Top Tech Jobs & Startup Jobs in Chicago, IL

Provides high-touch business travel consulting and reservation services across air, rail, car rental, hotel, ferry, black car, and charter bookings. Manages client portfolios, applies travel policies, identifies savings, supports online and offline booking tools, maintains service-level agreements, and builds lasting client relationships. The role requires strong business travel knowledge, GDS expertise, exceptional communication, attention to detail, and proficiency with Navan and R&M technology.

Lead a team of Strategic Account Executives selling SaaS solutions to major enterprise customers. Responsibilities include hiring, coaching, account and territory planning, pipeline reviews, forecasting, sales enablement, KPI management, revenue target attainment, and direct involvement in high-priority deals. The role partners cross-functionally with Sales Development, Sales Engineering, Product, Marketing, Customer Success, Legal, and Sales Operations to drive strategic sales execution.

Lead accounting function including GL, AP/AR, payroll, financial reporting, controls, audits, and tax filings. Develop policies, streamline month-end close and automation, manage cash flow, provide financial analysis for forecasting and strategic planning, and mentor the accounting team to ensure compliance and operational efficiency.

Calculates, adjusts, audits, and processes sales commissions for agents. Maintains commission databases and records, investigates payout disputes, reconciles discrepancies, answers commission and 1099 questions, supports recurring commission processes, and recommends process improvements while ensuring accurate and timely payments.

Leads integrated marketing and market development for DNSid, including strategy, campaigns, website and digital experience, PR, analyst relations, executive thought leadership, conferences, partner marketing, community engagement, and personalized B2B programs. Coordinates Product Marketing, Developer Relations, Commercial Operations, Business Development, and Corporate Marketing to drive a unified go-to-market motion. Owns marketing performance measurement, launches, communications, and commercial growth initiatives.

Develop and maintain a password-protected .AI KPI dashboard using Identity Digital Data Warehouse data and a mutually agreed web framework. The dashboard will provide near-real-time updates, executive-level views, drill-down functionality, and metrics covering registry growth, financial performance, technical infrastructure, and security. The contractor will collaborate with technical and business stakeholders, maintain an in-person presence in Anguilla, coordinate deliverables, and provide emergency support when required.

Develop and execute developer marketing strategy for DNSid, an AI agent identity platform. Build developer communities across GitHub and open-source channels; create tutorials, documentation, webinars, newsletters, and technical communications; support hackathons and conferences; coordinate partner programs; and establish feedback loops with Product and Engineering to drive adoption and advocacy.

Provides partner-facing support for cybersecurity incidents through email, chat, and phone. Triages SOC queues, troubleshoots security and product questions, translates findings into practical guidance, coordinates escalations, supports high-severity incident calls, documents investigations, manages follow-ups, and contributes to knowledge-base and process improvements. The role includes scheduled live coverage and occasional weekend or on-call support.

Supports global compensation programs through market benchmarking, job leveling, data audits, annual merit and bonus cycles, equity planning, bonus calculations, and compensation inquiries. The role uses Excel, Workday, ServiceNow, and Radford/Aon survey data to model compensation, maintain data integrity, support compliance, and advise managers, recruiters, and HR business partners on pay recommendations and policies.

Owns five revenue operations pillars: deal desk, software provisioning, analytics, time-critical HubSpot marketing support, and DealHub CPQ change management. Partners with Sales, Finance, Customer Success, Legal, and Marketing to improve quote-to-cash workflows, automate manual processes, strengthen reporting, document SOPs, and advise sales leadership. Provides cross-functional coverage across CRM, quoting, deal desk, and provisioning operations.

Leads strategic process-improvement initiatives across digital marketplace operations. Maps current and future-state processes, conducts data analysis, develops business cases, manages improvement roadmaps, and oversees cross-functional project delivery. Partners with finance, analytics, and business stakeholders to influence priorities, implement changes, measure outcomes, and improve adoption. Requires strong communication, process design, executive presentation, and change-management skills.

Administer and improve Workday and multi-platform HR security, including role-based access, security groups, access reviews, request approvals, audit support, governance documentation, and compliance controls. Evaluate elevated access requests, identify risks, resolve routine issues, coordinate remediation, and escalate complex decisions. Partner with HR, IT, Legal, and Compliance stakeholders to strengthen policies, processes, and least-privilege access across Workday, Peakon, UKG, Prism, and HR data platforms.

Leads an instructional design team and oversees learning strategy, curriculum development, and delivery across Cox Automotive. Partners with stakeholders to identify capability gaps, prioritize investments, manage learning portfolios, and deliver instructor-led, virtual, digital, and blended solutions. Drives innovation using learning technologies and AI-enabled practices, measures program effectiveness, manages resources and priorities, and develops a high-performing team focused on business impact and continuous improvement.

Own actuarial models and client-facing reporting measuring cost savings, outcomes, and performance of healthcare prior authorization programs. Analyze authorization and claims data, conduct impact evaluations, reconcile projected and realized results, investigate trends, and present executive-level insights to customers and leadership. Partner with clinical, customer success, data, and actuarial teams while maintaining reproducible, auditable methodology and documentation.

Develop and maintain financial and cost-savings models for prior authorization initiatives. Analyze healthcare claims, authorization trends, decision patterns, and cost drivers; quantify projected savings; and deliver executive reports and recommendations. Partner with clinical and customer success teams to address authorization challenges, conduct post-implementation assessments, and refine savings strategies. This remote-first role requires approximately 5% travel for onboarding and occasional meetings.