Top Tech Jobs & Startup Jobs in Chicago, IL

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.

Build and maintain full-stack software using TypeScript, Go, and Python, including backend, frontend, and architectural development. Collaborate with developers, designers, product managers, and Department of Defense stakeholders to develop AI-powered solutions, take products from concept to launch, conduct code reviews, and support customers through travel when needed.

Develop, test, and ship features for patient-facing applications, booking systems, clinical operations tools, and internal platforms. Collaborate with senior engineers on implementation, code reviews, debugging, troubleshooting, and automation for scheduling and patient engagement workflows. Build foundational experience with mobile applications, healthcare data systems, APIs, databases, version control, and production software while contributing to a collaborative engineering team.

Guide new clients through software implementation, including kickoff meetings, project planning, platform configuration, data coordination, training, launch support, and early adoption. Manage timelines, milestones, documentation, and risks while coordinating clients and internal teams. Conduct post-launch health reviews, identify adoption barriers, create scalable onboarding resources, and improve implementation processes. Support client events, feedback collection, renewals, and expansion through successful implementation outcomes.