Top Tech Jobs & Startup Jobs in Chicago, IL

Build and iterate full-stack systems powering AI agents, from user-facing experiences through orchestration and deployment. Research agent orchestration, prompting, and model alignment approaches; collaborate with Product, Design, and Engineering to improve usability; document findings, share technical learnings, and participate in reviews and technical discussions.

Manage a portfolio of 15–25 customers, owning renewals, retention, upsells, customer health, account planning, and revenue growth. Serve as a trusted product advisor, lead business reviews, provide data-driven insights, collaborate cross-functionally, and mentor CSMs. The role requires senior stakeholder engagement, quota-carrying experience, CRM forecasting, project management, and occasional travel while working remotely during Eastern Time hours.

Own and improve Better Health’s revenue engine across lead generation, enrollment, documentation, shipment, and recurring revenue. Identify funnel bottlenecks, analyze root causes, redesign workflows, and implement AI- and automation-enabled solutions. Lead revenue operating cadence, forecasting, analytics, CRM governance, and cross-functional initiatives from hypothesis through measurable results. Partner with Sales, Marketing, Operations, RCM, Finance, Product, and Engineering while driving execution without direct authority.

Conduct outbound sales to SMB and mid-market customers using qualified leads. Identify connectivity, fiber, cybersecurity, and telecommunications needs; present tailored solutions; acquire and expand accounts; manage proposals, RFPs, pipelines, and CRM activity; negotiate and close business while meeting quotas and maintaining customer relationships.

Manage inbound client inquiries for cybersecurity and digital forensics services. Responsibilities include client intake, lead qualification, scheduling, CRM and pipeline management, proposal support, follow-up, and coordinating handoffs to technical teams. The role requires professional communication with executives, attorneys, and IT professionals, sound judgment during urgent situations, and strong organizational discipline. It offers a growth path toward discovery calls, engagement scoping, opportunity management, and broader client engagement responsibilities.

Own Americas product marketing strategy for Mitel’s UC, collaboration, contact center, and vertical solutions portfolio. Lead positioning, messaging, go-to-market planning, launch sequencing, audience segmentation, channel strategy, and success metrics. Serve as a public-facing spokesperson for press, analysts, partners, customers, and industry events. Align Product, Engineering, Sales, Channel, and Marketing teams while providing competitive insights for pricing, packaging, bundling, and global strategy. Mentor product and vertical marketing managers.

Support technical integrations between Sentrycs C-UAS technology and partner C2 or system-of-systems platforms. Configure, test, validate, and troubleshoot REST APIs and software interfaces; collaborate with Product, Engineering, and Customer Success teams; document requirements, configurations, issues, and resolutions; support technology partners; and drive integration problems through resolution. The role requires developing deep API and integration expertise while working with globally distributed teams.

Drive revenue growth by developing strategic publisher partnerships, expanding the publisher network, prospecting and closing enterprise accounts, managing complex sales cycles, exceeding targets, forecasting pipeline performance, and maintaining long-term stakeholder relationships. The role requires close collaboration with internal teams and strong communication in a fast-paced startup environment.

Embed with client teams to design, build, and ship production-grade AI systems (LLM-powered apps, RAG, agents). Own architecture, write maintainable tested code, debug production issues, transfer knowledge, and contribute learnings, docs, and internal tooling.

Supports HR operations by advising managers and employees, conducting onboarding, handling policies and documentation, and coordinating dispute resolution. Oversees general affairs, facility operations, lease vehicles, vendors, invoices, space planning, employee events, SOPs, bilingual communications, and management reporting. Requires Korean-English fluency, supervisory experience, budgeting skills, and proficiency with Microsoft Office.