Top Tech Jobs & Startup Jobs in Chicago, IL

Develop new staffing and recruiting clients among small and midsized businesses. Responsibilities include prospecting through networking, LinkedIn, email, phone, referrals, and industry groups; building relationships with decision-makers; identifying hiring needs; generating qualified opportunities; managing a sales pipeline; nurturing prospects; and identifying new markets and partnerships. This is a remote, flexible, commission-only role with uncapped earning potential.

Build and scale Bubble’s backend infrastructure and platform services, improving performance, reliability, observability, capacity management, and data scalability. Contribute to workflow engines, data-tier systems, cloud infrastructure tools, and high-volume services. Participate in triage and on-call processes, diagnose incidents, and implement preventative improvements while collaborating effectively with engineering teammates.

Manage data collection and market research for telecom and datacenter suppliers, support RFP/RFQ creation, build vendor partnerships, coordinate cross-functional evaluation and contracting, track supplier performance and market trends, and provide data-driven recommendations to inform network expansion and procurement strategy.

Supports commercial insurance claims across GL, Cyber, D&O, Property, and Marine/Cargo lines. Responsibilities include submitting notices, gathering documentation, tracking deadlines and responses, assisting with coverage analysis and litigation recovery, drafting correspondence, maintaining audit-ready claim files, preparing reporting, and improving claims workflows through automation and technology.

Drive new-logo enterprise sales for NayaOne’s SaaS platform among major U.S. insurance carriers. Responsibilities include prospecting, executive relationship development, solution selling, negotiation, forecasting, CRM management, account-based campaigns, and navigating complex procurement, legal, security, and risk reviews. The role owns the full sales cycle, maintains pipeline coverage, partners with product and solutions teams, attends industry events, and meets substantial annual sales quotas. Remote work requires 30–35% travel.

Serve as a strategic partner and trusted extension of the CEO by managing complex calendars, access, domestic and international travel, briefings, meeting materials, stakeholder relationships, board presentations, executive communications, and personal logistics. The role requires exceptional judgment, discretion, organization, initiative, adaptability, and availability across time zones and outside standard hours.

Own the full enterprise sales cycle for cybersecurity solutions across named organizations with 5,000+ employees. Build pipeline through outbound prospecting, relationships, events, and partners; engage CISOs and security teams; lead technical evaluations; develop account plans and business cases; navigate security, privacy, legal, and procurement processes; forecast accurately; and provide customer insights to improve product strategy and sales execution.

Owns the Workday HRIS ecosystem, including configuration, security, integrations, data governance, reporting, releases, testing, and troubleshooting. Partners with HR, IT, Finance, and business stakeholders to optimize HR processes, automate transactions, improve data quality, manage connected HR technologies, and support implementations and upgrades. Develops dashboards and reports, oversees compliance and access controls, supports HR modules, and leads training, communications, and documentation.

Part-time contract Technical Recruiter responsible for full-cycle hiring across software engineering, data engineering, DevOps, and infrastructure roles. Duties include sourcing, screening, interviewing, candidate engagement, hiring-manager partnership, pipeline development, ATS administration in Workable, recruiting metrics, and offer negotiations. The role requires technical literacy, advanced sourcing expertise, strong communication, and at least three years of technical recruiting experience.

Lead technology initiatives that transform logistics processes into scalable automation. Set technical direction, coach engineers, identify opportunities for tools and integrations, improve decision-making workflows, and guide AI-native systems from concept through practical implementation. The role operates across data, applications, integrations, automation, and human-in-the-loop AI workflows while maintaining team focus and delivery momentum.