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The Venture Codex

Chicago Ventures

220 N Green St, Chicago, IL, 60607, United States

Overview

Chicago Ventures partners closely with exceptional entrepreneurs building companies in undercapitalized high-potential ecosystems.

Total investments
105
Lead investments
31
Investments · 12mo
6
Active investors
8

Sector focus

  • Finance
  • Financial Services
  • Venture Capital
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Investment portfolio

  • Buildforce

    Participated · Series A · Jul 2026

    Buildforce operates a two-sided platform composed of a mobile application for individual electricians to find and perform work and a web application for electrical contractors to find and manage electricians. The company focuses exclusively on the electrical trade within commercial and industrial construction and has logged over 2,000,000 electrician hours across more than 2,000 projects. Founded in 2019 and based in Houston and Austin, Texas, Buildforce positions itself as a modern marketplace with workflow integrations beyond simple job posting. With the new Series A financing, the company plans to expand nationally and further develop its technology. Management emphasizes a mission to improve careers in the construction trades while scaling to meet growing demand driven by data center construction, infrastructure investment, and the energy transition.

  • Guthrie AI

    Led · Seed · Jul 2026

    Guthrie AI operates a platform that recruits, trains, and places Virtual Bid Assistants who prepare bid information, organize files, and manage vendor quote requests for glazing contractors. The company’s technology layer ingests bid invites, identifies scope, routes work to a client’s VBA, and connects tools like Bluebeam, Outlook, and Excel to reduce manual data transfer. Guthrie AI reports 52 VBAs already placed nationwide, with customers cutting bid turnaround from weeks to days and enabling teams to bid roughly 70% more without adding staff. The founder, Ted Baumgardner, developed the approach after working as a glazing estimator and applying structured analytic techniques from his prior Marine intelligence experience. Guthrie AI plans to use the seed proceeds to expand engineering resources and accelerate growth of its VBA program and integrations.

  • InstaSwitch

    Led · Seed · May 2026

    InstaSwitch builds software that automates the full switching process for business bank accounts, updating income, payroll, and payment instructions and guiding users through remaining steps to turn open accounts into activated primary accounts. The company says income and payment instructions update in under 30 seconds once its platform is deployed. InstaSwitch cites a market gap where roughly 5.4 million U.S. small businesses attempt to switch banks annually but most never complete the move. Early customers include Arc, Relay Financial, and Lettuce Financial; Arc reported activated accounts with operating balances 13.1 times the average, while Lettuce reported thousands of completed migrations and completion rates above 80%. The company was founded by Daniel West and operates from New York with an additional office in Chicago. Its stated plan following the seed raise is to scale partnerships across fintechs, regional banks, and community banks.

  • Mary Technology

    Led · Equity · Mar 2026

    Mary Technology develops an artificial-intelligence platform that verifies facts and automates key litigation tasks such as discovery, case strategy development, and motion drafting. The software is positioned to help law firms reduce billable hours on low-risk work while improving accuracy and speed. Fresh capital will bankroll the opening of a San Francisco office and support a concerted push into the U.S. market, with a particular emphasis on serving small to midsize law firms. The company is collaborating with a Swedish legal-AI partner as well as enterprise clients including Blackstone and Capital One to revamp its STAAR offering, a usage-based alternative to hourly billing for AI implementations. Management believes these partnerships will accelerate adoption and provide proof points for broader market penetration. Although the company has not publicly disclosed revenue or user figures, the new financing underscores investor confidence in its product roadmap and expansion plans.

  • Intelligent Legal Solutions

    Led · Seed · Mar 2026

    Launched in 2024, Intelligent Legal Solutions builds software that centralizes and automates post-close fund workflows for legal teams. Its flagship product, ProVision, brings every side letter into a single system of record, converts negotiated terms into structured, searchable data, and streamlines MFN elections by auto-generating election forms. The platform is already used by more than 10 of the world’s largest law firms—including Cleary Gottlieb, Fried Frank, Goodwin, Paul Weiss, Proskauer, Ropes & Gray, and Willkie Farr & Gallagher—and has processed over 5,000 side letters across 450+ matters, supporting more than $150 billion in capital raised across the US, UK, EU, Hong Kong, Singapore, and the Middle East. By adhering to SOC 2 Type 2 protocols and GDPR compliance, the company promises reduced manual tracking, fewer missed issues, and greater consistency for clients. ILS plans to expand ProVision into a unified workflow platform for fund formation teams, backed by an ambitious product roadmap through 2026. To date, the company has secured more than $3 million in funding to fuel this growth.

Team