Top Tech Jobs & Startup Jobs in Chicago, IL

Own retention, renewals, churn prevention, and expansion for a high-volume, low-touch B2B SaaS customer segment. Handle cancellation and commercial requests, respond to automated outreach, identify expansion opportunities, maintain Salesforce records and forecasts, and monitor performance metrics. Partner with CX, Billing, and RevOps while improving automation, messaging, and customer engagement processes.

Own a high-volume book of SMB RIA accounts, managing retention, renewals, expansion, and quota performance. Use customer usage signals and lifecycle triggers to prioritize outreach, execute scalable engagement plays, identify upsell opportunities, and maintain accurate Salesforce forecasting. The role requires strong commercial judgment, product knowledge, operational discipline, clear communication, and effective use of AI tools in a fast-moving B2B SaaS environment.

Lead and build Jump's customer marketing function: develop customer stories, case studies, advocacy and reference programs, run customer advisory boards, partner with Sales and CS to drive adoption, retention, and expansion, and manage budget, vendors, and program measurement.

Generate qualified opportunities and pipeline for Account Executives through high-volume outbound prospecting. Conduct cold calls and emails, book meetings, meet activity and pipeline quotas, and support the development of Jump’s outbound sales motion. The role serves financial advisor customers and uses AI-enabled sales technology to improve productivity. Success requires strong communication, competitiveness, initiative, coachability, and comfort working in an early-stage, fast-paced software company.

Test web, mobile, backend, and AI products; design risk-based testing strategies; create test cases, checklists, and shared data; report, troubleshoot, prioritize, and triage bugs; own end-to-end testing; review requirements; collaborate with product and engineering throughout the SDLC; and advocate for quality and process improvements in a remote environment.

The Enterprise Account Executive will manage the sales cycle for large financial institutions, focusing on consultative selling and relationship-building while collaborating with product and success teams.

The Strategic Account Executive leads the strategy for high-stakes partnerships with top global financial institutions, focusing on AI solutions. Responsibilities include stakeholder management, complex deal negotiations, and cross-functional coordination to drive business expansion.

The Staff/Principal Software Engineer will work in a remote global team, addressing software engineering challenges while fostering collaboration and clear communication.