Top Tech Jobs & Startup Jobs in Chicago, IL

Leads full-cycle technical implementations of a cloud-native digital banking platform, including requirements discovery, configuration, custom development, integrations, testing, data migration, environment management, deployment, and production support. Serves as the primary technical client contact, translates business needs into solutions, troubleshoots technical issues, coordinates cross-functional delivery, and improves implementation processes, documentation, tooling, and reusable components.

Designs, deploys, documents, monitors, and diagnoses cloud-based distributed services and client applications. Provides escalation support, supports AI-enabled software development, manages scaling and databases, maintains CI/CD environments, tests APIs, and monitors application releases and dependencies. The role collaborates across development and operations teams in a fast-moving product company.

Partners with Account Executives to support sales opportunities through technical expertise, customized solution design, product demonstrations, presentations, RFP responses, and prospect support. Maintains demo environments and knowledge resources, troubleshoots technical issues, documents customer requirements, and provides product feedback to Product Management. Also supports evaluations, customer escalations, and newer Solutions Engineers while managing multiple opportunities independently.

Leads strategic procurement and category management for SaaS, on-premises software, hardware, telecom, and IT services. Manages renewals, sourcing strategies, vendor relationships, VARs, contracts, SOWs, cost optimization, and compliance. Partners with IT, Security, Engineering, Finance, Legal, and executive stakeholders on negotiations, make-versus-buy decisions, total-cost analysis, and technology requirements. The role manages complex, high-volume sourcing activities in a fast-growth environment.

Own integrated B2B demand generation and growth marketing strategies across ABM, digital advertising, email, outbound, and analytics. Manage two BDRs, agencies, and vendors while partnering with sales leadership to generate qualified pipeline and improve conversion. Build campaigns, lists, landing pages, and performance reporting; establish KPIs and continuously optimize channels. The role requires 7+ years of B2B marketing leadership experience, preferably in SaaS or enterprise software, with travel for offsites or events.

Leads security operations strategy, incident response, penetration testing, SOC coordination, detection engineering, M&A security assessments, control improvement, security engineering teams, and vendor management. Acts as the CISO’s technical deputy while remaining hands-on with security investigations and engineering. The role requires expertise across cloud, network, identity, detection, and incident response, with strong Azure and Microsoft Sentinel experience.

Own the strategy, roadmap, and commercial development of Sidecar Health’s provider marketplace platform, including provider profiles, pricing data, discovery, advertising, billing, and marketplace metrics. Lead cross-functional teams across Product, Engineering, Design, Data, Legal, Compliance, Marketing, and Provider Strategy. Drive provider acquisition, activation, monetization, experimentation, build-versus-buy decisions, regulatory requirements, and the transition from MVP to a scalable self-service product.

Build and maintain third-party integrations for HRIS, payroll, ATS, notification, and business intelligence platforms. Develop configuration-driven integration systems, APIs, data pipelines, AI features, developer tooling, monitoring, and alerting. Own the full development lifecycle, including research, implementation, testing, deployment, troubleshooting, and maintenance. Collaborate with product, customer success, external partners, and engineering teams to improve reliability and customer impact.

Recruit physician, technical, and corporate talent by sourcing candidates, screening applicants, coordinating interviews, managing pipelines, communicating with candidates and hiring managers, extending offers, and maintaining accurate ATS and pre-employment compliance records.

Manage and grow a high-profile client’s social media presence across Instagram, TikTok, X, and other platforms. Responsibilities include developing strategies and content calendars, coordinating branded partnership content, creating or directing multimedia assets, managing approvals and publishing, engaging with audiences, monitoring performance, and preparing reports. The role requires collaboration with the client, talent representation teams, brand partners, and creative vendors, with occasional event attendance and hands-on content production.