Top Tech Jobs & Startup Jobs in Chicago, IL

The Director of Cloud Native Applications will lead a team, oversee project delivery, and shape the technical vision for AI-enabled software solutions on AWS, ensuring high-quality delivery and business growth.

Build and operate enterprise Amazon Connect contact centers and AI agents. Implement generative AI (Bedrock/Claude), serverless backends, CDK IaC, observability, testing, and integrations with CRMs and analytics. Own delivery from code to production, mentor engineers, and support customer-facing technical workstreams.

Sell complex cloud and DevOps consulting to SMB prospects via outreach, calls, and meetings. Design and run nurture campaigns, coordinate with marketing, engage AWS partners, craft proposals/SOWs, negotiate contracts, and drive new revenue and account expansion. Attend cloud/Kubernetes/DevOps training, target closing $500K+ ARR deals, and travel ~10-25%.

As a Principal Strategist, you will guide financial services clients in their cloud transformation journeys by developing actionable plans, enhancing adaptability, and driving growth of strategic accounts.

The AI/ML Engineering Manager leads a team of ML engineers and architects, managing hiring, performance, and customer engagements while providing technical guidance in ML operations and architecture.

The role involves leading ML client engagements, shaping strategies, advising on ML architecture, and influencing project outcomes, while guiding teams and driving business value.

The Principal Cloud Architect will lead cloud solution designs and implementations for clients, guiding teams, mentoring staff, and driving innovation in AWS architectural strategy.

The Senior Customer Solution Architect will work with sales teams, providing AWS expertise, crafting solutions, and guiding customer strategies while leading deep architecture sessions.

Partner with sales and enterprise clients to design, architect, and evangelize Amazon Connect-based contact center and CX solutions. Lead pre-sales discovery, proposals, POCs, and workshops; integrate AI/ML (Amazon Lex, Bedrock, generative AI); produce architectures aligned with AWS Well-Architected practices and regulatory/security requirements for industries like healthcare and finance.

Own and manage client relationships, make architectural decisions, run discovery and stakeholder interviews, deliver software or automations, and contribute intellectual property back to the practice.