Top Vice President of Sales Jobs in Chicago, IL

Leads sales growth across national health plan accounts for risk adjustment and quality solutions. Owns revenue, pipeline, expenses, account strategies, executive prospecting, complex contract negotiations, RFI/RFP responses, and industry event representation. Requires extensive payer sales experience, proven success closing enterprise deals, knowledge of risk adjustment and quality programs, strong executive communication, and willingness to travel 50–75%.

Leads the Chemical Safety sales organization and commercial strategy, owning revenue, gross profit, market expansion, pipeline management, forecasting, strategic accounts, channel partnerships, and sales talent development. Partners cross-functionally with marketing, product management, finance, operations, and customer service to drive profitable growth, improve sales execution, and expand customer and market share.

Leads Aeris’s partner sales strategy, revenue channel, co-sell motion, reseller fulfillment, strategic security alliances, enterprise deal execution, and partner-facing team. Builds a forecastable alliance channel, develops joint value propositions and field plays, collaborates with Product on integrations, and manages major SASE, security, and systems integrator relationships. The role is based in Chicago or Santa Clara and requires up to 40% international travel.

Leads the Vertical Digital Sales organization, owning revenue growth, market share, quota attainment, strategic account expansion, new business development, forecasting, and pipeline management. Develops sales strategies across multiple industry verticals, partners with Product, Marketing, Finance, and Sales Enablement, and builds executive client relationships. Hires, coaches, retains, and performance-manages sales leaders and teams while driving cross-selling, contract negotiations, go-to-market execution, and business planning.

Drive new subscription sales and expand existing Preqin accounts across a Midwest territory. Manage full sales cycle, build pipelines, deliver demos and proposals, negotiate deals, and support renewals to achieve quota and revenue growth.

Build Marty AI’s entire zero-to-one sales motion while closing middle-market deals. Source pipeline through trigger events, sell analytical business-performance software to CFOs, COOs, and senior restaurant operators, manage the full sales cycle, coordinate delivery, convert engagements to subscriptions, document the playbook, influence product direction, and eventually hire the sales team.

Leads the design and launch of a PEO program, including services, pricing, operations, sales, and account management. Drives revenue growth, customer acquisition, strategic partnerships, and expansion into executive-level group segments. Builds and develops high-performing sales and account management teams while collaborating with internal stakeholders and external partners.

Lead business development and close new Payor accounts by prospecting, qualifying, and cultivating C-level relationships. Drive proposal and contract processes, collaborate with product, operations, and finance, maintain accurate pipeline in Salesforce, provide financial projections, and secure multi-year, multi-million-dollar contracts with commercial and regional payers.

Lead new-account acquisition in the Provider market by identifying, engaging, and closing enterprise health system and provider group deals. Manage long sales cycles, build C-level relationships, drive proposals and contracting, coordinate with internal teams, maintain pipeline in Salesforce, and frequently travel to customers to achieve revenue targets and account expansion.

Leads Geotab’s North American channel sales organization, owning channel revenue, partner strategy, growth plans, profitability, and execution. Builds executive relationships with resellers, carriers, fleet-management companies, and systems integrators; negotiates commercial agreements; expands the partner ecosystem; and drives enablement and co-selling. Leads, coaches, and develops the sales team while managing hiring, performance, resources, budgets, forecasting, and AI-enabled automation to improve productivity and partner effectiveness.

Leads strategic growth and revenue expansion across assigned enterprise accounts. Develops account plans, builds executive client relationships, identifies product expansion opportunities, negotiates high-value contracts, analyzes business and market data, and coordinates cross-functional teams to deliver tailored solutions. Represents Entrata at client events and provides leadership with insights on account strategy, client needs, and risks. Requires domestic travel and advanced enterprise sales expertise with AI.

Leads sales growth across the Central territory, owning bookings, renewals, pipeline, and revenue targets. Manages and develops Sales Directors through recruiting, coaching, performance management, territory planning, and pipeline discipline. Builds relationships with school district leaders, delivers sales presentations, develops sales strategies, and collaborates with marketing, product, finance, legal, and customer success teams. Requires extensive travel throughout the Midwest and deep knowledge of the education market.

Lead and scale Netskope’s North American Solutions Engineering organization across multiple countries. The role owns pre-sales methodology, technical win rates, sales partnership, talent development, operating models, executive customer engagement, and revenue-aligned execution. The VP will partner with Product, Engineering, Marketing, and Sales to strengthen cybersecurity positioning across SASE, SSE, ZTNA, cloud, data, and AI security. They will also drive AI, automation, and data-enabled productivity improvements while developing leaders and engaging senior customer executives.

The Regional Vice President of Sales will drive growth across Nebraska by developing broker and benefits consultant partnerships, educating prospects on self-insurance solutions, and executing a regional sales plan. Responsibilities include consultative selling, presenting cost-control programs, collaborating with account management, underwriting, and marketing teams, and exceeding sales targets. The role requires extensive territory travel, strong broker relationships, CRM proficiency, and experience selling self-insurance, self-funded benefits, stop-loss insurance, or related products.

Leads global franchise sales and development for REMAX, setting the strategic sales vision, driving revenue and market-share growth, and managing a consultative sales leadership team. Responsibilities include forecasting, quota attainment, performance coaching, budget management, resource allocation, cross-functional alignment, and developing future leaders. Requires extensive consultative sales management, VP-level leadership, real estate, and franchising experience. Frequent air travel is required, and candidates must be U.S.-based.

Leads a team of 5–8 measurement sales directors, owns team quotas and budgets, develops strategic sales plans, and drives revenue growth for digital advertising measurement solutions. Builds relationships with advertisers and agencies, coaches and develops sales staff, supports client calls and events, manages performance, and reports sales results to senior leadership.

Leads enterprise sales across North America, owning new logo acquisition, account expansion, renewals, retention, territory strategy, forecasting, and complex negotiations. Builds executive relationships with fashion, retail, and manufacturing customers; develops ROI-based business cases; and orchestrates Sales Engineering, Solutions Consulting, Marketing, Revenue Operations, and Customer Success teams. Requires deep industry expertise, consultative selling skills, strategic account management experience, and proficiency with Salesforce.

Leads GumGum’s Central region sales organization across Chicago, Detroit, and Ohio. Owns regional revenue, exceeds sales targets, manages and develops 4–8 sellers, recruits talent, executes account-based strategies, strengthens brand and agency relationships, expands client investment in media solutions, drives new business, and partners with leadership and Product on growth initiatives. Requires deep digital advertising and ad-tech expertise, strong coaching ability, executive presence, and analytical business judgment.

Sell Fisher Investments wealth management solutions to high-net-worth prospects across Wisconsin and Michigan. Responsibilities include converting qualified leads, evaluating prospects’ financial situations, presenting investment offerings, conducting phone and in-person or virtual meetings, and completing ongoing training in sales, finance, capital markets, and portfolio management.

Sell Fisher Investments wealth management solutions to high-net-worth prospects across Florida. Responsibilities include converting qualified prospects into clients, evaluating financial situations, presenting investment offerings, conducting high-volume phone sales and in-person or virtual meetings, and completing ongoing training in finance, capital markets, portfolio management, and advanced sales techniques. This home-office role manages a local territory and offers commission-based earning potential.

Sell Fisher Investments wealth management solutions to high-net-worth prospects across Georgia and Alabama. Responsibilities include converting qualified prospects into clients, assessing financial situations, educating prospects on investment offerings, conducting high-volume phone sales and local in-person or virtual meetings, and completing ongoing training in finance, capital markets, portfolio management, and advanced sales techniques.

Sell Fisher Investments wealth management solutions to high-net-worth prospects across Tennessee, North Carolina, and South Carolina. Responsibilities include converting qualified leads, evaluating prospects’ financial situations, presenting investment offerings, conducting high-volume phone sales and in-person or virtual meetings, and completing ongoing training in finance, capital markets, portfolio management, and advanced sales techniques. This home-office role offers a $175,000 starting base salary before transitioning to a fully commissioned structure.

Sell Fisher Investments wealth management solutions to high-net-worth prospects across New York and New Jersey. Responsibilities include converting qualified leads, evaluating prospective clients’ financial situations, educating them on investment offerings, conducting high-volume phone activity, and meeting prospects in person or virtually. The role includes ongoing training in finance, capital markets, portfolio management, and advanced sales techniques. Compensation begins with a $175,000 base and transitions to uncapped commission.

Sell Fisher Investments wealth management solutions to high-net-worth prospects across the Mid-Atlantic region. Responsibilities include converting qualified leads into clients, assessing prospects’ financial situations, presenting investment offerings, conducting high-volume phone activity and local meetings, and completing ongoing training in sales, finance, capital markets, and portfolio management. The role is home-office based with territory travel and offers commission-first compensation with uncapped earning potential.

Sell Fisher Investments wealth management solutions to high-net-worth prospects across Arizona. Responsibilities include converting qualified prospects to clients, evaluating financial situations, presenting investment offerings, conducting high-volume phone sales and in-person or virtual meetings, and completing ongoing training in finance, capital markets, portfolio management, and sales techniques.