 Most venture firms don't make it to fund three. We don't say that to brag — we say it because we think about it. Building a durable investment firm is hard, and reaching this milestone is something we're genuinely grateful for. It happened because of the founders who trusted us early, the LPs who believed in what we were building, and a community in Colorado — and now Texas — that has grown into something none of us could have fully predicted in 2014.
So: thank you! And here's where we go from here.  This month’s Four-Minute FirstMile Founder interview features Patrick Leonard, founder and CEO of SideBy Care, which is leveraging AI and virtual care to treat gut-brain disorders. An experienced digital health product leader and repeat founder, Patrick has built and scaled some of the largest virtual care and healthcare AI platforms in the industry, including CVS Health Virtual Care, iTriage (20M users), and Aetna Digital.
By, Zaz Floreani Carta, PitchBook, KPMG, and Cooley data all point to the same story: fewer Series A rounds, slightly higher prices, and a widening gap between AI-driven growth and everything else. 2025 may be shaping out to be a year of a “two-track” Series A market.   This month’s four-minute FirstMile Founder interview features Lisa Kagan, CEO and co-founder of Buddy, a FirstMile 2024 portfolio company that is building a scrap metal marketplace for the future. Over the past 17 years, Lisa has helped conceive, build, and grow a number of ventures across different industries.
10/14/2025
When AI Becomes the Attack Surface It’s 2025 and AI agents are now critical to many business processes. This is creating a massive shift in security needs. AI is now an attack surface, not just a tool. Traditional defenses fail against attacks on the model's reasoning layer. Layered defenses must now include reasoning-layer protection to detect malicious intent pre-action.
By, Bill Miller 9/25/2025
AGI by 2030: Plausible or Probable?In my fourth post of our AI Series, I share my critical response to Google DeepMind’s “An Approach to Technical AGI Safety and Security” published in April 2025 that famously predicts Artificial General Intelligence (AGI) will be here by 2030. By, Bill Miller  In my first two posts of our AI series, I explored how today’s AI coding assistants bump into memory gaps when context windows are too short, and why code-generation experiments often feel like working with a very smart, but distractible, junior teammate. In this third installment, I look at the flip side: the problems that arise when context windows are too long. The culprit is a phenomenon researchers call “context rot”. By, Bill Miller   This month’s four-minute FirstMile Founder interview features Luke Norris, co-founder and CEO of Kamiwaza, a FirstMile 2024 portfolio company. Kamiwaza.ai is driving enterprise AI innovation with a focus on secure, scalable GenAI deployments. With extensive experience raising over $100M in venture capital and leading global AI/ML deployments for Fortune 500 companies, Luke is passionate about enabling enterprises to unlock the full potential of AI with unmatched flexibility and efficiency.
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