Top Tech Jobs & Startup Jobs in Chicago, IL

Lead technical execution for teams building endpoint agents, backend and inference services, cloud infrastructure, and customer-facing products. Translate engineering priorities into plans, milestones, and ownership; guide architecture and implementation; manage, mentor, and develop engineers; oversee planning, delivery, quality, hiring, and onboarding; and remove technical or resourcing blockers. The role requires hands-on technical judgment, distributed systems experience, and familiarity with agentic coding tools in a fast-moving startup environment.

Build customer-embedded solutions for Origin’s AI observability platform. Investigate customer traces and operational data using SQL, ClickHouse, APIs, and MCP tools; develop dashboards, integrations, workflows, prototypes, and production code; lead technical discovery; and translate field insights into reusable product capabilities. The role requires close collaboration with enterprise engineers, security teams, AI platform teams, and executives, with travel of up to approximately 20%.

Research prospects, conduct outreach, qualify inbound and outbound leads, manage a sales pipeline, and generate qualified opportunities. The representative will build relationships, track and improve results, develop outreach processes and playbooks, and collaborate with the CEO and early team to scale sales efforts.

Serve as the primary technical contact for customer accounts, leading deployments, demonstrations, proof-of-value engagements, workshops, troubleshooting, configuration, documentation, and implementation planning. Translate customer requirements into scalable solutions, coordinate with sales, engineering, security, and product teams, and advocate for customer needs. The role requires experience in technical account management or sales engineering, enterprise endpoint security or IT systems, and communicating complex security concepts to technical and executive audiences.

Own and execute multi-channel demand generation across paid search, LinkedIn, Reddit, and emerging channels. Develop campaigns, optimize performance, analyze pipeline impact, test new growth opportunities, and collaborate with Sales, Product, and Marketing. Use AI and automation to improve campaign execution and scalability. The role requires hands-on paid acquisition, marketing technology experience, strategic judgment, and an experimentation mindset in a remote B2B cybersecurity environment.

Build and operate Origin’s AI observability platform across data-collection agents, backend services, infrastructure, inference pipelines, APIs, and React interfaces. Design distributed systems using AWS, EKS, ClickHouse, and Kafka for high-throughput, multi-tenant production workloads. Develop internal coding agents and define AI-native engineering practices while making decisions around storage, APIs, performance, and reliability.

Own full-cycle recruiting for technical and GTM/Sales roles, including sourcing, screening, interview coordination, offers, and candidate closing. Partner with hiring managers to define requirements, build pipelines, improve recruiting processes, maintain accurate ATS data, track recruiting metrics, support employer branding, and coordinate onboarding handoffs. The role is fully remote and requires strong communication, organization, autonomy, and experience in fast-growing technology environments.

Own day-to-day domestic and international accounting, multi-currency consolidation, tax compliance, payroll coordination, and financial close processes. Prepare GAAP-compliant statements, flash reports, and board packages; lead the first external audit; manage ERP and finance systems; implement internal controls and automation; oversee cash and treasury; and support budget-versus-actuals analysis across departments.

Origin seeks a founding Senior Account Executive to build enterprise sales in an emerging AI security and observability market. The role partners with founders on technical deals, prospects Fortune 2000 accounts, develops relationships with CISOs and technical teams, experiments with positioning and pricing, owns the pipeline, and creates early sales processes, playbooks, and enablement. Candidates should have enterprise security or infrastructure sales experience, comfort with ambiguous markets, and a highly self-directed approach.