On the latest episode of the Financial Samurai podcast, I sat down with Ben Miller, cofounder and CEO of Fundrise, for a deep dive into artificial intelligence, venture capital, and what it really takes to get into the best private company deals.
Ben was in San Francisco this summer visiting various portfolio companies and trying to make new investments. We also caught up over lunch in Cole Valley.
As someone with over $350,000 invested in Fundrise Venture, I’m thrilled to speak with Ben about what he’s seeing in the AI and private company space. Since Fundrise has long been a sponsor of Financial Samurai, I’m fortunate to get regular one-on-one time with him. When you invest a significant amount of capital, it’s always wise to conduct due diligence directly with the person in charge.
I strongly believe AI is the next major long-term investment growth trend. Since I won't be joining a fast-growing AI startup, I want as much exposure to the space as I can comfortably take on. My private AI investments span from Series Seed to late stage (Series E and beyond), and I also own individual positions in all of the Magnificent 7 companies.
As always, do your own due diligence and allocate assets appropriately due to the risk involved. Investing in private companies is often riskier than investing in older, publicly traded companies. I currently have about 15% of my overall investments in venture capital and venture debt, with a target range of 10%–20%.
Here’s a brief recap of our discussion, but the full episode has all the nuance you won’t want to miss.
The State of AI: Multiple Winners Accelerating
We started with AI’s growth trajectory. The biggest players—like Anthropic—aren’t just expanding, they’re accelerating their revenue growth.
I floated the idea that AI might eventually become commoditized. Ben disagreed, arguing that the leaders are continuing to differentiate, pulling further ahead with better products, stronger talent, and deeper moats.
It seems like with all the tremendous AI CAPEX spend, the market is big enough for multiple winners.

Venture Fund Concentration and the Power of Big Bets
We discussed how much concentration is both healthy and required in a venture fund. Regulations state that 50% of the fund must be spread across at least two companies, and the other 50% must be invested in at least 10 companies for a total of 12 companies minimum.
Currently, about half of the Fundrise Innovation Fund is invested in just three companies: OpenAI, Anthropic, and Databricks. This kind of focus is higher risk, but when you pick the right horses in a transformative sector like AI, the rewards can be enormous.
As the great hedge fund investor Stanley Drukenmiller said, “If you look at all the great investors that are as different as Warren Buffett, Carl Icahn, Ken Lagoon, they tend to take very, very, concentrated bets. They see something, they see it, and they bet the ranch on it. The mistake I’d say 98% of money managers and individuals make is they feel like they got to be playing in a bunch of stuff. And if you really see it, put all your eggs in one basket and then watch the basket very carefully.”
We talked about the planned evolution of the Innovation Fund's holding composition going forward, the holding periods of these companies, and strategies for finding the next winners. The Innovation Fund also owns Canva, Vanta, dbt Labs, Ramp, Anyscale, Inspectify, and more.

Rethinking Valuation: Growth-Adjusted Metrics
Valuation came next. Ben introduced the Growth-Adjusted Revenue Multiple as a better lens for assessing fast-growing companies—similar to the price/earnings-to-growth (PEG) ratio for public stocks.
If we’re truly still in the early innings of AI, it makes more sense to value companies based on both their revenue growth and scale, rather than traditional multiples alone.
It seems like investors may be underestimating how fast AI is actually growing, based on a discussion Ben had with an investment banker at Goldman Sacs who suggested modeling a 30% growth rate instead.
We also touched on the Baumol Effect—how rising labor costs in low-productivity sectors can accelerate technology adoption. In other words, when wages rise faster than productivity, businesses have more incentive to adopt AI to close that gap.

Competing for the Best Private Growth Deals
From there, we moved to one of the toughest challenges in investing: access. In my view, trying to secure a meaningful IPO allocation in a hot deal is an exercise in futility. I’d much rather invest in promising companies before they go public.
Using the Figma IPO as an example, Ben illustrated just how difficult it is to get a substantial allocation—even for well-connected investors. Figma was a name Fundrise didn't invest in, despite being a customer.
The Innovation Fund’s ability to invest in the top six of CNBC’s top 50 Disruptor companies is no accident. It’s the result of deliberately reverse-engineering the process to identify winners early, then finding a way in.

Fundrise's Significant Value Proposition To Private Companies
One unique competitive advantage Fundrise has is its ability to mobilize over a million of its users to spread awareness about a portfolio company’s product. Beyond visibility, Fundrise can actively drive growth—such as promoting Ramp, a corporate card company recently valued at $22 billion. This creates a powerful loop of adoption, growth, and valuation gains that goes far beyond simply writing a check or making introductions.
Of course, having top venture capitalists on the cap table still matters. Their connections and expertise are valuable. But I especially like that Fundrise is a private company itself, often using the very products it invests in (Ramp, Inspectify, Anthropic, dbt Labs, etc). This hands-on involvement can result in deeper due diligence than traditional VCs typically perform. And when Fundrise can also help drive business to those portfolio companies, that’s an enormous value add any private company CEO would want.
For these reasons, I’m bullish on Fundrise’s ability to keep backing some of the most promising companies in the years ahead.
The Global AI Race: China vs. the U.S.
We wrapped by discussing the difference in global attitudes toward AI. China is moving forward aggressively and optimistically, while the U.S. often takes a more cautious, regulatory-heavy approach.
For me, this only reinforces the need to maintain exposure. I don’t want to look back in 20 years and wonder why I sat on the sidelines during the biggest technological shift of our lifetimes.
If you want to hear the full conversation—including deeper dives into valuation metrics, venture fund strategies, and the practical realities of competing for elite deals—you can listen to the episode below.
You can also listen by subscribing to my Apple or Spotify podcast channels. If you're a venture capital investor, I'd love to hear from you. What are you seeing and what are some of your favorite investments?
Invest in Private Growth Companies
Companies are staying private longer, which means more gains go to early private investors rather than the public. As a result, it's only logical to allocate a greater portion of your investment capital to private companies. If you don’t want to fight in the IPO “Hunger Games” for scraps, consider Fundrise Venture.
About 80% of the Fundrise venture portfolio is in artificial intelligence, an area I’m extremely bullish on. In 20 years, I don’t want my kids asking why I ignored AI when it was still early.
The investment minimum is just $10, compared with $100,000+ for most traditional venture funds (if you can even get in). You can also see exactly what the fund holds before you invest, and you don’t need to be an accredited investor.

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To Your Financial Freedom,
Sam
Hey Sam,
Love your content and I’ve leaned a lot from your blog. I couldn’t t help but notice that off late you have been aggressively pushing Fundrise to your readers. Based on my experience and several others on the internet, the return on Fundrise real estate funds has been very disappointing. Will AI innovation fund be any different?
Nobody knows the future. But from everything I’m seeing, the momentum continues in AI and I want to seize the opportunity.
OpenAI, for example, is in talks to do a secondary at a $500 billion evaluation. I can’t believe it because they just finished doing a round of fundraising mainly from SoftBank for $40 billion at a $300 billion evaluation.
I just opened up a new Innovation Fund account earmarked for my children with an initial $26,000 investment. I’m going to contribute between $1,000-$5,000/month autodebit and build up the account over the next 5-10 years from my rental income. I should’ve done this back in 2023 as it’s hard to stay consistent.
I’m writing about what I think is most promising at the moment. Things could definitely change, as interest rates come down, the under supply of building over the past 2-3 years starts taking effect on upward pressure in rent income. CRE was a great run from when I started writing about it in 2016 until the Fed started aggressively hiking in 2022. But I think finally, rates are starting to come down and the demand for CRE will rebound. We already seeing a big rebound in commercial real estate demand here in San Francisco and rents are rising double digits.
How are you invested in real estate venture?
Definitely don’t invest in things you are not comfortable with. And if you listen to my podcast episode, you can hear me mentioning how I don’t wanna push anything on anybody. People should I be est in what they know and understand. I’m just sharing what I’m most interested in, as assets ebb and flow over time.
I’m gonna be writing more about real estate next week as I experience something pretty positive that I think people should be aware of. And then all ties into the tech and AI ecosystem.
Is there something you would prefer me write or record about? If so, feel free to let me know!
Fascinating insights—thanks for sharing. I hadn’t realized just how competitive it is to get on the cap table of these hot startups.
It’s wild that one private company wanted to allocate shares only to friends of Sam Altman. It really shows how much access and wealth come down to your network—and how the rich and their friends tend to get richer.
When the financial return metrics are clear, the growth slope is steep, and you’re raising capital, it’s almost like handing out free money to those in the know.
Ben also makes a great point that identifying great companies is actually easier than many people think. You’d think it’s the opposite, but it makes sense that once a company has hit momentum, it’s all about trying to get in.
Not so much Seed stage companies.
I’ve invested about 10% of my capital in venture as well. I’m excited to see more exits!