Vetted Chief Technology Officers in the Chicago Metro

“Applied Scientist with legal-tech experience who builds production LLM systems. Created and deployed Quibo AI, a LangGraph-based multi-agent pipeline that turns large markdown/Jupyter inputs into polished blogs and social posts, overcoming context limits via ChromaDB + HyDE RAG. Also built a large-scale iterative code-evolution workflow using multi-model orchestration (GPT/Claude/Gemini) with testing, debugging loops, and evaluation/observability practices.”

John Ward

Screened

Executive Applications Development & Analytics Leader specializing in enterprise transformation

Chicago, IL30y exp

“Candidate has prior startup experience building systems and has firsthand experience with a venture that lost angel funding. They show thoughtful reflection on why the startup failed—emphasizing unclear success criteria, weak funding planning, and lack of team consensus—and would seek experienced advisors earlier in future ventures.”

“Former CTO at Enodo who led development of programmatic parsers to extract unstructured data from real-estate financial documents (rent rolls and T12s), validating with users via prototypes before productionizing. Emphasizes accuracy-driven engineering and scalable test-suite growth based on real user samples, and has experience scoping complex product ideas (e.g., browser-based narrative editor) down to an MVP.”

Uriel Kluk

Screened ReferencesStrong rec.

Executive CTO specializing in AI, data platforms, and distributed systems

Chicago, IL20y exp

“Former CTO of Mesh Systems for 20 years, now going all-in on building a physical AI product company. He is simultaneously designing four products across eldercare, smart home monitoring, retail theft prevention, and AI-powered building access, with active industry partnerships (Advantech, Compulab) and a potential LATAM pharmacy pilot.”

“Serial founder and fractional CTO with 8 companies founded and 3 exits, now looking to commit full-time to a venture-backable startup. Currently advising two startups that recently raised $400K friends-and-family and $1M pre-seed, and brings thoughtful perspective on venture-scale economics, team quality, and AI disruption risk.”