In this conversation, host Lily Dash sits down with Amanda Terry—Princeton-educated investor, Wharton MBA, co-founder of Metagood, tokenizing real world assets from historic art on Bitcoin collection OnChainMonkey to modernizing capital markets, andco-founder of ACTAI Ventures alongside legendary VC Bill Tai. From digital media executive at Twitter and NBC to Web3 pioneer to venture capitalist hunting unicorns, Amanda has built her career at the intersection of digitization, community, and impact.
But this isn't your typical VC story. Amanda and Bill run one of the most strategically disciplined funds in early-stage investing— small fund sizes, massive focus, and a model that builds companies from scratch. The thesis is simple but powerful: keep the fund small enough that one or two wins can return multiples on the entire fund.
This episode unpacks:
• Why small funds with strategic bets outperform massive capital deployments
• The power of the ACTAI Global community: from Canva to Zoom to Dapper Labs—how a network becomes fertilizer for startups
• How 30% of ACTAI Ventures' deployed capital comes from companies they built from scratch at sub-$15M valuations
• Why 50% of their portfolio has Bill Tai on the board—giving them direct insight and control
• The venture building model: when to incubate ideas vs. when to back existing teams
• How Amanda transitioned from Twitter and NBC to Web3 and venture capital
• The historic creation of OnChainMonkey: the first 10,000 NFT collection inscribed in a single Ethereum transaction
• Why they pivoted to Bitcoin Ordinals— becoming the first 10,000 NFT collection on Bitcoin L1 using parent child inscriptions
• How tokenization is finally ready: from corporate debt to rare earth minerals to commercial real estate
• Why BlackRock, JP Morgan, and NASDAQ are all racing to tokenize real-world assets—and how MetaGood is positioned to win
• The 2015 vision: how Bill and Danny created an architecture for putting Egyptian property rights on the blockchain
• Why velocity of capital is what makes markets—and how tokenization unlocks global liquidity 24/7
• How fractionalized ownership could let anyone invest in commercial real estate, corporate debt, or rare earth minerals
• The current fund is deployedinto60% AI, 40% blockchain companies and the next fund is expanding into energy and longevity
• Why angel investors need to ask: What's my superpower beyond capital?
• How founders should think about cap table construction: bringing on investors who open doors, not just write checks
• The truth about pivoting: from Ethereum NFTs to Bitcoin Ordinals to tokenized real-world assets—every step builds on the last
• Why timing is everything: being 7-8 years early kills companies, but being positioned when the wind shifts creates unicorns
• Standout portfolio companies: Gigaverse (live AI-powered video streaming for creators) and Dyad (semantic AI for value-based healthcare growing 10-15% monthly)
Amanda doesn't sugarcoat the founder journey. She's learned that "every day in a startup, you're solving problems and trying to get to the next step." But she's also discovered that the right network, the right timing, and the right strategic positioning can turn small bets into generational wealth.
Her philosophy is clear: "If you can keep a smaller fund, just one or two of these hits can produce 10, 20x on the whole fund." From working alongside Bill Tai (first investor in Zoom, seed investor in Canva, board member of 23 publicly traded companies) to building Metagood's full-stack tokenization infrastructure (marketplace, smart contracts, community), to backing companies at the frontier of AI and blockchain—Amanda is playing the long game with precision and patience.
But perhaps most striking is her message about community: "A lot of our LP base are founders through the ACTAI Global network. Outside of just providing capital, we can always make ties to help our companies—whether it's customers, additional funding rounds, or strategic partnerships." From Necker Blockchain Summit to Extreme Tech Challenge to West Tech Fest—the ACTAI ecosystem has been quietly building the infrastructure for the next generation of unicorns for over a decade.
This conversation goes deep on what it takes to generate returns in venture capital, why the tokenization wave is finally here, how to build companies from scratch with the right team and timing, and why staying small and strategic beats raising massive funds every time.