Top Tech Jobs & Startup Jobs in Chicago, IL

Create digital graphics and visual assets for marketing, social media, websites, advertisements, presentations, product content, and internal communications. Maintain CareerSwift’s visual identity and brand guidelines while adapting designs across platforms and formats. Collaborate with marketing and other teams, incorporate feedback, organize reusable design assets, and deliver multiple projects on deadline in a remote environment.

Manage a portfolio of B2B SaaS accounts throughout the customer lifecycle, building executive relationships, conducting business reviews, monitoring health and churn risk, and supporting renewals. Identify expansion opportunities with Account Executives, synthesize customer feedback for Product and Engineering, and advocate for customer needs. The role requires strong communication, analytical ability, attention to detail, resourcefulness, and cross-functional collaboration. Remote work is available across US time zones.

Lead the vision, strategy, and execution of Oyster’s Employer of Record product across onboarding, payroll, benefits, compliance, and offboarding. Manage and develop a multi-layered product organization, prioritize complex initiatives, and partner with Engineering, Design, Legal, Finance, and Operations. Drive AI-powered automation, scalable workflows, measurable business outcomes, and product quality across a regulated global employment platform.

Own and scale product marketing, content, and sales enablement end-to-end: GTM messaging, launches, sales materials, competitive differentiation, and measurement to drive pipeline, deal acceleration, and win rates. Manage multiple senior initiatives, align cross-functional stakeholders, and use AI to scale output and optimize results.

Leads a controls support engineering team responsible for post-commissioned warehouse automation systems. Oversees technical issue resolution, escalations, resource allocation, documentation, system reliability, and customer satisfaction. Develops measurable cross-training programs across multiple controls platforms, tracks capability progress through KPIs and skills matrices, and mentors team members. Collaborates with software, mechanical, and site operations teams to improve system performance and support processes.

Leads vCISO and cybersecurity compliance engagements for multiple clients, including CMMC and NIST assessments, SSP and POA&M development, risk assessments, framework mapping, audit and assessor support, incident response, and remediation coordination. Advises clients on regulatory obligations, security tooling, and compliance strategies while managing client relationships, engagement health, reporting, and delivery quality across a large portfolio.

Design, deploy, and manage machine learning models supporting client acquisition, retention, and reactivation. Develop Next Best Action, CRM, paid media, and personalization solutions using LLMs and traditional ML. Design and interpret experiments, analyze large-scale datasets, communicate recommendations to stakeholders, and collaborate with product, design, and engineering teams on product and infrastructure roadmaps.

Leads GoDaddy’s highest-priority corporate strategy initiatives, addressing growth markets, competitive dynamics, capabilities, resource allocation, partnerships, and M&A. Converts ambiguous executive questions into rigorous analyses, strategic recommendations, business cases, and implementation plans. Advises senior leaders, drives cross-functional initiatives, builds repeatable strategy capabilities, and communicates clear recommendations that produce measurable business outcomes.

Digitize, restore, remediate, and reformat historic analog and digital visual media in a digital studio. Maintain project logs, asset tracking, archival reports, metadata, chain-of-custody records, and secure file delivery procedures. Collaborate with clients and studio teams on technical information exchange, equipment calibration, quality control, troubleshooting, and high-volume project completion.

Design and deliver enterprise-grade Generative AI solutions on AWS using Bedrock and AgentCore. Architect LLM-based applications, RAG pipelines, agentic workflows, vector DB integrations, and APIs. Optimize models for performance, cost, and quality, ensure security and governance, lead teams, and troubleshoot production GenAI systems.