Top Tech Jobs & Startup Jobs in Chicago, IL

Owns daily People Operations systems and processes for a global startup, including HRIS administration, employee records, contracts, compliance, reporting, access management, devices, support requests, and workflow automation. The role maintains data integrity, supports SOC 2 activities, improves integrations, and assists employees with benefits, policies, and technology. It may also expand into executive administrative support.

Plans and coordinates travel itineraries, accommodations, transportation, and activities for individual and group clients. Provides tailored travel solutions, responds to inquiries, and follows up on bookings. Supports marketing campaigns by creating brochures, newsletters, online content, social media posts, and promotional materials for destinations and travel services. Maintains strong customer service while working independently and collaboratively in a flexible remote environment.

Provides onsite and remote Windows desktop, helpdesk, hardware, network, server, printer, VPN, connectivity, and Microsoft 365 support. Responsibilities include troubleshooting, proactive system maintenance, backup solutions, user assistance, documentation, and general firewall and cloud platform support. The role requires strong Windows proficiency, technical problem-solving, organization, communication, and onsite availability in a hybrid full-time environment.

Supports community sales and move-in coordination for a senior living community. Responsibilities include assisting with marketing plans, outreach, prospect communication, tours, reporting, model suite maintenance, move-in readiness, and onboarding new residents to services and activities. The role also follows up with new residents and communicates sales, marketing, and census information to leadership.

Manages day-to-day digital content operations for in-store retail media and digital signage programs. Responsibilities include scheduling playlists and campaigns, publishing content through CMS platforms, configuring sensors and triggers, performing quality assurance, monitoring playback and devices, maintaining content libraries and deployment records, resolving issues, coordinating asset intake, and supporting workflow automation and continuous improvement.

The Talent Acquisition Advisor manages full-cycle recruiting from intake through onboarding. Responsibilities include partnering with hiring managers, developing sourcing pipelines, using market intelligence and data to guide hiring decisions, sourcing and interviewing candidates, presenting qualified talent, filling critical roles, and improving candidate and hiring manager experiences. The role requires managing multiple priorities in a fast-paced environment while maintaining quality, accuracy, and strong stakeholder relationships.

Student internship supporting People Operations: create a strategic hiring plan for a part-time Coordinator, build internal communication structures for the internship program, and complete a course-aligned project with mentor guidance to develop internal processes for educational and marketing teams.

Oversees global equity compensation accounting, administration, financial close, reporting, disclosures, tax and payroll coordination, controls, audits, and process improvement. Manages equity plans including options, RSUs, and PSUs; maintains capitalization and roll-forward schedules; supports SEC filings, board materials, and cross-functional initiatives. Partners with HR, Legal, Tax, Payroll, auditors, and third-party administrators while mentoring staff and ensuring accurate reporting under U.S. GAAP and ASC 718.

Sell new and used vehicles through consultative sales, product demonstrations, customer relationship building, payment-term negotiation, and follow-up. The role requires meeting sales objectives, becoming a product expert, reporting activities and results to the Sales Manager, and transitioning customers to the Service Department. Candidates need prior automotive sales experience, strong communication skills, a performance-driven mindset, flexible availability including weekends, a valid driver's license, and insurability.

Own the full sales cycle for mid-market and enterprise freight brokerages, including prospecting, consultative discovery, tailored demos, forecasting, negotiation, and closing. Build pipeline, achieve ARR targets, quantify ROI, collaborate with Product, Marketing, and Customer Success, and represent the company at conferences and webinars. The role requires freight brokerage expertise and preferably full-cycle SaaS sales experience.