Top Remote Sales Executive Jobs in Chicago, IL

Advises senior sales executives on sales strategy, go-to-market execution, organizational capability, compensation, and performance improvement. Manages 20–30 executive client relationships, develops value plans, facilitates workshops and peer forums, delivers research-based guidance, supports retention and new business growth, and collaborates with Gartner sales, research, and service teams.

Prospect, qualify, and close B2B cybersecurity software opportunities through outbound calls, email, LinkedIn, virtual meetings, demos, and presentations. Build pipeline across North America, engage IT and security stakeholders, maintain CRM data and forecasts, partner with technical teams, and exceed sales quotas in a high-activity inside sales environment.

Build and manage customer relationships, drive sales opportunities, and represent Zscaler’s Zero Trust Exchange and cloud security platform. This posting is for consideration for future Sales Account Executive opportunities in the East region. The role operates within a collaborative, customer-focused, inclusive organization and may follow Zscaler’s hybrid work model.

Own enterprise sales activities for SLED or Healthcare accounts, including executive relationship development, account strategy, stakeholder collaboration, trusted-advisor engagement, and alignment of cloud security solutions with customer goals. The role requires full-cycle software or security sales experience, enterprise and C-level selling, strategic planning, net-new logo acquisition, quota achievement, and knowledge of AI/ML solutions.

Own enterprise account strategy and full-cycle sales for major accounts. Build relationships with C-suite stakeholders, align Zscaler’s cloud security solutions with customer goals, collaborate with internal teams, develop trusted-advisor relationships, close new logos, meet sales targets, and leverage channel partnerships.

Find and sell new clients for Bennie’s employee benefits brokerage business across the East Coast. Responsibilities include prospecting, qualifying leads, managing the full sales cycle, presenting benefits analyses and product demonstrations, forecasting revenue, maintaining Salesforce CRM data, attending industry events, and developing relationships with prospects, consultants, partners, and decision-makers.

Leads enterprise-wide sales incentive controls and governance, including sales crediting, quota allocation, decision rights, controls, audits, adjudication, and compliance. Partners with Sales, Finance, HR, Legal, Compensation, and Internal Audit to ensure accurate, consistent, and financially sound incentive outcomes. Establishes governance standards, resolves cross-business conflicts, drives change management, and leads matrixed teams. Requires extensive sales compensation expertise, executive leadership, financial controls knowledge, and experience managing complex multi-entity organizations.

Full-cycle new business sales role focused on acquiring net-new employer subscribers. Prospect, cold-call (50+ calls/day), email (100+ emails/day), demo the platform, manage trials, build pipeline, develop proposals, and close deals to meet monthly quota. Participate in intensive onboarding and ongoing coaching.

The Enterprise Sales Executive will prospect and build relationships in State, Local, and Education sectors, focusing on delivering sales targets, negotiating pricing, and ensuring customer satisfaction. Key responsibilities include managing territory relationships and maintaining forecasting accuracy.

Drive new enterprise business for Automation Anywhere’s Agentic Process Automation platform. Responsibilities include prospecting, managing sales pipelines, conducting customer presentations and demonstrations, attending industry events, leading proof-of-concept exercises and RFX responses, and coordinating solution design with technical teams. The role requires consultative enterprise software selling, quota attainment, technical communication, and collaboration with sales engineers, partners, and professional services.

Lead 15–20 pre-booked digital marketing strategy sessions weekly and close high-value clients. Responsibilities include consultative discovery, pitching Meta Ads, PPC, SEO, and Local Service Ads, handling objections, achieving revenue quotas, maintaining accurate ClickUp and GoHighLevel CRM records, and reporting on pipeline, conversions, and revenue. This is a fully remote, full-cycle sales role aligned with U.S. Eastern Time hours.

Lead venue sourcing sales for meetings and events across small to enterprise clients in North America. Hunt new business, manage and grow client portfolios, negotiate group hotel contracts, provide consultative site-selection services, maintain CRM and sourcing data, and deliver contract savings reporting.

Drives enterprise SaaS new business from prospecting through contract execution, managing complex sales cycles and executive relationships. Uses MEDDPICC and Challenger selling, maintains Salesforce pipeline accuracy, exceeds revenue targets, and coordinates internal teams. Presents solutions, attends industry events, travels to clients, supports initial customer launches, and mentors less-tenured account executives and assigned sales development representatives.

Sell Cprime’s Atlassian-focused work transformation services across new and existing enterprise accounts. Manage the full sales cycle, build pipeline, conduct consultative discovery, position advisory and implementation services, develop Atlassian co-sell relationships, coordinate proposals and delivery handoffs, attend ecosystem events, maintain forecasts, and meet revenue and pipeline targets.

Own the full sales cycle for new automotive dealership customers, including prospecting, discovery, demos, negotiation, closing, and onboarding handoffs. Build pipeline alongside BDRs, demonstrate measurable business value, maintain accurate CRM records, and share customer and industry insights to improve Flai’s product and sales strategy. The role requires proven quota attainment, dealership or automotive sales experience, and comfort running remote sales cycles by phone and video.

Own the complete B2B SaaS sales cycle for the European market, including prospecting, outbound campaigns, discovery, product demonstrations, negotiation, and closing. Build and manage an independent pipeline while handling inbound leads, communicating product value to prospects, handling objections, meeting quota, and collaborating with the remote sales team.

Own the full mid-market sales cycle from outbound prospecting through contract close. Build and manage a pipeline, conduct consultative discovery and presentations, communicate ROI, develop relationships with business decision-makers, track activity in CRM systems, and meet revenue goals. Collaborate cross-functionally to support customer success while developing industry expertise and sales capabilities.

Develops revenue through channel partners by prospecting, presenting Intermedia cloud communication solutions, building territory plans, supporting partner business development and marketing, and managing pre- and post-sale relationships. The role coordinates with internal teams to ensure successful partner and customer experiences, while driving sales enablement and executive relationship building. Requires extensive channel or outside sales experience, value-based selling expertise, strong communication skills, and teamwork in a matrixed environment.

Prospect and engage mid-market customers, manage the full sales cycle from outreach through contract execution, conduct consultative discovery, communicate ROI, maintain CRM pipeline records, and achieve activity and revenue goals. The role involves building relationships with business decision-makers, developing industry expertise, collaborating cross-functionally, and growing a recurring book of business through outbound sales and closing activities.

Drive new business and expansion sales for ServiceNow consulting, implementation, optimization, and managed services across Healthcare, Life Sciences, State and Local Government, and Higher Education. Own the full sales cycle, develop territory strategy, build pipeline, engage executive stakeholders, navigate complex procurement processes, partner with ServiceNow teams, manage forecasts, and achieve revenue targets.

Drives revenue growth in the legal technology and eDiscovery SaaS market by managing an assigned territory, developing strategic sales plans, acquiring new business, and expanding existing accounts. The role includes meeting sales quotas, consultative selling, account planning, forecasting, CRM maintenance, and presenting value propositions to legal industry customers.

Drive agency ecosystem growth by prospecting digital agencies and freelancers, onboarding new partners, managing an agency book of business, identifying sales opportunities, and handling the full sales cycle. The role includes post-sale account management, customer issue resolution, revenue and adoption growth, performance tracking, and relationship development while supporting small and medium-sized businesses.

Manages charter sales and private-flight logistics from initial opportunity through quoting, negotiation, closing, fulfillment, and client service. Provides prompt quotes, handles high call volume, maintains customer records, develops client and industry relationships, monitors market and competitor offerings, attends promotional events, and meets monthly sales quotas. Requires rotating evening, overnight, weekend, holiday, and 24/7 availability, with occasional travel as directed.

Drives healthcare software sales by prospecting, developing new business, managing customer relationships, presenting product value to executive stakeholders, negotiating deals, and achieving territory revenue goals. The role requires Salesforce CRM experience, collaboration across account management, implementations, integrations, marketing, and customer success teams, and 25–50% travel for customer meetings, conferences, and tradeshows.

The Sales Executive develops and manages a territory pipeline, identifies prospective clients, and sells Origami Risk’s integrated risk management SaaS solutions. Responsibilities include consultative discovery, product presentations, pricing and statement-of-work preparation, competitive positioning, networking with risk and insurance professionals, and achieving annual sales quotas. The role requires strong direct SaaS sales experience, CRM proficiency, and the ability to sell to organizations across multiple industries.