Top Remote Director of Sales Jobs in Chicago, IL

Leads Abnormal AI’s Enterprise West SLED sales team, owning regional strategy, quota attainment, hiring, coaching, pipeline generation, forecasting, partner development, executive relationships, customer retention, and complex public-sector deal execution. The role focuses on expanding new business and existing accounts across state, local, and education agencies while building a high-performing sales organization and supporting security platform growth.

Drive revenue growth in the CPG vertical by managing full sales cycle from prospecting to close. Develop account strategies, build multi-level client relationships, manage pipeline and forecasting, negotiate contracts and renewals, and demonstrate product ROI. Collaborate with internal teams to refine sales materials and strategy. Meet or exceed quota through strategic hunting and effective communication with senior executives.

Leads strategic enterprise sales across assigned verticals and the South Central U.S. territory. Owns territory planning, pipeline generation, executive stakeholder engagement, complex six- and seven-figure sales cycles, partner-assisted selling, forecasting, and contract execution. Works with Solutions Engineering, Marketing, Product, Partnerships, and Customer Success to support identity verification and passwordless authentication opportunities. Requires extensive enterprise software sales experience, C-suite presence, and familiarity with security, procurement, legal, and compliance buying processes.

Leads regional launch execution and commercial performance for a specialty pharmaceutical product across Georgia, Tennessee, and North Carolina. Recruits, coaches, and develops 8–12 territory managers; builds healthcare provider and strategic account relationships; translates national strategy into regional plans; monitors market dynamics and competitive intelligence; partners cross-functionally with Market Access, Marketing, Medical Affairs, Training, Operations, and HR; and ensures compliance, forecasting, CRM discipline, and budget management.

Leads sales and revenue operations through strategic planning, forecasting, analytics, process optimization, CRM governance, customer retention support, and cross-functional program leadership. Develops executive dashboards, improves data quality, manages business requirements, and drives operational efficiency across Sales, Customer Success, Finance, Marketing, Legal, and Technology. Presents recommendations to senior leadership and supports recurring-revenue growth initiatives.

Drive net-new enterprise sales for Responsiv’s regulatory change management platform, targeting financial institutions and other regulated industries. Build executive relationships, develop pipelines, manage complex multi-threaded sales cycles, lead RFPs and proofs of concept, and close transactions exceeding $100,000 annually. The role requires deep financial-services networks, strong compliance expertise, consultative selling, competitive positioning, and consistent achievement of sales and ARR targets.

Drive new client acquisition in zero-base accounts, consistently generate and qualify pipeline, close high-value B2B enterprise SaaS deals, prospect and cold-call, run demos, collaborate cross-functionally, and act as a trusted advisor to grow and retain accounts.

Develops and manages regional sales opportunities for industrial gas turbine parts, repairs, field services, long-term agreements, and engineered solutions in the oil and gas petrochemical market. Builds customer relationships, achieves sales and margin targets, negotiates contracts, supports commercial strategy, maintains CRM data, represents the company at industry events, and coordinates with engineering, manufacturing, legal, and other business units. Requires extensive industrial gas turbine and petrochemical sales experience with up to 50% travel.

Leads regional sales of OEM-compatible industrial gas turbine products, long-term service agreements, maintenance, and parts. Develops customer relationships, negotiates contracts, represents the company at industry events, analyzes market intelligence, maintains CRM data, supports commercial strategy, and coordinates with engineering and manufacturing. Requires extensive industrial gas turbine experience, aftermarket sales leadership, strong communication skills, and up to 50% travel.

Own new-business sales to win employer and TPA customers: prospecting, outbound outreach, discovery, product education, end-to-end deal management, proposal/contracting, market feedback, and travel (20-50%).

The Global Sales Director will drive sales strategies, mentor a sales team, build client relationships, and achieve sales targets while working in a flexible remote environment.

Supports the global sales organization through pricing, proposal development, value analysis, contract structuring, and go-to-market strategy. Partners with sales, finance, legal, delivery, and operations teams to develop pricing models, quantify customer value, structure deals, translate proposals into contracts, and support negotiations. Builds client relationships, conducts market analysis, and creates compelling financial and value narratives for software and services opportunities.

Lead national new business growth for enterprise employer segments at Omada Health, focusing on achieving revenue goals and strategic alignment across departments.

Supports Revenue Operations by administering and optimizing Salesforce Nonprofit Cloud, maintaining data quality, creating reports and dashboards, analyzing pipeline and partnership trends, coordinating CRM and process training, developing documentation, and assisting with business process improvements across national and site teams.

Lead and coach an enterprise sales team while personally driving complex six- and seven-figure deals. Own forecasting, pipeline management, deal strategy, executive relationships, pricing, and escalations. Build and scale Bland’s go-to-market function through sales processes, playbooks, hiring, and team structure. Partner with Marketing, RevOps, Product, and company founders while promoting AI-enabled sales workflows.

Lead and grow Regions, Canada & Startups sales vertical as a player-coach. Own ARR quota, forecast accuracy, and pipeline; hire, train, and manage up to 11 AEs across US and Canada; drive Google Cloud co-sell motions and executive alignment; build Canada and Startups go-to-market from scratch; define regional org structure, comp, and quota planning.

Own new business development for Clocktower’s Strategy, Research & Advisory offering, targeting senior institutional investors including hedge funds, allocators, pensions, and family offices. Manage client coverage, onboarding, renewals, upgrades, events, and fundraising support. The role requires selling research, advisory, or investment products, maintaining a strong institutional network, communicating market and macro insights, closing business, and traveling regularly to clients and company events.

Lead channel sales strategy across the United States and EMEA by recruiting, onboarding, and scaling reseller, integrator, VAR, and consulting partners. Develop go-to-market plans, partner programs, revenue targets, agreements, enablement, incentives, and pipeline forecasting. Manage executive partner relationships, quarterly business reviews, and geographically dispersed ecosystems while collaborating with internal teams to drive indirect revenue growth.

Own the full enterprise sales cycle for Numerator’s alternative data solutions among institutional investors, including prospecting, trials, scoping, negotiation, closing, renewals, and expansion. Build relationships with investment and data teams, communicate data-driven ROI, develop tailored sales strategies, and collaborate with Sales, Consulting, Product, Data, and Marketing. The role also contributes to Financial Services go-to-market strategy and may eventually build and lead a dedicated sales team.

Drive revenue growth by acquiring and managing credit union relationships across a designated territory. Responsibilities include prospecting, closing B2B financial deals, growing existing accounts, meeting sales targets, presenting lending solutions, developing go-to-market strategies, supporting product launches, managing customer engagement, and optimizing credit union programs. The role requires approximately 25% travel for partner meetings, conferences, and events.

Lead the sales operations function and team, driving forecasting, pipeline management, KPI reporting, territory design, quota setting, and revenue planning. Partner with sales leadership and cross-functional teams to improve sales performance, process efficiency, data quality, and GTM alignment. Own operating rhythms, Salesforce workflows, sales technology adoption, automation, and the annual sales operations roadmap while delivering actionable insights and scalable operational improvements.

Leads a team of Account Executives selling analytics solutions to nonprofit organizations. Responsibilities include hiring, coaching, developing sales talent, creating pipeline and revenue programs, forecasting results, driving quota attainment, partnering with marketing and cross-functional teams, improving sales processes, and engaging executive stakeholders.

Leads Potomac’s External Sales team by managing KPIs, territories, pipelines, advisor engagement, and revenue performance. Coaches external sales professionals through field travel, prospecting, opportunity management, and sales execution. Oversees CRM standards, reporting, territory rotations, onboarding, and performance accountability while partnering with marketing, revenue operations, portfolio management, compliance, and other teams to drive growth.

Leads regional insurance sales growth through territory expansion, broker and employer-group development, direct sales, and revenue accountability. Recruits and coaches distributed sales leaders and brokers, manages regional accounts, ensures licensing and regulatory compliance, and uses CRM and market analytics to track pipelines, forecast performance, allocate territories, and identify opportunities. The role requires significant regional travel while operating remotely.

Owns revenue, renewals, supplier participation, and growth for Circana’s multi-million-dollar Best Buy Retail Gateway portfolio. Builds and scales the go-to-market model, leads complex consultative sales cycles, develops senior client relationships, and translates retail, shopper, loyalty, and market data into actionable recommendations. The role mobilizes cross-functional teams, configures Circana platforms, applies AI to improve commercial impact, and coaches client insights and commercial partners.