Top Tech Jobs & Startup Jobs in Chicago, IL

Own new enterprise business development across the North American technology sector. Prospect and close complex $100K–$1M+ SaaS and AI deals, manage multi-stakeholder sales cycles, conduct value-based discovery and demonstrations, maintain predictable pipelines, exceed revenue targets, and collaborate with regional, solutions engineering, and product teams.

Partners with sales and customer success teams to win new business and upsells through technical presales, discovery, solution design, product demonstrations, RFP responses, requirements documentation, integrations, and proof-of-concept engagements. Trains and supports customers, serves as a trusted technical advisor, presents to stakeholders, and attends industry conferences. Travel within the region is approximately 25%.

Leads North American technology sales revenue, managing Account Executives, building go-to-market and pipeline strategies, winning new enterprise logos, and expanding existing accounts. The role requires executive-level selling, complex contract negotiation, forecasting, Salesforce proficiency, and collaboration across Marketing, Product, Solutions Engineering, Customer Success, and Partners. The director will develop sales motions, coach quota-carrying sellers, and sell Kaltura’s enterprise video, virtual events, content intelligence, and AI solutions to large technology companies.

The Sales Development Representative partners with Account Executives to build account strategies, conduct targeted outbound campaigns, engage senior technology stakeholders, penetrate existing accounts, and generate qualified pipeline. Responsibilities include researching accounts, personalizing outreach, representing the company at industry events, leveraging AI and intent data, and sharing market insights to improve go-to-market strategy.

Manage enterprise customer relationships, provide product support and enablement, analyze usage data, scope initiatives, drive adoption, and develop joint roadmaps aligned with customer goals and KPIs. Serve as a trusted advisor, conduct business reviews and health calls, support retention and organic growth, manage account pipelines and forecasts, and collaborate with internal teams on customer solutions. Travel up to approximately 33% may be required.