Top Edtech Sales Jobs in Chicago, IL

Drive revenue growth within existing enterprise accounts by selling Skillsoft’s SaaS content and platform solutions to senior executives. Build strategic customer relationships, expand whitespace, manage complex sales cycles, develop pipeline, deliver tailored executive presentations, negotiate effectively, and collaborate with sales, customer success, marketing, and support teams. The role requires strong quota performance, pipeline management, and the ability to navigate complex organizations.

Manage the full sales cycle for mid-market and enterprise customers, from prospecting and discovery through negotiation, closing, expansion, and renewal upsells. Build territory plans and pipeline, conduct executive-level consultative selling, forecast accurately, and deliver multi-year deals. Use generative AI and sales technologies for account research, stakeholder mapping, tailored messaging, deal strategy, and executive pitches. Collaborate with Sales Development, Customer Success, Professional Services, Marketing, Product, and other cross-functional teams.

Conduct high-volume outbound calls to identify, engage, and qualify education-sector prospects. Research decision-makers, map accounts, overcome objections, and generate qualified opportunities for Account Executives. Maintain accurate CRM records, track activity metrics, learn the company’s products and market, and collaborate in training and sales initiatives.

Own a regional account territory, prospect and develop relationships with professors and department leaders, demonstrate educational SaaS and digital textbook products, manage full sales cycles, negotiate and close new business, and collaborate with Customer Success, product, and marketing teams to grow revenue and support strong customer experiences.

Leads individual giving and major-gift fundraising for Medicine and Biological Sciences Development. Manages a portfolio of 60–80 donors, cultivates and solicits gifts, closes and stewards contributions, develops fundraising proposals, coordinates donor engagement with university leaders and faculty, sets goals, monitors progress, and may supervise two direct reports. Requires travel to regional donor territories approximately 6–8 times annually.

Drive adoption and sales of IXL’s Takeoff core math curriculum across assigned districts and states. Partner with field sales teams, prospect education departments, understand customer needs, deliver presentations to administrators and teachers, support adoption processes, and stay current on market trends. The role requires strong sales, communication, presentation, curriculum, and relationship-building skills, along with up to 85% travel throughout the region.

Leads a team of Enrollment Representatives to achieve new student enrollment goals. Responsibilities include managing daily call center activities, coaching and training staff, ensuring compliance and service quality, supporting escalations, contributing to staffing decisions, improving processes, and collaborating with other departments on enrollment initiatives.

Leads City Year Chicago’s individual giving program, targeting approximately $900,000 in annual revenue. Builds donor pipelines, cultivates and solicits leadership-level and multi-year gifts, oversees Red Jacket Society fundraising, manages alumni and volunteer relationships, and partners with organizational leadership and development operations. The role also coordinates donor events, tracks activity in Salesforce, forecasts revenue, and represents the organization at community functions. It is primarily in person with local travel required.

Manages inbound group sales for birthday parties, field trips, and venue rentals using Altru. Responds to phone and email inquiries, schedules reservations, prepares contracts, follows up on payments and event details, and maintains guest information. Supports the Sales Manager with outbound sales strategies to generate leads and meet monthly revenue goals. Provides responsive customer service and attends organizational trainings and meetings.

Identify and secure new DeVryWorks business accounts through prospecting, outreach, presentations, demonstrations, lead qualification, and deal closing. Manage the sales pipeline using CRM and sales enablement tools, meet revenue targets, collaborate on customer activation, and provide feedback to improve offerings and processes.