Top Tech Jobs & Startup Jobs in Chicago, IL

Leads the design, development, deployment, maintenance, and support of scalable web applications. Responsibilities include coding, debugging, code reviews, API-first development, performance optimization, testing, cloud-native deployments, database and caching strategy, production monitoring, incident response, mentoring engineers, and cross-functional collaboration with product, design, customers, and vendors.

Owns enterprise revenue forecasting, financial modeling, KPI analysis, scenario planning, executive reporting, and FP&A process improvement. Partners with finance and business leadership to validate assumptions, align forecasts with strategy, identify risks and opportunities, and influence decisions. The role also advances scalable, automated, and AI-led processes while ensuring data integrity and cross-functional accountability.

Handle guest and host support cases across chat, email, phone, and SMS. Resolve booking issues, mediate disputes, process cancellations and adjustments, and use AI tools and knowledge bases to draft accurate responses. Track response-time and quality metrics, maintain detailed case notes, escalate appropriately, and identify recurring policy or product issues for leadership. Participate in team standups and contribute to a collaborative remote culture.

Manage a high-volume sales pipeline, present accounting and tax services through Google Meet, educate small business clients, build relationships, follow up throughout the sales cycle, and maintain accurate CRM records. The role requires consultative selling, strong communication, disciplined time management, technology adaptability, and achievement of sales targets in a fully remote environment.

Manage a high-volume sales pipeline, conduct virtual presentations and product demonstrations, educate small-business clients about accounting and tax services, and advance deals through consultative selling and follow-up. Maintain accurate CRM records, build trusted client relationships, meet sales targets, and adapt to sales technology. The role is fully remote, requires employee-provided equipment, and includes comprehensive training.

Leads Scrum delivery across multiple product and platform teams, facilitates ceremonies, removes impediments, mentors Scrum Masters, and drives Agile adoption and continuous improvement. Partners with Product Owners, engineering leaders, and senior management to improve delivery predictability, prioritize backlogs, track metrics, manage risks, and establish consistent processes. Uses Azure DevOps and generative AI tools such as Claude and Copilot to improve productivity and delivery quality.

Lead end-to-end electrical rack integration for high-performance computing: architecture, power budgeting, vendor management, safety/certification compliance, testing (hi-pot, continuity, load), failure analysis (FMEA), and factory test strategy while mentoring engineers and collaborating with cross-functional teams.

Staff Accountant responsible for general ledger accounting across multiple companies, including financial statement preparation, bank and account reconciliations, journal entries, month-end and year-end close, payroll cost allocation, and variance analysis. The role requires maintaining accurate financial records, investigating discrepancies, supporting audit readiness, and collaborating remotely while managing deadlines.

Own the full enterprise sales cycle as Voidhawk’s first sales hire, from prospecting and discovery through technical evaluation, negotiation, procurement, and close. Build pipeline independently, establish repeatable sales processes, refine ICP and messaging, maintain CRM discipline, forecast accurately, and provide market feedback to product teams. The role requires selling complex security or technical infrastructure solutions to security, engineering, executive, finance, legal, and procurement stakeholders, while using AI to improve research, outreach, preparation, follow-up, proposals, and CRM workflows.

Provides frontline technical support for healthcare members by diagnosing hardware and software issues, guiding onboarding, resolving inquiries across phone, email, and chat, documenting root causes, and improving troubleshooting resources. The role requires empathetic communication, multitasking, schedule flexibility, remote-work effectiveness, and collaboration with internal teams. Over time, the specialist handles increasingly complex issues, identifies recurring technical problems, supports peers, and contributes to improved member satisfaction and operational processes.

Leads centralized controllership and record-to-report activities, including month-end close, general ledger, account reconciliations, journal entries, estimates, reserves, and financial reporting. Oversees accounts payable governance, treasury support, audits, SOX controls, tax processes, and audit readiness. Partners with finance, shared services, and outsourced teams while supervising accounting staff and driving system implementations, process improvements, and special projects.

Lead state and local tax consulting and compliance engagements, including nexus studies, taxability analyses, exposure reviews, audit defense, and voluntary disclosures. Advise clients on multi-state tax matters, research tax laws, identify savings and risk mitigation opportunities, mentor tax professionals, manage client relationships, collaborate across service lines, and support business development.