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

Lead complex enterprise sales cycles to acquire and expand multi-million dollar accounts. Architect territory and account plans, manage pipelines and forecasts, map customer IT architectures to Cloudflare reference architectures, lead virtual cross-functional teams, negotiate large contracts, and act as a trusted advisor driving digital transformation and long-term customer adoption.

Steward and grow a strategic insurance territory through full-cycle enterprise SaaS land-and-expand selling. Engage C-suite and product leaders, diagnose challenges, build data-driven ROI business cases, close complex $500k-$1M+ deals, and partner with delivery teams post-sale to ensure long-term customer success.

The Account Executive at Deepgram is responsible for building a sales pipeline, exceeding targets, collaborating with teams, and understanding customer needs to sell the voice AI platform.

Drive expansion and revenue growth within existing enterprise accounts by positioning Skillsoft solutions to C-level buyers, managing complex sales cycles, collaborating with cross-functional teams, negotiating on value, demonstrating software, and building executive relationships to meet and exceed quota.

Responsible for generating and closing large strategic enterprise SaaS accounts. Manage full sales cycle from prospecting to contract negotiation, lead RFIs/RFPs, build C-level relationships, collaborate cross-functionally, maintain Salesforce pipeline, and achieve annual revenue targets while traveling up to 50%.

Lead strategic enterprise account engagements to close multi-million dollar platform sales. Drive executive-level relationships, precise forecasting, pipeline management, and cross-functional virtual teams to shape customers' digital transformation and long-term Cloudflare adoption.

Responsible for selling SentiLink solutions to financial institutions, driving value post-sale, and building long-term relationships with partners.

As an Account Executive, you will manage a sales pipeline, prospect new clients, negotiate contracts, and close deals, while building relationships in your territory.

Own revenue expansion for assigned State, Local, and Education (SLED) accounts. Manage full sales cycle from lead to close, build executive relationships, develop account strategies, drive adoption of Pluralsight, coordinate extended account team, manage pipeline and forecasting, and meet quota while supporting customer success.

Drive sales to State and Local (SLED) public sector customers in Northern California. Build and execute territory/account plans, manage complex sales cycles and contract negotiations, maintain pipeline, and develop long-term strategic relationships to achieve revenue targets for Cloudflare services.

This role involves developing executive relationships within strategic accounts, managing the sales cycle, and promoting Samsara's cultural principles. The ideal candidate should have extensive sales experience with enterprise customers and a proven track record of quota over-achievement.

Drive revenue growth within federal enterprise accounts by selling Skillsoft SaaS/PaaS solutions to federal decision-makers. Build pipeline, deliver executive presentations, influence senior leaders, collaborate cross-functionally, and manage pipeline health while meeting revenue and pipeline goals.

Sell inKind services to restaurants in the Chicago market: source, qualify, and close new partners to meet quotas; maintain pipeline; collaborate with onboarding, marketing, and internal teams; manage relationships; and track deals in Salesforce.

Own and grow a portfolio of strategic and enterprise accounts in Poland. Lead full sales cycles, develop account plans, collaborate with pre/post-sales and channel partners, drive adoption and expansion of GitLab's DevSecOps platform, generate pipeline, and convey customer feedback to product teams.

Sell and manage group benefits (life, disability, dental, vision, voluntary) in the Utah market. Build broker and client relationships, develop strategic sales plans, grow renewals and new business for 2,000–4,999 life groups, coordinate cross-functionally for implementation, and track pipeline and sales activity to meet territory goals.

Sell Benchling's AI-enabled biotech R&D platform into 1-3 top global accounts. Generate 80% of pipeline, manage complex 7+ figure sales cycles, forecast accurately, negotiate and close deals, align multi-persona stakeholders, and coordinate internal and external partners to drive adoption and revenue.

Own full sales cycle to grow Venue customers across investment banks, private equity, law and corporate accounts. Prospect, network, run demos, execute territory plans, collaborate with cross-functional teams, update Salesforce, and close deals while organizing events and attending conferences to drive revenue and client satisfaction.

Manage full sales cycle to win and expand enterprise accounts in light industrial, hospitality, and retail verticals. Prospect, qualify, present value-driven solutions, close new business, and partner with internal teams to drive revenue growth.

The Strategic Account Executive will lead sales efforts targeting large group practices and Dental Service Organizations, focusing on complex deals and stakeholder engagement while collaborating with an Inside AE and a dedicated sales support team.

The Strategic Account Executive at SailPoint focuses on selling Identity Security solutions, managing sales cycles, collaborating with customers and partners, and developing tailored business strategies to exceed revenue goals.

Own and execute strategic account plans for state, local, and higher education customers in the Mountain Plains region. Drive pipeline, navigate complex procurement, coordinate pre- and post-sales teams and channel partners, and ensure successful rollout, adoption, and expansion of GitLab's AI-powered DevSecOps platform.

Manage full-cycle B2B SaaS sales targeting Mid-Market and Enterprise clients across North America and Portuguese-speaking markets. Build and qualify pipeline, run consultative discovery and product demos in Portuguese and English, negotiate contracts and pricing with C-level stakeholders, collaborate with Solutions Engineering and Customer Success, meet ARR quotas, and mentor junior sellers while providing regional market feedback.

Drive new business across the North Central territory by building strategic territory plans, prospecting enterprise accounts, engaging executive stakeholders, managing complex sales cycles (discovery, POC, negotiation, close), and selling Nexthink software, services, and support to exceed bookings and create expansion opportunities.

Sell Motive's fleet hardware and software to large State, Local, and Education agencies. Develop account plans, win RFPs, run complex proofs-of-concept, partner with Sales Engineering and Product, and manage executive relationships to meet revenue quotas while providing product and market feedback.

Sell HiBob's HRIS to mid-market companies (250-1000 employees). Manage full sales cycle: prospecting, demos, pipeline building, forecasting, and closing. Use Salesforce for CRM, attend events, and partner with Sales Engineers and BDRs to meet revenue targets in the Northeast region.