Top Tech Jobs & Startup Jobs in Chicago, IL

The Staff AI Engineer will analyze AI quality, implement improvements, manage projects, collaborate with teams, and shape AI capabilities in a remote-first environment.

Lead solutions advisory for the AMER region by supporting sales and customers through expert demonstrations, strategic proposals, contract lifecycle management guidance, and thought leadership. Partner with sales and product teams to develop tailored solutions, identify market opportunities, advise customers, and drive innovation. The role also involves customer relationship management, team compliance, partner programs, enablement, and business growth.

Own the full SaaS sales cycle across Central and Western North America, from prospecting and demos through negotiation and closing. Build inbound and outbound pipeline, sell to IT and digital workplace personas, maintain accurate HubSpot forecasting, develop Microsoft ecosystem partnerships, and collaborate with Customer Success and Product to drive onboarding and expansion revenue.

Manage a portfolio of enterprise customers, lead technical onboarding and integrations, drive product adoption and expansion, surface customer feedback to Product/Engineering, create technical documentation, and run cross-functional initiatives to scale success.

Founding product design role responsible for end-to-end UX for a B2B SaaS behavioral health platform. Design and iterate 0-1 features, prototype and produce pixel-perfect Figma assets, synthesize user research, translate PRDs into production designs, and support marketing/brand design needs.

Monitor system alerts during assigned shifts, follow troubleshooting flowcharts, restart hardware, escalate unresolved issues, and maintain detailed action logs. The role provides flexible afternoon, weekend, and absence coverage while supporting operations for electromechanical power systems. Success requires technical aptitude, attention to detail, independent judgment, strong communication, and the ability to prioritize issues in a fast-paced environment.

Leads the strategy, roadmap, and execution of search, ranking, matching, and recommendation products for a two-sided marketplace. Oversees algorithmic performance, resource allocation, experimentation, metrics, executive communication, and cross-functional alignment across consumer and enterprise experiences. Coaches product managers and establishes scalable operating rituals while connecting technical improvements to engagement, retention, customer value, and marketplace growth.

Own the full sales cycle for cloud-based software serving fire and EMS agencies, from prospecting and consultative discovery through solution design, proposals, negotiation, and closing. Build strategic pipelines, manage forecasts and CRM hygiene, navigate complex public-sector procurement, and engage chiefs, IT leaders, procurement teams, and other stakeholders. Collaborate with Sales Engineering, Marketing, Implementation, and Customer Success to support successful onboarding, adoption, and revenue growth.

Owns SwimOutlet and Sporti’s organic social presence and social creative production across video, UGC, motion graphics, and static content. Responsibilities include shooting, editing, publishing, community management, ambassador program management, paid-social creative testing, performance analysis, trend monitoring, and brand-voice stewardship. The role partners with the CMO and internal teams to align content with business priorities and optimize creative based on performance data.

Develops and closes new and repeat business for genomics, IHC, proteomics, and flow cytometry services. Responsibilities include prospecting pharma and biotech customers, presenting scientific service solutions, coordinating strategic meetings with senior scientific leaders, managing a 25–50+ opportunity pipeline, evaluating project feasibility, advancing deals, reporting market intelligence, collaborating with scientific and commercial teams, and traveling up to 50%.