Top Tech Jobs & Startup Jobs in Chicago, IL

Guide new Kite customers through software configuration, training, and launch. Lead virtual kickoff sessions, gather requirements, configure customer sites, troubleshoot issues with Engineering and Product, recommend relevant services, and proactively support adoption. Conduct follow-up and ongoing training, maintain product expertise, and travel up to 25% to onboard major clients in person and support go-live.

Designs and delivers scalable training, onboarding programs, webinars, and instructional videos for customers, partners, and internal teams. Maintains learning content, measures training effectiveness through engagement and performance data, pilots new approaches, and coordinates resources across teams. The role includes up to 25% travel for in-person client training and go-live support.

Lead the vision, strategy, roadmap, and full lifecycle for new AI-native vertical software products serving wellness SMBs. Conduct field research with practitioners, define workflows and requirements, collaborate with engineering and design to ship rapidly, and guide onboarding, adoption, pricing, positioning, and product-led growth. The role requires 0-to-1 product development, AI-native product expertise, startup experience, and strong ownership in an ambiguous environment.

Own full-cycle global recruiting for Grafana Labs, including sourcing passive candidates, managing Greenhouse processes, coordinating interviews, guiding candidates, generating offers, and transitioning hires to People Operations. The recruiter will partner with senior leaders, maintain hiring documentation, manage headcount and compensation alignment, provide proactive stakeholder updates, and ensure recruiting projects meet deadlines and process requirements.

Own full-cycle global recruiting for sales roles, including sourcing passive candidates, managing Greenhouse workflows, coordinating interviews, maintaining hiring documentation, aligning compensation and equity, and guiding candidates through offers and transitions. Partner with sales leaders and hiring managers, manage multiple priorities, provide proactive updates, and ensure recruiting projects meet deadlines and process requirements.

Design, build, operate, and maintain secure, resilient AWS cloud and container infrastructure. Lead technical initiatives, improve developer experience through automation and self-service platforms, troubleshoot production incidents, support migrations, and develop infrastructure tooling. Collaborate across engineering teams, participate in code reviews, mentor peers, and reduce operational toil through automated testing, observability, and infrastructure as code.

Analyze operational data, build and maintain Power BI dashboards, validate data quality, investigate trends and discrepancies, document reporting definitions, and communicate findings to business stakeholders. Partner with IT, data engineering, and analytics teams to resolve data issues and support reliable reporting. Use SQL, Power Query, DAX, Excel, and AI-enabled analytics tools to transform data and inform process improvements.

Own U.S. defense revenue across hardware, data, and software products while personally closing strategic federal opportunities and coaching a defense sales team. Develop growth plans, customer relationships, capture strategies, proposals, partnerships, and paths to funded awards. Engage military branches, government agencies, program offices, contractors, primes, and technology partners. Monitor pipeline health, represent the company at industry events and demonstrations, and align cross-functional teams to win complex defense programs.

Leads the partner support organization, determining whether to build an in-house team or continue with a BPO. Manages support quality, escalations, coaching, and performance. Oversees AI support agents, including monitoring accuracy, tuning workflows, and defining the human-AI boundary. Owns Help Center content, partner training videos, and drip campaigns while translating support trends into product and engineering roadmap insights.

Designs end-to-end AWS cloud-native architectures with embedded generative and agentic AI capabilities. Leads client discovery, solution design, architecture documentation, technology selection, security and cost reviews, estimates, proposals, demonstrations, and proof-of-concept builds. Partners with engineering leads, mentors developers, defines quality standards, and supports pre-sales pursuits. Requires extensive AWS architecture experience, hands-on AI application development, client communication, consulting, and current AWS certification.

Own QuinStreet’s AI communications strategy, including launch planning, press relations, thought leadership, proprietary research, executive content, and B2B communications for insurance and insurtech audiences. Lead the askpond.com launch, promote AI-agent platform integrations, manage PR agencies and media channels, and ensure communications comply with legal, regulatory, and partner requirements.

Drives profitable sales growth across Minnesota, North Dakota, and South Dakota by developing accounts, managing customer relationships, conducting consultative sales, monitoring competition, collaborating internally, supporting vendors, and providing territory sales projections. The role serves as the primary customer contact, strengthens loyalty, communicates market intelligence, and manages opportunities, complaints, pricing insights, and customer satisfaction across the assigned animal agriculture territory.

Lead hunter-focused business development to win high-complexity North American engineering services. Prospect, build relationships with silicon vendors and FAEs, position Fidus as early-stage design partner, defend premium onshore rates, and drive revenue within a defined territory through pipeline generation, upsell, and cross-sell.