Top Remote Sales Leader Jobs in Chicago, IL

Lead North America enterprise sales for the manufacturing sector, driving net-new logo acquisition, ARR growth, and complex seven-figure SaaS deals. Manage and coach 4–6 sales leaders and 20+ account executives, guide strategic sales cycles, engage C-level buyers, oversee forecasting and pipeline execution, and develop manufacturing-specific go-to-market strategies. Collaborate with solution engineering, product management, and marketing to expand market penetration and deliver measurable customer value.

Lead North American enterprise sales for Qualtrics’ Technology and Telecommunications vertical. Manage and coach 4–6 sales leaders and 20+ account executives, drive net-new logo acquisition, oversee complex seven-figure SaaS deals, develop vertical go-to-market strategies, engage C-level stakeholders, manage pipelines and forecasts, and collaborate with Product, Marketing, and Solutions Engineering to accelerate revenue growth.

Leads and coaches enterprise sales leaders and account executives serving the Services sector. Drives net-new logo acquisition, ARR growth, pipeline generation, forecasting, executive engagement, and complex multi-year enterprise SaaS deals. Develops vertical go-to-market strategies, sponsors strategic opportunities, and collaborates with solution engineering, product management, and marketing teams to expand market penetration and revenue.

Lead and coach federal enterprise sales teams, drive net-new agency acquisition and contract expansion, and grow ARR across civilian, DoD, and intelligence agencies. Develop go-to-market strategies, manage complex multi-year software procurements, engage senior government executives, oversee pipeline and forecasting, and coordinate with solution engineering, marketing, and system integrator partners. The role requires extensive federal SaaS sales leadership, procurement expertise, and knowledge of FedRAMP and government contract vehicles.

Lead North American enterprise sales for the Travel and Hospitality vertical. Drive net-new logo acquisition, ARR growth, go-to-market strategy, complex seven-figure SaaS deal closures, pipeline execution, and executive engagement. Coach 4–6 sales leaders and 20+ account executives while partnering with Solutions Engineering, Product Management, and Marketing to deliver tailored vertical strategies and exceed multimillion-dollar quotas.

The Channel Leader drives Zerigo Health's channel strategy through partner relationships, facilitating sales, managing account health, and ensuring growth.

Leads agency sales growth by sourcing and affiliating independent agents, coaching agents and coordinators, providing field and administrative support, conducting training and meetings, supporting compliance, and achieving production and affiliation goals. Builds local networks, develops talent into leadership roles, supports sales processes and tools, and maintains strong service for current policyholders.

Leads managers of solution sales and solution engineering teams supporting enterprise Cloud and AI customers. Responsibilities include recruiting and developing talent, driving complex technical sales opportunities, coaching executive engagements, improving pipeline conversion and forecasting, aligning resources, and executing sales strategies across Azure, AI, data, analytics, application platforms, and infrastructure.

Lead and scale an enterprise SaaS sales organization: manage pipelines, forecasts, hiring, training, and performance of Account Executives; drive net-new acquisition and expansion in a manufacturing-focused territory; build repeatable sales processes, track growth metrics, and collaborate with Sales Leadership to meet revenue targets.

Lead the creation and scaling of the U.S. enterprise sales organization for a Salesforce DevOps and data management platform. Build the sales process, personally drive prospecting and high-value deal closure, establish forecasting and KPIs, coach an initial team of 8–10 representatives, and scale it to 40+ remote representatives. Hire and develop sales managers while building a high-performance, accountable remote culture.

Leads private-sector growth across environmental and water engineering markets by developing strategic growth, sales, pursuit, and client plans. Drives revenue and profit growth, market analysis, partnerships, key pursuits, client relationships, team performance, resource allocation, and succession planning. Coaches growth and client service teams, oversees performance and operations, and aligns business-unit strategies with company objectives.

Leads Nokia’s regional Mobile Infrastructure growth across specialist sales and pre-sales for RAN, Core, and applications. Drives sales campaigns, top-deal execution, executive engagement, customer partnerships, innovation initiatives, escalation governance, and cross-functional alignment across Product, Sales, and Services. Owns regional MI commercial outcomes, including orders, revenue, pipeline, forecast accuracy, margin improvement, recurring revenue, alliance growth, and customer satisfaction.

Drive commercial growth and market leadership for Sikich’s insurance vertical. Develop insurance-specific growth strategies, expand pipelines, lead consultative solution selling, shape executive-level pursuits, and cross-sell Salesforce, Microsoft, data and AI, cybersecurity, risk management, and managed services. Build relationships with insurance executives, provide industry thought leadership, guide go-to-market campaigns, monitor market trends, and develop an integrated insurance playbook across Sikich practices.

Leads enterprise sales across the Western United States, driving revenue growth, customer expansion, new business development, forecasting, and quota achievement. Manages, hires, trains, and motivates Account Executives; develops regional sales strategies, campaigns, channel partnerships, and upsell programs. Supports complex customer engagements, communicates technical and business value, provides market feedback, and influences product positioning. Requires cybersecurity vendor experience, executive-level relationship skills, and at least 50% travel.

Leads commercial performance for GE HealthCare’s US and Canada SEI and Intelerad businesses. Owns revenue, growth, retention, forecasting, pipeline, pricing, strategic accounts, cross-selling, and acquisition integration. Drives transformation toward cloud, SaaS, subscription, and platform-based selling while building a unified customer experience and high-performing commercial organization. Partners cross-functionally on product strategy, pricing, contracting, services, customer success, and profitable growth, while developing executive healthcare relationships and strengthening commercial operating rigor.

Leads outside sales and business development across Southern California, growing accounts and market share for hygienic fluid handling equipment and services. Prospects food, dairy, beverage, pharmaceutical, OEM, and fabrication customers; promotes pumps, valves, heat exchangers, instrumentation, tank cleaning, parts, and repair services. Builds customer and internal relationships, follows up on leads, supports sales strategy, identifies market opportunities, and provides regional business intelligence. Frequent customer travel, including overnight, weekend, and holiday travel, is required.

Leads business development for EHS and industrial hygiene consulting services, including strategic growth planning, client acquisition, key account management, contract negotiation, proposal development, and revenue targets. Builds trusted-advisor relationships, ensures client satisfaction and delivery quality, represents the company at industry events, mentors team members, reviews technical deliverables, and supports project execution and organizational leadership.

Lead business development across ASEAN by analyzing PCB value chains, market trends, technologies, and competitive dynamics. Build strategic partnerships, expand the customer base, identify opportunities and risks, and collaborate cross-functionally on growth strategies. The role requires technical understanding of electronics-related industries, independent judgment, customer engagement, and guidance of team members. Frequent travel to OEM and customer sites across Asia is expected.

Lead and scale the West Coast enterprise sales motion: coach AEs, drive complex deal strategy and execution, run pipeline and forecast reviews, hire and grow the team, and collaborate cross-functionally to refine messaging and remove sales friction.

Leads the Solutions Architecture function across direct sales, cloud, partner, and solution-provider channels. Hires, coaches, and develops SAs; owns technical coverage, deal velocity, PoC win rates, technical qualification, escalations, playbooks, and pre-sale to post-sale handoffs. Partners with Sales, Partnerships, Engineering, Product, TAM, and Customer Engineering while contributing to strategic evaluations and team-wide ARR bookings.

As a Mid-Market Sales Leader, you will build and lead a sales team to drive revenue, coach account executives, and enhance sales methodologies while collaborating across functions.

Lead and grow a high-performing software sales team for Splunk/Cisco in the SLED public sector. Deliver and forecast revenue, direct sales activities, build pipeline, coach reps on value-based selling, and negotiate deals to achieve quarterly and annual targets.

This role involves leading sales and business development strategies, managing high-performing teams, and cultivating customer relationships for sustainable growth.

The Sales Leader for Life Insurance is responsible for acquiring new customers, developing executive relationships, and driving sales of technology services to Life Insurance companies, focusing on AI and cloud solutions.

Oversee regional franchise sales, coach teams, implement strategic plans for revenue growth, and analyze performance metrics to improve operations.