Investor Office Hours w/ Plains Ventures

The Spaces session focused on connecting founders with venture capital investors to promote entrepreneurship and collaboration. Daryl Freighter, the host, highlighted the importance of building relationships between founders and investors. Matt Hickman from Plains Ventures was the guest speaker, sharing his insights and experiences in venture capital. Discussions covered aspects of venture capital, including the investment process, breaking through the noise, and portfolio management. Founders had the opportunity to pitch their startups and receive feedback from Matt, emphasizing the value of knowing the market and building trusted brands.

Weekly Investor Office Hours Summary

Introduction and Purpose

The session began with host Daryl Freater welcoming participants to the weekly investor office hours aimed at fostering connections between founders and investors. Daryl emphasized the value of these sessions, which not only provide opportunities to meet investors but also facilitate meaningful collaborations among founders.

The Importance of Networking Among Founders

Daryl highlighted the unexpected benefits of founder-to-founder connections formed during these sessions. He shared anecdotes of how such connections have led to partnerships and shared resources, including AI tools that significantly improved project efficiency.

About the Freater Family Foundation

Daryl introduced himself as the co-founder of the Freater Family Foundation, noting its mission to promote human prosperity through entrepreneurship. He expressed a commitment to empowering entrepreneurs and fostering connections with investors.

Guest Introduction: Matt Hickman of Plains Ventures

Matt Hickman, the guest speaker, was introduced and praised for his work in venture capital and his personal integrity. Plains Ventures, described as a pioneering venture capital firm in Oklahoma, aims to support founders primarily based in the heartland of the U.S., though they invest nationwide.

Matt Hickman's Background and Plains Ventures

  • Professional Background: Matt has an investment banking background, with notable experience at Goldman Sachs before joining Plains Ventures, leveraging his expertise to support founders.
  • Investment Focus: Plains Ventures is agnostic across industries, focusing on seed and Series A funding. They prioritize founders who demonstrate strong knowledge of their business and market.

Investment Strategy and Founder Support

Matt detailed the firm’s investment strategy, which involves not only leading rounds when beneficial but also partnering with founders to leverage strategic advantages. He stressed a flexible approach, balancing structural necessities with founder potential.

Advice on Venture Capital Navigation

Matt offered insights into the investment process, emphasizing the importance of having concise, accessible information for investors to facilitate decision-making. He elaborated on the importance of founders understanding venture capital mechanics, recommending the book "Secrets of Sandhill Road" to equip founders with necessary VC knowledge.

Founder Elevator Pitches

Several founders presented their startup pitches, followed by insightful questions for Matt:

  • Focus on Words by Django, addressing how AI impacts content creation and branding.
  • Center Health Technologies by Emett Zoby, focused on biotech advancements for reconstructive surgery.
  • Animatrix LLC by Christopher Farraguna, leveraging AI in image transformation for various applications.
  • Actor AI by Codes, harnessing reasoning AI for software quality assurance.
  • Etch by Gino, a social media platform for AI-driven community building.
  • Rad Hash by Lord Aster West, addressing tech stack scalability for startups.
  • LP Bonds by Tommy, exploring liquidity solutions in crypto through NFT bonds.

Each pitch was followed by questions concerning their alignment with Plains Ventures’ investment philosophy and industry insights.

Closing Remarks

Matt expressed gratitude for the opportunity to engage with founders, encouraging future connections via LinkedIn or their website. Daryl closed the session with announcements for upcoming guests, reinforcing the ongoing commitment to support entrepreneurial growth.

Upcoming Sessions

The next session will feature two new investors, emphasizing continued opportunities for founders to present their pitches and network effectively.


This summary captures the essence of the weekly investor office hours, emphasizing the collaborative spirit and informative exchanges that define these sessions.