Top Edtech Sales Jobs in Chicago, IL

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.

Drives revenue growth by prospecting for new compliance customers, expanding existing accounts, and selling Skillsoft’s legal, ethics, safety, and OSHA compliance solutions. Responsibilities include outbound prospecting, pipeline development, consultative solution selling, executive engagement, cross-functional collaboration, upselling, negotiation, presentations, and deal closure. The role requires managing whitespace opportunities, reporting pipeline health, and consistently exceeding sales targets in a remote, matrixed environment.

Own creator and business partnerships from prospecting through deal closure, onboarding, retention, and renewal. Source and prioritize a high-value pipeline, negotiate commercial terms, run co-marketing initiatives, represent Teachable at events, and collaborate with Marketing, Product, and Growth. Track partnership performance and convert relationships into measurable acquisition and revenue.

Own revenue enablement programs and systems supporting Sales, Account Management, and Customer Success. Build playbooks, competitive resources, training, and product-launch enablement; maintain the enablement technology stack and AI Hub; measure adoption and field adherence; and connect enablement activities to win rate, sales cycle length, expansion, time-to-value, and churn outcomes. Partner cross-functionally with Sales, Customer Success, Product Marketing, and leadership to deliver data-driven recommendations.

Own new-logo acquisition for higher education: generate pipeline, run full sales cycles with CS faculty and administrators, close campus partnerships, manage HubSpot pipeline and forecasts, represent CodePath at conferences, and meet quarterly new-partner and enrollment targets. Expect regular travel to events and campus meetings.

Drive new business and expand existing enterprise accounts by managing full sales cycles, developing territory and account plans, researching customer priorities, applying Pluralsight's sales framework, partnering cross-functionally, and closing complex, multi-stakeholder SaaS deals. Travel to customer sites as needed to advance partnerships and revenue.

Lead major gift cultivation, stewardship, and solicitation for ISAC; manage a personal prospect portfolio, support annual giving and campaign priorities, plan and execute donor events and projects, maintain donor records and acknowledgement processes, and use development technologies to support fundraising and membership efforts.

Analyzes sales performance, forecasts, quotas, pipelines, and market trends to support sales planning and revenue growth. Creates dashboards and automated reports using Tableau and Alteryx, tracks KPIs, maintains data integrity, and provides actionable insights to sales leadership. Partners with finance, marketing, product operations, and regional teams on pricing, commissions, forecasting, process improvement, and ad hoc analysis.

Develops strategic employer partnerships to expand internships, experiential learning, and employment opportunities for university students and alumni. Manages employer accounts, conducts business development and consultative discovery, coordinates employer events, collaborates with faculty and career teams, shares labor market insights, and tracks engagement, hiring outcomes, and partnership growth using employer engagement systems and CRM tools.

Conduct high-volume outbound sales, build relationships with schools and childcare centers, secure new and repeat business, deliver virtual product presentations, meet sales quotas, research education trends and funding opportunities, identify leads, and collaborate with outside sales, retail, professional services, and leadership teams. The role is fully remote and focused on consultative, solution-based selling within the early learning and elementary education markets.