Top Vice President of Sales Jobs in Chicago, IL

Lead enterprise go-to-market and sales for digital transformation initiatives, build pipeline with Adobe and Infosys partners, close complex multi-solution deals, drive revenue and forecasting, optimize sales process, and mentor the sales team to expand strategic partnerships and improve CRM-driven pipeline health.

Lead Mid-Enterprise Healthcare sales for a U.S. region, managing Regional Sales Directors and Account Executives to drive bookings, ARR, pipeline, and forecasts. Execute MEDDPICC-driven territory plans, build executive-level healthcare relationships, partner cross-functionally, recruit and develop sales talent, oversee negotiations and Salesforce pipeline hygiene, and travel extensively to increase market penetration and customer acquisition.

Lead enterprise sales for healthcare revenue cycle management and AI-enabled managed services in the Mid-Atlantic. Drive new logo acquisition, manage complex long-cycle pursuits, own pipeline and forecasting in Salesforce, build C-suite relationships, support pricing/contracting, and meet/exceed quota with 40-60% travel.

Lead and scale a mid-market full-cycle sales organization: hire, coach, and manage AEs to hit quota; own pipeline, forecasting, and revenue predictability; serve as executive sponsor on strategic deals; build enablement, onboarding, comp plans, and cross-functional feedback loops to product, engineering, and marketing.

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.

Leads a quota-carrying sales organization responsible for revenue growth, new business, account expansion, forecasting, pipeline execution, and strategic planning. Develops sales talent, establishes performance standards, coaches complex enterprise selling, and builds executive relationships with clients. Partners with product, consulting, customer success, and commercial teams to shape solutions, pricing, negotiations, and growth strategies for data, analytics, and insights offerings.

Lead end-to-end sales for Level's most strategic, complex marketing services opportunities. Close six- and seven-figure deals, run discovery, build customized solutions, lead RFPs and negotiations, oversee inbound/SDR functions, shape outbound strategy, improve sales infrastructure, forecast pipeline, and partner with the CRO to drive revenue and referrals.

The role focuses on driving revenue growth by selling BMO's digital payments platform and requires client engagement, collaboration with teams, and analysis of sales performance.

The Regional Vice President of Sales will manage and mentor a team of Enterprise Sales Directors, drive new business, shape go-to-market strategy, build executive relationships, and ensure revenue growth.

The Enterprise Sales VP will expand sales with large clients, build relationships, manage sales cycles, and support broker partnerships to drive healthcare benefits innovation.

Lead acquisition and growth of publisher and advertiser partnerships for Zeta Actions. Develop sales strategy, negotiate commercial agreements, manage executive relationships, and optimize campaign performance with cross-functional teams to maximize revenue and partner lifetime value.

Lead payer sales strategy and a small team across the Western U.S., build enterprise payer relationships, drive revenue growth, ensure regulatory compliance, leverage data and sales tools, represent the company at industry events, and travel ~30% of the time.

The Regional Vice President oversees business development and client relations in a region, executing sales strategies and collaborating with various teams to achieve growth targets.

The Vice President, Sales - Commercial leads sales strategy and execution, driving revenue growth by managing a high-performing sales team while building customer partnerships and aligning with cross-functional teams.

Lead strategy and execution for enterprise and mid-market GTM across multi-unit restaurant brands. Drive C-suite engagements, modernize sales motions, scale AI-powered forecasting, partner with Product/Engineering, and represent Toast in industry forums to win large, complex contracts.

Lead and scale a strategic sales channel for an LTL logistics company, building high-performance sales teams, aligning commercial strategy with operations, driving growth through CRM and Power BI analytics, and executing aggressive performance and travel-heavy sales plans.

Lead and coach a team of Enterprise Sales Directors, develop strategies for revenue growth, and manage customer relationships within high-growth SaaS and AI sectors.

Lead zerohash’s global sales strategy and revenue across Trade and Payments. Build and manage a high-performing enterprise sales organization, drive complex contract negotiations, develop strategic partnerships, and expand relationships with financial institutions, fintechs, brokerages, and payment processors. Own forecasting, pipeline management, sales processes, KPIs, and quota attainment while collaborating cross-functionally with Product, Engineering, Marketing, Legal, and Operations. Represent the company as a digital asset and fintech thought leader and mentor the sales team.

Lead direct enterprise sales into national labor health & welfare funds (Taft-Hartley and public‑sector union funds). Manage full sales cycle, build trustee and fund office relationships, influence joint labor‑management boards, develop sales processes and KPIs, represent Garner at industry events, and translate complex healthcare data into actionable value propositions to win new fund business.

Sell Garner's healthcare solutions to public-sector clients across a named national book (10k–100k lives). Own full sales cycles and long RFP-driven pursuits, manage pipeline and quotas, cultivate relationships with public-sector benefits consultants and directors, and translate complex data into actionable insights to influence buying decisions.

Enterprise new-logo hunter selling F&A BPO, transformation, and analytics to CFOs, Controllers, VPs and CPOs. Own full sales cycle: build pipeline, shape transformation narratives, close $3M+ ACV multi-year deals, negotiate contracts, and transition to delivery. Represent EXL at finance forums and develop advisor/consultant relationships. Remote US role with travel up to 40%.

The Senior Vice President of Sales will drive enterprise sales growth, lead a high-performance sales organization, expand market presence, manage complex deals, and collaborate with executive leadership to achieve sales targets in healthcare payer technology.

Own franchise sales across the Southeast territory, from prospect generation and relationship development through negotiation and conversion. Build and manage a sales pipeline, meet annual quotas, present the Corcoran brand value proposition, guide prospects through the application process, and collaborate with shared services, sales enablement, and growth teams. The role requires CRM proficiency, business judgment, persuasive presentations, and approximately 50–75% travel.

Own franchise sales across the Southeast territory, managing prospect generation, pipeline development, relationship building, negotiations, due diligence, and deal conversion. Achieve individual, team, and brand growth goals through consultative selling and multiple sales strategies. Collaborate with brand leadership, shared services, sales enablement, and growth teams while guiding prospects through the franchise application process. The role requires presentations, CRM usage, financial statement interpretation, and 50–75% travel.

Drive net-new enterprise publisher revenue across Comscore 250 accounts as an individual contributor. Own prospecting, pipeline generation, yield audits, technical solution selling, negotiations, and deal execution. Advise executive publisher stakeholders on programmatic technologies, ad-stack optimization, and revenue opportunities. Collaborate with Solutions Engineering, Sales Operations, Product, and Account Management while maintaining accurate CRM forecasts and representing Freestar at industry events.