Top Tech Jobs & Startup Jobs in Chicago, IL

The Reliability Engineer develops reliability, availability, and maintainability strategies for defense systems and equipment. Responsibilities include supportability analysis, risk assessment, asset criticality ranking, failure and performance analysis, reliability metrics monitoring, root cause analysis, FMEA, fault-tree analysis, mitigation planning, maintenance optimization, and participation in design reviews. The role supports U.S. Department of Defense customers and requires collaboration with maintenance, operations, and engineering teams.

Create and publish short-form video content, schedule and manage social media posts, monitor engagement, grow audiences across multiple platforms, analyze performance metrics, and collaborate with founders on content calendars and marketing initiatives. The internship also includes training in AI tools, analytics, and content strategy.

Lead a three-person team conducting remote first-party ISO management system audits for a multinational client. Coordinate auditors, conduct the Australia site audit, lead opening and closing meetings, review findings for quality and consistency, complete audit checklists and reports, and respond to follow-up questions. The role requires recognized Lead Auditor qualifications, recent audit leadership experience, internal audit expertise, and availability aligned with Zurich and Australian time zones.

Source and engage specialized hardware and engineering candidates for Loft Orbital’s technical hiring needs. Responsibilities include proactive headhunting, talent mapping, market research, candidate outreach, technical alignment evaluation, pipeline development, and sourcing strategy across multiple requisitions. The role partners with recruiters and hiring managers, uses LinkedIn Recruiter and ATS tools, tracks outreach activity, and supports remote recruiting operations on a six-month contract.

Designs, implements, integrates, secures, and optimizes cybersecurity technologies across cloud, on-premises, hybrid, and multi-vendor environments. Leads security tool integration and automation using scripts, APIs, connectors, and orchestration workflows. Supports security architecture reviews, technology evaluations, incident response, security operations, troubleshooting, and continuous improvement. Collaborates with engineering, operations, development, administration, and customer stakeholders to improve cyber defense capabilities and resilience.

Supports media planning and campaign execution for programmatic digital out-of-home advertising. Develops media plans and presentations, manages opportunities from planning through reporting, communicates deal requirements, coordinates with Sales, Client Success, Ad Operations, publishers, Marketing, and Operations, and contributes to documentation and process improvements.

Own the full B2B sales cycle from outbound lead qualification through discovery, demonstrations, negotiation, proposals, and closing. Convert cold email prospects into revenue, maintain accurate CRM and pipeline reporting, handle objections, and achieve defined activity, conversion, deal, and quota targets. The role requires consultative selling, executive-level communication, fluent English, resilience, and documented success closing mid-to-high-ticket deals.

Lead commercial contracting and provide practical legal guidance across sales, partnerships, product, finance, marketing, people, and IT. Negotiate SaaS, enterprise, marketplace, vendor, data protection, and strategic agreements; support enterprise deals and diligence; improve legal intake, contracting processes, playbooks, and self-service resources. Advise on privacy, AI, product, regulatory, corporate, employment, compliance, and dispute matters while helping develop a scalable legal function.

Freelance Graphic Designer creating company profiles, corporate presentations, editorial publications, and other visual materials. Responsibilities include developing layouts with strong typography, composition, and hierarchy, while supporting branding, social media, infographics, and campaign design. The role is remote, output-based, and project-oriented, requiring independent work, clear communication, relevant portfolio experience, and reliable delivery against agreed timelines.

Own the full enterprise sales cycle for new Retail and Consumer Goods customers across North America. Build pipeline through outbound prospecting, industry networks, and partners; engage C-level stakeholders; lead consultative AI solution sales; develop ROI cases; close complex deals; and identify expansion opportunities. The role carries a $1M–$2M+ ARR quota, targets $100K–$500K ACV deals, and requires collaboration with founders, Product, and Engineering.