Top Tech Jobs & Startup Jobs in Chicago, IL

Design and implement a scalable observability stack (logging, metrics, tracing, APM); select and configure agents; build alerting, incident management, runbooks, and dashboards; automate toil and codify monitoring as IaC; reduce MTTD/MTTR and train teams on instrumentation and incident response.

Lead and grow the Cloud Engineering team to own AWS infrastructure, IaC strategy, account and landing zone standards, cloud security, cost optimization, and platform modernization. Hands-on manager who contributes to Terraform/Ansible implementations, partners with SRE/Product/Security, drives observability and operational resilience, and reduces cloud operational risk through reusable patterns, automation, and standards.

Own the full sales cycle for Zyratalk's AI-powered conversational SaaS: identify and nurture inbound/outbound prospects, conduct demos, qualify opportunities, negotiate and close deals, manage SMB/mid-market pipeline, and collaborate with SDR, Marketing, Customer Success, and Product teams to exceed revenue goals.

Sell NiCE CXone Mpower and related AI/contact-center solutions to enterprise and commercial accounts. Identify new opportunities, build strategic C-level relationships, negotiate enterprise agreements, meet annual quota, and coordinate cross-functional teams to implement solutions and expand market share.

Drive new business and market share for enterprise and commercial contact centers by achieving sales quotas, negotiating enterprise agreements, building C-level relationships, and selling AI-enabled SaaS solutions while coordinating cross-functional teams.

Own a portfolio of 4-6 lifestyle accounts as the day-to-day strategic lead, translating data into full-funnel insights, coordinating cross-channel teams (paid, SEO, content, email, creative), and driving retention and revenue growth. Lead client calls, support quarterly strategy and renewals, employ AI and Power Digital tools (nova, Iris, Power Circuit), and ensure performance narratives guide client decisions while maintaining high retention and service expansion.

Transform SOC operational data into actionable insights to improve MDR service delivery. Analyze workflows, identify gaps and trends, define performance metrics, validate improvements, integrate AI into analysis, conduct root-cause investigations, and collaborate with cross-functional teams to enhance quality, efficiency, and customer experience.

Lead delivery of complex AlayaCare Cloud implementations for US customers: manage project plans, risks, scope, training, testing, and adoption. Guide configuration, deliver training (on-site and remote), facilitate AlayaCare University enablement, drive user engagement and satisfaction, and support cross-functional handoffs and team upskilling. Travel as required for on-site work.

Work on professional-services-led SaaS implementations for large enterprise customers: gather requirements, design workflows, configure the platform, test, train users, mitigate risks, produce documentation, and help keep projects on time and on budget.

Support Advisory Board engagement and executive communications by developing materials, tracking integration initiatives, building dashboards, and leading cross-functional projects. Translate complex operational, financial, and technical information into clear briefings, coordinate stakeholders, maintain governance rhythms, and ensure follow-up actions. Drive accountability, manage risks and blockers, and handle sensitive information with discretion to enable executive decision-making and strategic alignment.

Own GTM strategy and category growth for assigned retail verticals across product and shipping protection. Lead pod operations, synthesize merchant and market insights into GTM playbooks, influence the product roadmap, advise key accounts, design custom solutions, and drive revenue and pricing competitiveness using data and AI-driven tools.

Lead end-to-end development of fraud and risk ML systems: define problems, engineer features, build and evaluate models, collaborate with product and engineering, deploy with ML engineers, and monitor production performance to detect drift and trigger retraining.

Participate in a 60-minute remote, paid interview and screen-share to demonstrate daily case management and document drafting workflows. Discuss responsibilities, highlight pain points in current legal software, and provide practical feedback to help improve tools.

Participate in a remote, paid user research session about agent-creation workflows. Complete a few guided digital tasks, answer structured questions, and share candid feedback about your experiences. Session is remote and compensated with a one-time $10 payment.

Join a 60-minute remote video interview to demonstrate daily workflows for frontline insurance claims adjusting or underwriting. Screen-share your primary workspace, walk through typical case handling, exceptions, decision-making, and discuss pain points and workarounds. No preparation required; session is guided and paid.

Lead the company's legal function as senior legal advisor to CEO and Board. Oversee governance, M&A, contracts, compliance, litigation, employment matters, data privacy/security, and manage internal and outside counsel while building and directing the Legal Department to support business growth and risk mitigation.