Top Tech Jobs & Startup Jobs in Chicago, IL

Drive new-logo enterprise sales to banks and credit unions, manage complex multi-threaded deal cycles from prospecting to close, lead executive-level discovery and negotiations, design account-based strategies, forecast pipeline, collaborate with product/marketing/SE, represent Alkami externally, mentor teammates, and consistently achieve quota.

Lead complex SaaS revenue accounting by applying ASC 606, analyzing contracts, preparing revenue schedules, and ensuring SOX compliance. Drive close activities, reconcile contract balances, resolve technical accounting issues, support audits, partner with Sales/Legal, implement process automation, and validate revenue system outputs and standardization across revenue streams.

Lead and develop a team of Sales Development Representatives to generate qualified enterprise and mid-market pipeline via outbound prospecting, account-based engagement, and inbound qualification. Set strategy, goals, and operating rhythms; coach on advanced prospecting and qualification; analyze pipeline and activity metrics; implement sales technologies (including AI-enabled tools); and partner cross-functionally to meet revenue objectives.

Lead enterprise revenue forecasting and driver-based financial models, provide executive reporting and scenario analysis, analyze financial and operational data to surface insights, align forecasts with accounting and strategy, and drive FP&A process improvements and AI-enabled automation across the business.

Partner with Customer Experience Group leaders to drive go-live forecasting, connect implementation capacity and backlog to revenue/ARR, produce executive reporting, align CXG metrics with Finance, improve forecasting automation and data integrity, and lead AI-driven efficiency initiatives to inform strategic decisions.

Lead design, develop, and maintain scalable full-stack web applications. Mentor engineers, perform code reviews, troubleshoot production incidents, optimize performance, ensure API-first design, support cloud-native deployments (Kubernetes), and participate in on-call rotations.

Lead design, development, and maintenance of scalable, cloud-native web applications. Own end-to-end product features, mentor engineers, troubleshoot production incidents, improve performance, implement APIs, and support on-call rotations.

Lead design and execution of a sales enablement function for Alkami's revenue organization. Build onboarding, product training, manager coaching, playbooks, AI-enabled workflows, and measurement frameworks to improve ramp, productivity, forecast quality, and win rates. Partner with Revenue Operations, Product, and Product Marketing and manage a small enablement team while scaling programs across field sellers and leaders.

Lead technical strategy for complex enterprise sales in financial services: design solution architecture, integrations, demos, POCs and RFP responses; influence executives, mentor peers, and inform product direction while managing up to 50% travel.

Lead and scale Application Support for a B2B SaaS digital banking platform. Own strategy, KPIs, incident management, cross-functional governance, manager development, tooling (ServiceNow/Jira), and client experience to improve stability, reduce incidents, and drive retention.