Top Vice President of Sales Jobs in Chicago, IL

Lead development and expansion of payments business for Diversified Industries clients by selling integrated payments solutions, building pipeline, managing proposals and cross-functional delivery, and collaborating with product, coverage, and operations teams to retain and grow client relationships.

Leads international growth and sales strategy across regions, including market entry, vertical expansion, acquisitions, partnerships, commercialization, and post-acquisition integration. Builds business cases, go-to-market plans, operating models, performance targets, and P&L-aligned forecasts. Uses customer, competitive, financial, regulatory, and macroeconomic insights to guide investment decisions. Advises senior stakeholders, facilitates strategic planning, and coordinates cross-functional execution across Product, Finance, Marketing, Customer Success, and regional leadership teams.

Leads a team of Strategic Account Executives across the Eastern region, driving enterprise sales performance, account planning, pipeline management, forecasting, revenue attainment, hiring, coaching, and enablement. Partners with cross-functional teams and directly supports high-priority prospects and strategic deal execution. Builds a high-performance sales culture and ensures consistent use of CRM tools, sales processes, and best practices.

Lead and scale Strategic and Enterprise sales for large accounts: own GTM, pipeline, bookings, and deal execution; coach and recruit AEs/managers; enforce MEDDPICC and Mutual Action Plan rigor; partner with RevOps, CS, Marketing, and Product; represent segment to CRO and execs.

Lead national sales growth for a healthcare provider delivering physiatry and rehabilitation services to skilled nursing facilities. The role develops sales strategy, builds corporate SNF relationships, negotiates and closes partnerships, supports facility-level opportunities, forecasts pipeline, and recruits and manages a growing sales team. Responsibilities include coordinating client onboarding with operational and clinical teams, representing the company at industry events, and traveling frequently across multiple states.

Leads a team of Strategic Account Executives selling SaaS solutions to Fortune 500 and other enterprise customers. Responsibilities include hiring, coaching, account and territory planning, pipeline management, forecasting, revenue attainment, sales enablement, CRM adoption, 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.

Lead enterprise sales strategy and growth across North America and Latin America. Build and transform high-performing sales teams, develop go-to-market and pricing strategies, expand customer and partner relationships, manage revenue and P&L performance, and use pipeline analytics to guide forecasting and long-term planning. The role requires executive-level selling, cross-functional collaboration, talent development, and leadership across a geographically distributed organization.

Lead enterprise sales across Account Directors and Account Executives, owning a $15M–$20M quota. Responsibilities include recruiting and coaching teams, generating pipeline, managing forecasts and territories, closing complex six- and seven-figure deals, negotiating pricing and contracts, engaging C-level stakeholders, and scaling predictable sales processes using MEDDIC and value-based selling methodologies.

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.

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.

Drive growth across Vida’s payer segments by securing partnerships with health plans and PBMs, particularly Medicare Advantage organizations. Build and manage the business development pipeline, lead RFPs, develop customized proposals, engage executive stakeholders, and close complex healthcare deals. The role also contributes to payer strategy, value-based reimbursement initiatives, market positioning, and product development while collaborating with sales, clinical, product, and account management teams.

Lead enterprise sales managers and teams serving the US state and local public sector. Drive quota attainment, customer acquisition, market expansion, sales-process improvements, forecasting, and high-growth strategy. Coach and develop sales leaders and representatives while building relationships with Fortune 1000 customers and managing complex technology sales cycles.

Leads Garner’s provider sales growth by developing distribution models, closing strategic partnerships with healthcare providers, expanding brand presence, refining provider strategy, and achieving annual revenue goals. The role requires managed care or provider organization experience, expertise in value-based care and healthcare economics, strategic account planning, executive partnership, and regional travel across East Coast and Central clients.

Leads Bevi’s indirect sales strategy, national partnerships, territory sales, and international channel expansion. Owns partner growth, executive relationships, negotiations, forecasting, operating plans, pipeline management, and team development. Builds scalable sales playbooks, manages revenue and budgets, establishes performance systems, and collaborates with Sales Operations, Finance, People, Product, Operations, and Marketing to deliver predictable partner revenue and machine bookings.

Lead and develop a Midwest sales team, drive new business and strategic account growth, forecast and manage revenue performance, maintain accurate Salesforce pipelines, build senior client relationships, and contribute to go-to-market strategy. The role is a player-coach position requiring strong AdTech expertise, agency and brand relationships, consultative selling, and approximately 15% travel. The position is based in Chicago within a remote-first environment.

Leads Mastercard Commerce Media advertiser sales across North America, owning revenue targets, pipeline development, advertiser acquisition, account expansion, sales strategy, forecasting, and executive relationships with brands and agencies. Builds and coaches a high-performing sales team, establishes operating processes, and partners cross-functionally with Product, Marketing, RevOps, Legal, Finance, and account teams to commercialize measurable commerce media solutions.

Leads US sales strategy and revenue growth for Omni consumer panel and analytics solutions. Manages, coaches, and develops quota-carrying sellers; owns revenue targets, forecasting, pipeline generation, complex negotiations, and go-to-market execution. Engages senior client stakeholders, supports consultative solution development, and partners with product, consulting, client success, HR, and account development teams. Focuses primarily on FMCG and retail enterprise clients.

Originate and close corporate travel management opportunities for middle-market and large corporate clients. Lead complex sales cycles, develop executive relationships, build pipeline, negotiate solutions, and coordinate implementation handoffs. Partner with banking, product, operations, and servicing teams to deliver integrated solutions and strong client outcomes. Manage forecasting, analyze market trends, represent the business at industry events, and identify growth opportunities.

Leads the commercial strategy and execution for Curinos’ platform sales motion. Personally drives complex, high-value sales opportunities while building and managing a specialized sales team. Establishes sales frameworks, qualification standards, value narratives, pursuit processes, and enablement programs. Partners with Client Managers, Product, Marketing, and Advisory teams to align go-to-market strategy, pricing, packaging, and roadmap feedback. Builds executive-level market relationships, develops pipeline and revenue growth, and positions the platform for financial institutions.

Leads quota-carrying enterprise sales across supply-chain consulting, technology transformation, and implementation services. Owns complex opportunities from prospecting through close, builds executive relationships, develops strategic accounts, manages forecasting and pipeline discipline, and partners with technical and consulting teams on solutions. The role also helps establish sales methodology, processes, coaching, and organizational growth.

Leads OmniCable’s National Accounts organization and independent representative agency network, driving profitable growth through strategic account development, executive customer engagement, channel expansion, and national sales execution. Responsibilities include recruiting and developing teams, managing strategic customer relationships, overseeing agency performance, expanding into industrial and MRO channels, monitoring KPIs, managing budgets, and commercializing new suppliers and products. The role requires frequent travel and cross-functional collaboration with regional sales, suppliers, marketing, operations, finance, and product development.

Leads Medaxis’ U.S. commercial organization, owning national sales performance, profitability, forecasting, channel strategy, and organizational development. Builds direct sales capabilities and partnerships with DMEs, distributors, IDNs, GPOs, and other strategic partners across acute and non-acute markets. Develops commercial playbooks, improves pricing and contracting, strengthens pipeline discipline, recruits and coaches sales talent, and collaborates with executive leadership to accelerate NPWT and HydroPrep growth.

Leads net-new enterprise sales for outsourcing, managed services, document management, transaction processing, and technology-enabled business solutions. Develops executive relationships, creates and closes complex multi-year opportunities exceeding $10 million, manages long sales cycles, leads cross-functional pursuit teams, and drives pipeline, forecasting, negotiations, and revenue growth across financial services, insurance, and regulated industries.

Lead Prophetic’s revenue strategy and new-business growth across enterprise and mid-market segments. Personally drive strategic enterprise deals while designing a scalable, segmented sales organization, hiring plan, forecasting discipline, and CRM operating cadence. Coach Account Executives, partner with Product and Marketing on go-to-market strategy, and represent the company with major homebuilders and real estate organizations. The role reports to the CEO and requires extensive travel.

Lead ClickView’s US sales growth, revenue performance, pipeline, forecasting, strategic bids, and customer acquisition strategy. Build and coach a high-performing sales team while personally managing key opportunities and relationships with education stakeholders. Partner with Marketing and Customer Success to improve lead generation, retention, expansion, and customer outcomes. Own go-to-market execution, CRM discipline, deal strategy, pricing, contract negotiation, and revenue targets across the United States.