Top Tech Jobs & Startup Jobs in Chicago, IL

Leads and mentors an engineering team building scalable web applications for fintech and media products. Responsibilities include setting technical architecture, guiding engineering decisions, partnering with product and design stakeholders, maintaining modern web applications, improving reliability and performance, supporting delivery planning, and adopting AI-assisted development and automation. The role combines hands-on software engineering, people management, technical strategy, and cross-functional collaboration.

Partners with sales, engineering, vendors, and customers to define warehouse robotics solutions. Leads technical discovery, site visits, system design, ROI modeling, proposals, test plans, and executive presentations. Supports solution scoping, WCS/WMS integrations, statements of work, MSA negotiations, implementation planning, and post-sale technical advising while feeding customer insights to Product.

Cultivate and steward a portfolio of 350–600 mid-level donors, securing $6,000–$10,000 gifts and developing prospects for major giving. Build personalized donor relationships, manage qualification and cultivation pipelines, use segmentation and engagement metrics, maintain CRM records, and communicate organizational impact. The role requires regular U.S. travel, cross-functional collaboration, and expertise in charity: water’s programs and WASH issues.

Lead the architecture, development, optimization, and operation of production LLM and AI automation systems. Design capabilities including agents, retrieval, code generation, tool use, model routing, evaluation, and observability. Drive platform modernization, scalability, reliability, architecture, and code quality while mentoring engineers and influencing technical practices across teams. Build prototypes, establish engineering standards, conduct reviews, and communicate complex technical concepts through documentation and cross-functional collaboration.

Leads strategic growth for high-value national accounts by managing a $12.5M+ pipeline, developing account plans, expanding revenue, and strengthening client partnerships. Builds executive relationships, manages RFPs and presentations, supports local teams across markets, and coordinates cross-functional execution. Identifies opportunities through market intelligence, influences teams without direct authority, and drives consistent client experiences, profitability, retention, and share-of-wallet growth.

This is a talent community registration rather than an active job opening. Candidates can share their experience and desired roles with Convo Communications for consideration for potential future opportunities. The company focuses on accessible communication services and technology and may contact applicants when suitable positions become available.

Own client-facing technical workstreams from discovery and requirements through solution design, build, testing, deployment readiness, handoff, and hypercare. Lead client sessions, make design decisions, manage scope and dependencies, review team output, and ensure production readiness. Apply generative AI throughout delivery and within client solutions, particularly for consumer-brand use cases including customer care, commerce, fulfillment, POS, and customer data. Coach associate engineers and contribute to estimates, statements of work, reusable accelerators, and growth opportunities.

Own the evaluation, selection, optimization, and production deployment of large language models powering legal and medical document workflows. Build EvalOps and monitoring frameworks, benchmark model quality, cost, speed, and resilience, manage model transitions, optimize RAG and orchestration pipelines, and reduce hallucinations. Partner with product and go-to-market stakeholders while independently implementing changes across staging and production.

Lead process engineering design and execution for mining, mineral processing, material handling, and heavy industrial facilities. Develop PFDs, P&IDs, calculations, specifications, and equipment designs; coordinate multidisciplinary teams; oversee quality, safety, commissioning, and client expectations. Support proposals, business development, client relationships, conferences, and project pursuits. Mentor engineers and establish engineering standards and best practices. Regular travel to offices, project sites, and industrial facilities is expected.

Own a territory selling software to banks and credit unions. Responsibilities include prospecting, creating pipeline, developing net-new and expansion opportunities, conducting discovery, managing complex sales cycles, navigating procurement, maintaining accurate Salesforce forecasts, coordinating technical specialists, identifying services opportunities, and improving sales processes through win-loss insights.