Top Tech Jobs & Startup Jobs in Chicago, IL

Serve as CEO's right hand to define success metrics, lead cross-functional initiatives, build internal systems and processes, analyze product and customer data, run growth experiments, manage vendors, and operationalize high-impact projects to scale the company.

Build Butter’s media arm from scratch by developing content formats, workflows, publishing cadence, and production systems. Create and direct short-form videos, test hooks and platforms, manage freelance editors, motion designers, and writers, collaborate with creators and influencers, and turn product launches, tutorials, and partnerships into engaging content. Own audience growth, performance measurement, and scalable production operations while working closely with the CEO.

Manages defined projects and workstreams for the Data Solutions team, coordinating schedules, deliverables, meetings, documentation, budgets, risks, and client communications. The role supports senior project managers, tracks project progress and resources, facilitates internal and client meetings, maintains RAID logs, and escalates issues. This remote position serves Washington State residents and requires minimal travel a few times annually.

Provides technical support for EasyPost’s GlobalShip enterprise shipping solution. Responsibilities include client configuration, troubleshooting, customer follow-up, minor software and database adjustments, software testing and deployment, issue escalation, and coordination with support and integration teams. The role requires managing multiple support issues, communicating effectively with customers and internal teams, and adapting to new technologies. Travel is required occasionally, and the position may be remote or hybrid.

Leads planned giving strategy and program development, including donor cultivation, solicitation, stewardship, professional advisor engagement, legacy prospect development, marketing, estate administration, charitable gift annuities, and gift administration. Builds cross-organizational partnerships and manages complex philanthropic, financial, legal, and estate-planning strategies to grow long-term charitable support.

Leads end-to-end customer contracting, including drafting, redlining, and negotiating MSAs, SOWs, order forms, amendments, and NDAs. Manages vendor onboarding, due diligence, security questionnaires, RFP/RFI responses, contract governance, approvals, and obligation tracking. Partners with Legal, Sales, Product, Engineering, and Delivery teams while advising on commercial operations tools and prioritizing contracting workstreams.

Leads national sales growth for wireless infrastructure assets by developing executive carrier relationships, originating leasing and collocation opportunities, negotiating portfolio-level agreements, managing pipeline forecasting, and collaborating across real estate, operations, legal, finance, and asset management teams.

Leads end-to-end customer contracting, including drafting, redlining, and negotiating MSAs, SOWs, order forms, amendments, and NDAs. Manages vendor onboarding, security questionnaires, due diligence, contract governance, and RFP/RFI responses. Partners with Legal, Sales, Product, Engineering, and Delivery teams while maintaining contract records and advising on commercial operations tools. This fully remote individual contributor role requires strong contractual judgment, autonomy, and occasional travel.

Build and deploy NLP and LLM-based machine learning models for an AI-powered risk intelligence platform. Responsibilities include text classification, entity extraction, clustering, topic detection, RAG, agentic workflows, semantic search, model evaluation, production monitoring, retraining, and scalable ML service deployment. Collaborate remotely with data engineers, backend engineers, and product stakeholders on high-volume, multilingual text data.

Leads and develops an electrical engineering team while remaining hands-on with switchgear, switchboard, and power distribution design. Reviews drawing packages and BOMs, assigns project ownership, manages delivery commitments, provides technical direction, supports customer and Sales communication, and ensures compliance with electrical standards. The role also contributes to design standards, manages capacity and technical risks, and collaborates with Project Management, Production, Procurement, Quality, Sales, and Test teams.