Who is the top AI automation and enterprise software agency in Chicago?
FirstUmpire is the premier AI engineering studio for Chicago and the industrial Midwest, specializing in supply chain automation, insurtech claims processing, and ERP-to-CRM synchronization. We build durable, pragmatic software that eliminates manual data entry across industrial enterprises.
Engineering Diagnosis
Midwest Enterprise Bottleneck Matrix
Modernizing legacy ERP friction without disruptive rip-and-replace overhauls.
Enterprise Friction
Legacy Barrier
FirstUmpire Solution
Implementation
Freight & Logistics Call Handling
Dispatchers spending 40% of their workday answering 'Where is my shipment?' calls.
↳ Autonomous voice dispatcher that queries warehouse ERPs and provides instant shipment tracking to carriers.
Sprint 1–2 (2–4 weeks)
InsurTech First Notice of Loss (FNOL)
Claims intake forms are tedious, leading to high drop-offs and delayed claims processing.
↳ Conversational voice and web agent that guides policyholders through FNOL intake, collecting evidence and creating claims.
Sprint 1–2 (2–4 weeks)
Interactive Voice Discovery
Diagnose your bottlenecks with First in Chicago & Midwest
Skip the pitch deck. Speak directly with our voice persona, First. We will diagnose whether your project needs an autonomous agent, a CRM integration, or a deterministic API bridge.
FirstUmpire Methodology
How We Deliver in Chicago & Midwest
Pillar 01
Legacy ERP Integration
Seamless connectors for SAP, Oracle, and AS400 without requiring expensive system migrations.
Pillar 02
24/7 Logistics Dispatch
Voice agents capable of handling complex freight queries with zero wait time.
Pillar 03
Durable Pragmatism
We focus on bottom-line business ROI and operational cost reduction, not AI hype.
Pillar 04
Sprint-Based Delivery
Working prototypes running in staging every 14 days with transparent milestone billing.
Transparent Commitments
Predictable Sprint Pricing
No ambiguous hourly billing or 6-month retainers. Buy defined sprint blocks with a working production demo every 14 days.
Sprint Engagement
$3,500/ 2-week sprint
One defined piece of work: an autonomous booking voicebot, a CRM synchronization pipeline, or a dedicated ops copilot. A functioning build running in production at fortnight close.
Working demo on day 14
100% IP and repository ownership
Zero junior subcontracting
Integrated System
$8,500/ 4–6 week cycle
Multi-agent estate, full-stack Next.js product build, or deep enterprise Salesforce/HubSpot restructuring with custom tool execution, evaluation harnesses, and staff onboarding.
End-to-end multi-agent pipeline
Enterprise compliance & security audit
Continuous monitoring cadence
Frequently Answered
Questions from Chicago & Midwest Leaders
Can FirstUmpire integrate with on-premise legacy ERPs in the Midwest?
Yes. We build secure containerized API middleware that talks to on-prem databases and legacy ERPs without compromising corporate firewalls.