Top Remote Enterprise Account Executive Jobs in Chicago, IL

Owns strategic enterprise SaaS sales to financial institutions, including banks, insurers, wealth managers, and fintech companies. The role requires managing complex sales cycles, exceeding revenue quotas, building executive relationships, developing ROI-driven business cases, navigating procurement and regulatory requirements, and coordinating internal teams through contract close. Candidates need substantial enterprise SaaS sales experience, financial services expertise, MEDDPICC/MEDDIC proficiency, Salesforce.com experience, and willingness to travel up to 50%.

Owns enterprise SaaS sales across financial services accounts in the New York/Northeast territory. Responsibilities include exceeding revenue quotas, developing executive relationships, leading complex solution sales, navigating regulated procurement and contract negotiations, building ROI cases, maintaining competitive insight, and coordinating internal teams through enterprise sales cycles. Requires deep financial services knowledge, MEDDPICC/MEDDIC expertise, Salesforce proficiency, and up to 50% travel.

Sell the Qualtrics Experience Management platform to large enterprise Financial Services accounts. Drive strategic, complex deals, exceed quotas, build executive relationships, develop business cases, negotiate contracts, and collaborate with internal services to secure multi-million dollar engagements.

Owns enterprise sales strategy and quota for the Southeast region, focusing on new-logo acquisition and revenue growth. Builds relationships with C-level, IT, and business stakeholders; consults on Boomi’s data integration platform; develops transformational account strategies; partners with channel owners, BDRs, GSIs, and SIs; negotiates and closes large technology deals; and supports local field events.

Drive new business and expansion within Global 2000 Life Sciences accounts. Build executive relationships, sell complex Qualtrics SaaS solutions, lead multi-year enterprise negotiations, maintain pipeline and forecast rigor using MEDDIC, and coordinate cross-functional teams. The role requires exceeding sales quotas, acquiring strategic clients, influencing product direction through customer feedback, and navigating procurement, legal, and security stakeholders.

Sell connectivity, data solutions, and AI-powered risk digitization software to insurance carriers and MGA clients across Canada. Responsibilities include developing strategic account plans, acquiring new logos, expanding existing accounts, managing executive relationships, negotiating renewals, forecasting sales, gathering market feedback, and meeting or exceeding quotas. The role uses a consultative solution-selling methodology and involves virtual, telephone, onsite, and industry-event engagements.

Own strategic enterprise deals within TMT, consistently achieve quotas, build C-level relationships, develop solution knowledge and competitive proposals, and coordinate internal teams to close large contracts.

Owns strategic enterprise SaaS sales across professional and business services organizations. Responsibilities include managing complex enterprise deals, exceeding revenue quotas, developing C-level and partner relationships, creating ROI-driven business cases, negotiating multi-stakeholder contracts, maintaining competitive intelligence, and collaborating with solutions engineering, professional services, and customer success teams. Requires extensive enterprise sales experience, MEDDPICC/MEDDIC expertise, Salesforce proficiency, and travel up to 50%.

Owns strategic enterprise sales to large manufacturing organizations, including automotive, aerospace, industrial equipment, CPG, and high-tech companies. Responsibilities include exceeding revenue quotas, building C-level relationships, navigating complex procurement and contract negotiations, developing ROI cases, managing competitive proposals, and coordinating internal teams through enterprise SaaS sales cycles. Requires manufacturing industry expertise, MEDDPICC/MEDDIC proficiency, Salesforce expertise, and travel up to 50%.

Own the full enterprise sales cycle for Vibes Connect and RCS Studio, from prospecting and discovery through closing six-figure deals. Generate outbound pipeline, manage forecasts, conduct solution demonstrations, translate technical API and messaging capabilities into business value, and build relationships with enterprise brands. Track performance in HubSpot, collaborate with stakeholders, and consistently exceed sales targets in a remote, fast-paced environment.

Drive net-new enterprise revenue across the West by prospecting, developing relationships, managing the full sales cycle, and closing large technology deals. Formulate regional sales strategies, carry quota, consult with C-level and technical stakeholders, sell Boomi’s platform, collaborate with channel and BDR teams, develop account strategies, and support local field events.

Own strategic enterprise SaaS accounts from relationship-building through close and rollout. Build C-suite relationships, identify buying windows, maintain accurate forecasts, develop financially grounded business cases, structure conversion-focused pilots, and coordinate internal teams. The role requires long-horizon account development, complex multi-stakeholder selling, executive presence, and experience reopening previously lost accounts. Experience in logistics, supply chain, delivery technology, retail, or last-mile operations is advantageous.

Own the full enterprise sales cycle for Block’s commerce and payments portfolio, from prospecting and account strategy through negotiation, launch, and expansion. Build executive relationships, develop commercial strategies, negotiate complex agreements, coordinate cross-functional teams, and deliver revenue targets. The role requires strong enterprise selling, strategic thinking, financial analysis, deal management, and familiarity with payments, fintech, or digital commerce.

Own the full enterprise sales cycle for Block’s commerce and payments portfolio, from prospecting and account strategy through negotiation, launch, and expansion. Build executive relationships with global brands, develop commercial strategies, negotiate complex agreements, coordinate cross-functional teams, and deliver revenue targets. The role requires expertise in enterprise selling, payments or digital commerce, financial analysis, pipeline management, and strategic partnership development.

Own a geographic territory focused on acquiring and expanding health system accounts. Build pipeline, manage complex enterprise sales cycles, engage C-level and clinical stakeholders, negotiate and close deals, maintain accurate forecasts, and identify expansion opportunities. Use Salesforce, Gong, and 6sense to prioritize accounts and improve sales execution. Represent the company at industry events and collaborate with enablement, product, and leadership teams.

Enterprise Account Executive responsible for generating new business, managing complex consultative sales, developing customer and partner relationships, achieving sales quotas, forecasting pipeline, and expanding strategic accounts. The role requires cybersecurity industry expertise, strong discovery and presentation skills, business acumen, prospecting ability, and collaboration with solution architects, product, marketing, support, and customer success teams.

Lead enterprise sales for Komodor’s agentic operations platform, prospecting and closing new business with F1000 organizations. Build and manage an enterprise pipeline, exceed bookings targets, develop customer relationships, and communicate the value of complex infrastructure SaaS solutions to SRE, DevOps, and platform engineering teams. Collaborate with Sales Engineering, Customer Success, Solutions Architects, Product, and Marketing while helping define and scale the company’s early enterprise sales motion.

Enterprise Account Executive responsible for selling SailPoint identity security solutions, exceeding revenue quotas, developing territory and account plans, managing the full sales cycle, forecasting accurately, and coordinating virtual teams of partners, presales, marketing, professional services, and customer success. The role requires competitive positioning against Microsoft, Okta, and Saviynt, customer and partner engagement, pipeline development, demonstrations, RFP responses, negotiations, and approximately 50% business travel.

The Enterprise Account Executive focuses on selling Apromore's AI-driven process intelligence solutions to enterprise clients, driving sales cycles and fostering client relationships.

The Enterprise Account Executive develops new and existing customer relationships, builds sales pipelines, exceeds revenue and profit targets, and delivers tailored IT solutions. Responsibilities include prospecting, consultative selling, negotiation, account management, pricing proposals, partner collaboration, competitive positioning, customer meetings, and participation in industry events. The role requires residing in the Chicago area, spending at least 50% of time meeting customers, and traveling within the territory and to business events.

Own an enterprise territory and manage the full sales cycle for complex SaaS/PaaS infrastructure solutions. Responsibilities include prospecting, discovery, negotiation, closing, territory planning, multi-threaded selling across technical and executive stakeholders, business value assessments, CRM management, and MEDDPICC-based forecasting. The role requires strong technical fluency, enterprise sales experience, consistent quota overachievement, and startup experience in high-growth environments.

Drive net-new enterprise revenue by owning complex sales cycles from discovery through close. Build relationships with CIOs, CTOs, engineering leaders, and other technical stakeholders; conduct structured qualification; develop ROI narratives; coordinate technical validation with AI Solutions Consultants; and exceed pipeline and revenue targets. The role focuses on selling AI and software development solutions to Fortune 500 organizations in a competitive, high-growth environment.

Lead SentiLink’s expansion into the travel and entertainment vertical, targeting airlines, hotels, travel marketplaces, ticketing platforms, venues, and entertainment companies. Own complex enterprise sales cycles from prospecting through close, develop business cases, negotiate contracts, and build executive relationships. Shape go-to-market strategy, messaging, use cases, and vertical playbooks while partnering with Product, Marketing, Partnerships, and Customer Success.

Drive full-cycle enterprise sales for flexible labor solutions across hospitality, catering, food service, venue, and event organizations. Prospect and close strategic accounts, manage complex multi-stakeholder buying processes, build accurate pipelines, develop account plans, communicate labor ROI, and collaborate on proposals and proofs of concept. Represent WorkWhile at industry events and executive meetings while exceeding quota and expanding strategic customer relationships.

Drive new-business and expansion revenue across enterprise accounts in Michigan and Ohio. Own the full B2B SaaS sales cycle, including prospecting, discovery, demonstrations, negotiation, closing, forecasting, and pipeline management. Build multimillion-dollar pipelines, develop executive relationships, pursue cross-sell and upsell opportunities, and collaborate with channel partners, Marketing, SDRs, and internal teams. Sell IT operations, endpoint management, infrastructure, or cybersecurity solutions to complex enterprise customers.