Top Tech Jobs & Startup Jobs in Chicago, IL

Leads capital markets operations for reverse mortgage portfolios, specializing in HECM remediation, securitizations, loan sales, investor relationships, and secondary market execution. Oversees FHA, HUD, Ginnie Mae, and investor compliance, mitigates repurchase and financial risk, improves operational processes, manages loan delivery into HMBS pools, and allocates resources to direct reports. Requires extensive mortgage capital markets, securitization, trading, and leadership experience.

Lead and grow a small team of senior product designers as a player-coach: hire, coach, set design vision and craft standards, ship high-leverage design work, partner with Product/Engineering/Marketing, and represent design across cross-functional forums to deliver coherent consumer product experiences.

Own day-to-day learning and development operations for care team onboarding across multiple markets. Manage training calendars, trainers, subject matter experts, session logistics, onboarding checklists, and LMS completion tracking. Lead training-week execution for new market launches, coordinate shadowing programs, measure training effectiveness, and use data and feedback to improve delivery. Build scalable training resources and launch playbooks while partnering with Clinical Operations and market leaders.

Manage consolidated financial close and reporting for a global multi-entity nonprofit: prepare and review journal entries, reconcile balance sheet accounts, perform intercompany eliminations and revenue reconciliations, manage bank and payment settlements, support audits, and drive process and system improvements.

Develop and maintain scalable full-stack applications using Java Spring Boot and React. Build REST APIs, integrate warehouse and logistics systems, and work with Apache Kafka event streams. Support legacy application modernization, distributed systems, microservices, relational databases, production troubleshooting, performance improvements, testing, code reviews, and cross-functional technical collaboration.

Close inbound deals with technical customers, manage proofs of concept, collaborate with solutions engineers, support customers in Slack, answer technical questions honestly, and improve internal sales systems. The role requires technical literacy, systematic pipeline management, strong written communication, urgency, independence, experimentation, and customer-focused judgment.

Own the technical pre-sales process for enterprise customer data platform opportunities. Lead discovery, architecture discussions, demonstrations, proofs of concept, security reviews, RFPs, and technical due diligence. Partner with Account Executives to win complex deals, advise customers on data strategy, and hand off implementations to Customer Success. Provide field insights for product direction and create scalable technical content.

Generate and manage a mid-market sales pipeline, prospect and cold-call churches, conduct product demonstrations, develop value propositions, negotiate contracts, close deals, and meet revenue quotas. Maintain Salesforce records, collaborate with SDRs, marketing, partner success, and implementation teams, and build relationships with church leaders. The role requires visiting 30–40 churches monthly and supporting the full sales lifecycle.

Leads exposure management and vulnerability management across cloud, hybrid, SaaS, applications, APIs, certificates, domains, and shadow IT. Identifies, validates, prioritizes, and reports vulnerabilities, misconfigurations, leaked data, and other cybersecurity risks. Designs and implements security solutions, supports remediation and penetration testing, integrates threat intelligence, advises on security architecture, and mentors team members. Requires advanced cybersecurity expertise, cross-functional collaboration, and knowledge of security frameworks and technologies.

Supports the organization’s regulatory compliance and quality assurance programs by monitoring regulatory changes, conducting compliance risk assessments, coordinating audits and examinations, performing independent testing, validating corrective actions, and preparing management reports. The role develops testing plans, maintains risk assessment methodologies, collaborates with subject matter experts and risk owners, tracks remediation activities, and contributes to continuous improvement in enterprise compliance risk management.