Randy Stocklin

Garden City Companies is a purpose-driven, evergreen holding company that acquires & permanently holds family-owned service companies with $2-10M EBITDA. Think “the Berkshire Hathaway for small to mid-sized businesses”. Our mission is to build a family of the most caring service companies in the world where all workers thrive, and have dignity and opportunity. Our permanent equity, buyout model is very unique as we have no intent to ever sell our businesses, use minimal debt and keep the management team in place once we acquire. Instead of institutional investors, we raised $50M from only mission-aligned and value-add investors who are eager to come alongside to help grow our businesses via strategic introductions and counsel.

consumer tools for the 99%. live from chicago, Illinois. 👨‍💻🙋🏽‍♂️🤷🏼‍♀️🏃🏻‍♀️🦄🤙

Angel Investor

Hyde Park Venture Partners is an early stage venture capital firm focused on high-growth, mid-continent technology startups. We seek companies with an exceptional founding team and fast-growth potential, looking to raise a first or second round of capital. Headquartered in Chicago, our team is tenacious, responsive, and committed to adding value to each investment.

Vine Street Ventures is a venture capital investment firm dedicated to investing in internet and mobile businesses.

High Alpha is a venture capital firm that helps founders, and the companies they lead, reach their full potential. Based in Indianapolis, IN, we invest in early-stage B2B enterprise software companies across the United States and North America. Within High Alpha, we also operate a Studio, which we use to co-create startups with exceptional founders. To date, weve started 45+ companies through our Studio, including Lessonly, Zylo, Visible, Tenon, and more. Founding partners of High Alpha include: Scott Dorsey, former Chairman, CEO and Co-Founder of ExactTarget (sold to Salesforce.com); Mike Fitzgerald, former EVP Corporate Development at ExactTarget and Co-Founder of Gravity Ventures; Eric Tobias, Founder and CEO of iGoDigital (sold to ExactTarget); and Kristian Andersen, Founder of Studio Science and Co-Founder of Gravity Ventures. The High Alpha portfolio of over 90 companies includes leading cloud companies Logik.ai, Attentive, SalesLoft, LogicGate, and more. Subscribe to our newlsletter at highalpha.com/jet-stream

Pragmatico transforms mid-market companies from AI-curious to AI-native through systematic cultural transformation. Think of us as "organizational architects for the AI era.” We dont just train your people on tools, we rewire your entire organizations DNA to think, work, and innovate with AI as a core capability. Our proven AI Cultural Adoption System has driven 90%+ AI adoption org-wide and measurable productivity gains in just 90 days for companies like Audiochuck, Indiana Farmer’s Insurance, and Prime Hospitality Group. Founded by exited, operational business leaders, Pragmatico guides companies through every stage of AI transformation: AI vision, policy, psychological safety, training/upskilling, adoption, ROI analytics, and development of agentic workflows. Where traditional change management firms lack AI depth, AI consultants ignore cultural dynamics, and internal committees meet endlessly while adoption stalls, Pragmatico combines deep AI expertise with proven cultural & business acumen to drive rapid, measurable transformation. We make AI adoption human, practical, and permanent.

Founded in 2017, Everpeak helps high-growth B2B companies drive predictable growth across their lead-to-cash lifecycle through our proven RevOps Belay system. Everpeak is a certified Salesforce and Hubspot partner and an expert in other integrated software platforms.

Zeal is a holding company with the mission of using small business as a platform for improving the lives of team members, customers, and the communities we serve. We accomplish this by buying small businesses and taking a digital-first approach to growing them over the long run.

Garden City Companies is a purpose-driven, evergreen holding company that acquires & permanently holds family-owned service companies with $2-10M EBITDA. Think “the Berkshire Hathaway for small to mid-sized businesses”. Our mission is to build a family of the most caring service companies in the world where all workers thrive, and have dignity and opportunity. Our permanent equity, buyout model is very unique as we have no intent to ever sell our businesses, use minimal debt and keep the management team in place once we acquire. Instead of institutional investors, we raised $50M from only mission-aligned and value-add investors who are eager to come alongside to help grow our businesses via strategic introductions and counsel.

consumer tools for the 99%. live from chicago, Illinois. 👨‍💻🙋🏽‍♂️🤷🏼‍♀️🏃🏻‍♀️🦄🤙