Top Remote Account Executive (AE) Jobs in Chicago, IL

Drive enterprise sales growth for unstructured data solutions across AI, analytics, cyber resilience, recovery, and file/object modernization. The role creates pipeline, develops strategic opportunities, conducts consultative discovery, translates technical capabilities into business value, engages executive stakeholders, and coordinates account teams, partners, ISVs, and technical teams to close complex deals. Success includes market development, competitive displacement, ecosystem growth, and revenue attainment.

Prospect hotel properties, manage full sales cycles, conduct product demonstrations, build relationships, negotiate agreements, and close new restaurant and hospitality partnerships. The role requires coordinating with hotel stakeholders and internal teams, maintaining Salesforce records, analyzing competitors, explaining Toast POS solutions, and supporting enterprise hotel accounts. Travel is 10%–15%.

Own the full sales cycle for complex upper-SMB and mid-market merchants, from territory planning and outbound pipeline generation through executive discovery, solution design, negotiation, contract, and launch. Build quantified business cases, coordinate cross-functional teams, manage forecasts in Salesforce, navigate legal, risk, technical, and implementation requirements, and acquire new merchant partnerships. The role requires consultative selling, commercial judgment, executive communication, and experience closing complex technology, fintech, payments, or SaaS deals.

Own a territory of SMB prospects and acquire new GitLab customers through inbound and outbound prospecting. Manage the full consultative sales cycle, from discovery and business-case development through negotiation and close. Build pipeline, meet customer and recurring-revenue targets, collaborate with sales and technical teams, analyze wins and losses, and improve acquisition playbooks. The role also requires learning GitLab’s DevSecOps platform and related technologies.

The Venue Account Executive will prospect investment banks, private equity firms, law firms, accounting advisors, and corporations; manage the full B2B sales cycle; execute territory plans; build senior-level relationships; conduct meetings and networking; collaborate with internal sales and service teams; and maintain Salesforce pipeline records. The role requires selling software and service solutions while meeting revenue and quota objectives.

The Account Executive generates and manages local government accounts through prospecting, direct sales, renewals, account reviews, upselling, and relationship management. The role requires meeting sales and retention targets, presenting tailored solutions, negotiating agreements, resolving customer issues, and maintaining CRM records and sales reports. Candidates must have a high school diploma or GED, with government, business-market, customer service, wireless, telesales, or technical sales experience preferred.

Drive net-new software sales to U.S. federal agencies, developing strategic account plans, executive relationships, partner channels, and qualified pipelines. Navigate federal procurement and acquisition processes, position AI-powered document management and workflow solutions, manage complex opportunities through contract award, forecast accurately, and exceed quota expectations.

Drive net-new business growth among state and local government organizations across North America. Responsibilities include territory planning, prospecting, navigating public-sector procurement and RFP cycles, engaging executive stakeholders, positioning document management and workflow solutions, collaborating with partners, maintaining Salesforce pipeline hygiene, forecasting, and exceeding sales targets.

Drive revenue growth by prospecting, qualifying, and closing new B2B SaaS business while expanding existing accounts. Conduct discovery, product demonstrations, consultative sales discussions, proposal development, contract negotiations, and pipeline management. Collaborate with sales engineering, customer success, marketing, product, and professional services teams. The role requires managing complex sales cycles, selling to multiple stakeholders, and traveling for key customer meetings or events as needed.

Prospect for new compliance customers and expand existing accounts through upgrades, cross-sell, and upsell opportunities. Sell Skillsoft’s legal, ethics, safety, and OSHA compliance solutions to complex organizations and senior decision-makers. Manage the full sales cycle, build pipeline through outbound prospecting, negotiate value-based deals, prepare tailored presentations, collaborate cross-functionally, and report on pipeline health and growth objectives.

Own and grow a pipeline for Teachable Payments by selling payment-processing migrations to high-volume creators, businesses, enterprise accounts, and education organizations. Responsibilities include prospecting, discovery, building financial business cases, negotiating, closing, and ensuring customer activation. The role requires self-generated pipeline, strong follow-up across stakeholders, detailed knowledge of payments economics, clean CRM management, and collaboration with product and pricing teams. This is a full-time remote role.

Own a 50–60-account Global 2000 territory, generate pipeline through outbound and partner channels, engage executive buyers, and close complex six- and seven-figure enterprise deals. Responsibilities include discovery, business value assessments, multi-threading, procurement and security navigation, account planning, and expanding initial wins across departments. The role also contributes competitive intelligence and helps shape Monte Carlo’s upmarket sales playbook.

Own strategic and enterprise accounts in France, acquiring new customers and expanding existing relationships. Lead complex, consultative, full-cycle sales processes from prospecting through close, while developing account plans, pipeline, forecasts, evaluations, and rollouts. Collaborate with solutions architects, customer success, support, marketing, and channel partners. Translate customer needs into product and go-to-market feedback while promoting GitLab’s AI-powered DevSecOps platform.

Own the full mid-market sales cycle, including prospecting, discovery, solution positioning, pricing, forecasting, and closing net-new opportunities. Meet revenue targets, maintain accurate CRM records, research competitors, and partner with sales engineering, operations, product management, and account management. Build trusted customer relationships, use feedback to improve strategy, and apply AI tools to streamline sales workflows. Travel up to 10% to events and customers.

Own end-to-end sales across K-12 school districts in designated territories. Build executive relationships, develop territory strategy and pipeline, navigate procurement and legal processes, lead consultative sales cycles, represent Marble in field meetings and conferences, and partner cross-functionally to drive implementation, adoption, expansion, and quota attainment.

Owns the full-cycle sales process for acquiring net-new clients, from prospecting and pipeline generation through discovery, proposal development, negotiation, and close. The role carries individual revenue targets, manages forecasts and CRM records, consults with prospects on data, research, audience intelligence, digital media, and measurement solutions, and coordinates subject-matter experts as needed. Ongoing account management and delivery are not core responsibilities.

Own the full sales cycle in the Chicago territory, from prospecting and pipeline development through contract negotiation and closing. Build relationships with small businesses, conduct market research, execute cold outreach, communicate product value, meet sales quotas, advocate for customer and product needs, and represent Justworks at networking events and trade shows. The role requires 25% travel within the Chicago and Greater Chicago area.

Own a Midwest healthcare sales territory, sourcing prospects through outbound phone and digital outreach, managing full-cycle deals, closing healthcare providers, and building ongoing account relationships. After 90 days, the associate conducts field meetings and manages accounts within a 2.5-hour radius of a major Midwest metro hub. The role requires quota-carrying sales experience, cold-calling expertise, CRM proficiency, reliable transportation, and residence in an approved target market.

Drive enterprise sales growth through new customer acquisition and expansion of existing accounts. Execute territory plans, engage VP and C-level executives, conduct demonstrations and events, build account and partner networks, and collaborate with sales engineering, marketing, legal, and finance teams. Manage complex sales cycles, close new-logo opportunities, expand product adoption, and support successful customer implementations.

Own the full enterprise and mid-market sales cycle for Vizit’s Visual AI ecommerce platform. Responsibilities include prospecting, executive discovery, account planning, business-case development, stakeholder alignment, negotiation, closing, pipeline management, forecasting, and quota attainment. The role targets consumer brands selling through major ecommerce retailers and requires collaboration with Solutions, Product, Marketing, and Customer Success teams to drive new business and expansion.

Build and manage strategic customer relationships, drive enterprise sales growth, and help organizations adopt GitLab’s AI-powered DevSecOps platform. This is a future pipeline opportunity with responsibilities and requirements to be finalized. The role is remote globally, subject to location-based eligibility requirements.

Lead the full sales cycle for Airwallex’s SME and growth customers, from prospecting through negotiation, closing, and initial onboarding. Build pipeline, exceed revenue targets, provide technical and commercial consultations, and tailor fintech solutions for ecommerce, SaaS, professional services, and technology-enabled businesses. Collaborate with legal, finance, and strategy teams on contracts and partnerships, represent the company at industry events, and improve scalable sales processes.

Lead the full sales cycle for Airwallex’s SME and Growth customers, from prospecting through negotiation, closing, onboarding, and early success. Sell payments, billing, spend management, and cross-border financial solutions to technology-enabled businesses. Generate pipeline, exceed revenue targets, conduct consultative and technical sales engagements, coordinate legal and finance stakeholders, support partnerships, and improve scalable sales processes.

Sell Motive's fleet management platform to large enterprise prospects across industries. Prospect, develop executive relationships, win RFPs, coordinate technical resources, meet revenue quotas, and use customer analytics to drive expansion and integrations.

Own mid-market territory sales by acquiring new customers, expanding and renewing existing accounts, building partner relationships, developing pipeline, communicating Cloudflare’s value, forecasting revenue, negotiating contracts, and driving adoption. The role requires engaging technical and executive stakeholders across security, networking, development, and infrastructure teams while coordinating with internal cross-functional groups.