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Top Tech Jobs & Startup Jobs in Chicago, IL
Insurance
Handle complex, high-exposure bodily injury claims with limited supervision. Responsibilities include investigating claims, evaluating coverage, liability, and damages, negotiating settlements, managing litigated files, maintaining reserves, presenting selected claims to committees, and mentoring teammates. The role requires strong judgment, communication, negotiation, problem-solving, and relationship-building skills, along with experience working with attorneys and complex claims.
Cloud • Software
Owns the go-to-market technology stack and drives adoption across Sales, Marketing, Customer Success, Channel, and Professional Services. Responsibilities include Salesforce and GTM platform administration, workflow integration, AI-driven automation, revenue operations enablement, systems governance, process optimization, and cross-functional technical leadership. The role improves pipeline velocity, forecasting, retention, expansion, operational efficiency, and user productivity through scalable systems and enablement.
Top Skills:
Artificial IntelligenceSalesforceSystems IntegrationWorkflow Automation
Fintech
Supports CX Operations through business analysis, process optimization, project management, requirements gathering, performance reporting, dashboard development, and custom analysis. The role translates operational needs into business requirements, validates solutions, analyzes appraiser and broker coverage, develops business justifications, and communicates insights and recommendations to leadership. It manages multiple initiatives, supports system enhancement requests, and partners cross-functionally with finance, sales, product, and operations teams.
Top Skills:
Amazon QuicksightGoogle SheetsGoogle SlidesExcel
Social Impact
Cultivate and steward a portfolio of 350–600 mid-level donors, securing $6,000–$10,000 gifts and developing prospects for major giving. Build personalized donor relationships, manage qualification and cultivation pipelines, use segmentation and engagement metrics, maintain CRM records, and communicate organizational impact. The role requires regular U.S. travel, cross-functional collaboration, and expertise in charity: water’s programs and WASH issues.
Top Skills:
Salesforce
Artificial Intelligence • Robotics • Defense • Automation
Owns Windows and Linux administration across a hybrid, multi-cloud environment. Designs and deploys enterprise infrastructure across multiple sites, administers Azure Government, Entra ID, Proxmox, storage, networking, and endpoint systems, and automates configuration with Ansible. The role also leads disaster recovery, compliance hardening, infrastructure security, on-call emergency response, and mentorship of junior engineers.
Top Skills:
Active DirectoryAnsibleAWSAzure Gcc-HighAzure GovernmentDebianJuniperLinuxAzureMicrosoft Entra IdMicrosoft IntuneNetappPalo AltoProxmox Backup ServerProxmox VeSd-WanUbuntuVeeamWindows Server
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Insurance
Evaluate complex reinsurance pricing opportunities, conduct pricing reviews, develop recommendations, and support underwriting strategy and portfolio management. Lead pricing tool development and governance, perform premium forecasting, review actuarial work, mentor analysts, and analyze exposure and concentration risks. Partner with underwriting, catastrophe modeling, claims, and business leaders to guide profitable growth and strategic decisions.
Top Skills:
PythonRSQL
Healthtech
Leads strategy, reliability, optimization, and conversion growth across the company’s websites, apps, and member portals. Owns uptime, monitoring, incident response, analytics, CRO experimentation, accessibility, content quality, privacy compliance, and migration from Webflow to a code-based platform. Partners with marketing, IT, clinical operations, and product teams while managing external developers and agencies. Protects SEO, tracking, attribution, performance, and brand quality throughout digital platform improvements.
Top Skills:
Adobe AnalyticsCSSGoogle Analytics 4HTMLJavaScriptSlackWebflow
Blockchain • Fintech • Information Technology • Software • Financial Services
Lead the iOS engineering team and technical architecture for Aave App. Build secure blockchain functionality including wallets, private keys, transaction signing, RPC interactions, gas estimation, and onchain data flows. Establish standards for Swift and UIKit development, testing, observability, performance, release safety, and incident response. Remain hands-on with foundational architecture and security-sensitive features while mentoring engineers and partnering with product, design, backend, protocol, and security teams.
Top Skills:
Account AbstractionBlockchainiOSRpcSwiftUikit
Healthtech
Supports Account Managers with the end-to-end execution of promotional programs, including client onboarding, regulatory approvals, production, reporting, meeting preparation, timeline tracking, documentation, and cross-functional coordination. The role manages multiple priorities, monitors deliverables and metrics, communicates status updates, and helps ensure programs are accurate, timely, compliant, and aligned with client expectations.
Artificial Intelligence • Cloud • Software
Leads large-scale cluster deployment from rack delivery through production acceptance, including network bring-up, cabling verification, GPU-fabric integration, validation, burn-in, and RCCL performance testing. Manages deployment engineers across concurrent builds, improves deployment velocity, establishes operational playbooks and acceptance gates, coordinates with data center teams and vendors, and drives defect resolution across network, cabling, and hardware partners.
Top Skills:
AnsibleGpu ClustersNcclNetwork FabricsOptical NetworkingPythonRccl
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