams, expands strategic verticals, drives operational transformation, develops talent, and leads adoption of AI and agentic sales tools.

Leads the sales organization for an ERP consulting and technology services firm. Responsibilities include developing sales strategy, managing new-logo and existing-account teams, establishing sales processes and forecasting discipline, driving enterprise deals, expanding customer relationships, developing ERP vendor partnerships, recruiting sales talent, and aligning bookings, revenue, delivery capacity, margins, and profitability with executive leadership.

Leads BlueCat’s global Mid-Market sales organization across North America, EMEA, and APAC. Owns go-to-market strategy, bookings and ACV targets, pipeline generation, forecasting, partner-led sales, coverage models, quota capacity, and regional execution. Develops sales leaders and teams, establishes activity-based operating rhythms, drives new-logo acquisition and account expansion, and collaborates cross-functionally to support scalable growth. Reports to the Chief Revenue Officer and travels frequently worldwide.

Leads the launch of BGO’s enterprise sales motion for its AI-first data operations proposition. Responsibilities include developing prospecting strategy and sales playbooks, generating new-logo pipeline, selling complex $1M+ enterprise solutions, building executive relationships, closing transformational deals, supporting AI/ML product integration, and representing the company at industry events. The role partners with marketing, communications, client solutions, and leadership on RFPs, product roadmap development, and strategic market initiatives.

Leads sales growth across Tennessee by developing broker and benefits consultant relationships, educating prospects on self-insurance solutions, creating regional sales plans, presenting tailored healthcare funding strategies, and collaborating with account management, underwriting, and marketing teams. The role requires consultative selling, strong broker networks, target achievement, data-driven decision-making, and travel throughout the territory.

Drive new-client acquisition and revenue growth for BPO and advisory services in North American Banking and Capital Markets. Own the sales cycle from opportunity development through contract closure, build executive relationships, create qualified pipelines, develop tailored proposals, and coordinate handoffs to account management. The role requires proven experience closing multimillion-dollar engagements, selling to BCM clients, executing go-to-market strategies, and collaborating with internal business units.

Leads U.S. and Canadian public sector sales strategy, revenue growth, channel partnerships, government contract vehicle strategy, and complex procurements. Oversees Federal, SLED, and Canadian sales teams; manages quotas, pipeline, forecasting, and recruiting. Partners with engineering, product, services, compliance, and marketing teams on GovCloud roadmaps, FedRAMP requirements, and public-sector solutions. Builds relationships with senior government stakeholders and leads a high-performing sales organization.

Leads payer sales strategy and a national and regional health plan sales team. Owns pipeline, forecasting, bookings, and revenue results while personally managing major enterprise opportunities. Builds executive relationships across health plans, develops value-based care and risk adjustment business cases, coaches sellers, guides pricing and competitive strategy, and partners cross-functionally on deliverable solutions.

Leads regional payer sales for Risk Adjustment and Quality Solutions, owning revenue, pipeline, forecasting, and account expansion across health plans. Prospects senior payer executives, closes multi-stakeholder deals, manages negotiations and RFPs, and develops land-and-expand strategies across lines of business. Partners with legal, finance, product, delivery, and marketing teams while representing the company at industry events. Requires proven quota achievement, payer-market expertise, executive presence, and extensive travel.

Leads regional payer sales for Risk Adjustment and Quality Solutions, owning revenue, pipeline, forecasting, account strategy, negotiations, and quota attainment. Prospects regional health plans and Medicaid organizations, closes multi-stakeholder executive deals, manages RFI/RFP responses, and expands accounts across lines of business. Partners with internal teams on pursuits, coordinates with national and payvider sales leaders, and represents the company at industry events. Requires payer-market expertise, strong executive communication, and 50–75% travel.

Leads national payer sales for Risk Adjustment and Quality Solutions, owning revenue, pipeline, expenses, account strategy, executive prospecting, complex contract negotiations, RFP responses, and industry event engagement. The role targets senior health plan executives, requires expertise in Risk Adjustment, HEDIS, Star Ratings, and Medicare Advantage, and involves 50–75% travel.

Lead a team of Strategic Account Executives selling SaaS solutions to major enterprise customers. Responsibilities include hiring, coaching, account and territory planning, pipeline reviews, forecasting, sales enablement, KPI management, revenue target attainment, and direct involvement in high-priority deals. The role partners cross-functionally with Sales Development, Sales Engineering, Product, Marketing, Customer Success, Legal, and Sales Operations to drive strategic sales execution.