Vetted Executive & Leadership Professionals in the Chicago Metro

“Operations leader/advisor focused on rapid, data-driven optimization and scalable org/process design. Has rebuilt internal structures, automated and streamlined customer-journey workflows, and delivered measurable cycle-time improvements (cut onboarding from 90–120 days to under 30). Previously built a new operations team that scaled to over $4M in revenue and frequently mentors non-operations executives using tailored, practical coaching.”

“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.”

“Operations/product transformation leader with experience driving customer-centric operating model changes at Discover, shifting from a centralized PMO/SAFe to a Product Delivery + Scrum structure aligned to customer journeys. Cites measurable outcomes including a 54% reduction in compliance issues and 20% new product revenue growth, and currently advises a startup board mentoring a first-time founder on org structure, roadmap, and governance-focused decision-making.”

“Founder of Token Events and former Executive Director of Technology in digital advertising who leveraged large datasets to identify a market gap in first-party/affinity data and digital rewards. Has multiple patents, raised $2.2M, built a beta product, and secured a signed LOI/MSA while launching into the Austin, TX market.”

“HR leader with cross-border (U.S. & Canada) experience who has supported technical and data orgs (engineering, product, analytics/BI) as an HRBP/HR Director. Partnered directly with C-suite leaders to refresh mission/vision/values using a data-backed proposal and led the rollout across processes, policies, and employee resources, alongside driving succession planning, talent reviews, and compliant reorganizations.”

“Founding Principal Engineer/Head of Engineering at Amberflo (Seed $5M Homebrew; Series A Norwest) who built and shipped an AI Gateway + real-time LLM cost metering/pricing MVP end-to-end (control plane/data plane, AWS infra, CI/CD). Known for extremely fast MVP cycles (often 1–2 weeks), scaling teams (50–60 hires), and driving major pivots (usage-based billing to FinOps) by repurposing an existing metering/pricing platform; based in Chicago and has led a Silicon Valley startup remotely with frequent Bay Area travel.”

“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.”

“Operations-focused leader who joined a consulting firm immediately after consolidating 5 companies via M&A and built standardized time tracking plus utilization analytics that became a core executive-management tool. Experienced in change management and cross-functional redesign of business systems, including simplifying an over-engineered Salesforce CRM to improve sales adoption and pipeline data integrity.”

“Senior enterprise architecture and engineering leader (Sr. Director / Principal Architect) who has owned enterprise IT strategy and governance for a $100M budget and partnered directly with C-suite stakeholders. Led a cruise-industry employee/crew digital transformation, scaling to 10 agile teams (~70 people) using SAFe/TOGAF and making architecture decisions optimized for low-connectivity environments (local database to avoid internet authentication).”