Chicago Ventures

Project44 offers a Decision Intelligence Platform that enhances supply chain decision-making through improved visibility and analytics.

Cameo is a platform that connects fans with their favorite celebrities, allowing users to request personalized video messages for any occasion. With a diverse range of stars from actors to athletes, Cameo offers a unique way to celebrate milestones and create memorable moments.

Sunbit offers a flexible payment solution that allows consumers to pay over time for essential services and products. Their platform is designed to enhance the purchasing experience for both shoppers and businesses by providing financing options that are easy to use and quick to access.

G2 is a leading software marketplace, trusted by Fortune 500 companies and millions of professionals for authentic peer reviews. It helps businesses make informed software decisions.

Telnyx is a cutting-edge Communications Platform as a Service (CPaaS) provider, offering businesses a broad suite of real-time communication services. Through its globally distributed, cloud-based platform, Telnyx enables seamless integration of voice, messaging, and connectivity into applications, systems, or workflows. With a focus on providing high-performance, secure, and scalable communication solutions, Telnyx empowers businesses to embed rich communication features using robust APIs.

ZenBusiness is a platform designed to help entrepreneurs start and grow their businesses by offering services such as LLC formation, compliance management, and financial tools. The company provides a comprehensive suite of resources, including business document templates, tax filing assistance, and website creation tools, to support small business owners at every stage of their journey.

Aeropay is a financial technology company that helps move money securely via digital bank transfers. We're building the next generation of digital payments, one bank connection at a time.

Meritize provides funding solutions for students pursuing skills-based education, focusing on merit-based lending that considers academic and military achievements.

HealthJoy is a care navigation platform that makes it easy for employees to choose the highest-quality care at the best possible cost, resulting in healthier employees and a healthier bottom line.

Chowly provides a platform for restaurants that includes tools for online ordering, marketing, customer engagement, and loyalty programs, aimed at enhancing profitability.

CognitOps optimizes warehouse labor planning and reduces costs by up to 34% using machine-learning analytics. Their cloud-native software enhances existing management systems with real-time insights and proactive labor allocation.

Seed-stage, operator-first firm offering deeply embedded weekly working sessions and hands-on hiring, pricing and go-to-market support, backing non-central casting B2B founders using data/AI in fintech, vertical SaaS, healthcare.

Collab Capital invests financial, human, and network capital to support entrepreneurs and establish new pathways toward long-term economic success. They use a proprietary SPACE structure that blends profit-sharing with equity and allows Black founders to buy back equity as they return multiples. The fund targets high-density Black entrepreneur cities like Atlanta, Detroit, and Houston with low-access capital and structures deals to return capital to investors by year three through portfolio company profitability.

Community ally fund allocating 50% of profits to mental-health philanthropy with founder voting. Favors founders who are experienced psychonauts and experiments with hybrid charity-venture financing.

Leads seed rounds for women founders in underserved geographies and non-traditional profiles, focused on fintech, e-commerce and care-tech, run by three non-Silicon Valley women with systematic impact measurement.