TP11: Daniel Blake of UI Charitable 💰🎁 | Donor-Advised Funds 📊 | Polymarket vs Kalshi Showdown 🎲

Episode 11 of the Trading Places Podcast featuring Daniel Blake from UI Charitable is out now!This week: the IRS as your secret secondary buyer, donor-advised fund (DAF) strategies that turn illiquid assets into tax savings, and the wild world of prediction markets—where Polymarket and Kalshi are coming for DraftKings’ and FanDuel’s lunch money.Timestamps:00:00 - Intro01:05 - Tech VC secondary news01:20 - Big tech selloff?03:02 - OpenAI / Amazon deal05:58 - Anthropic leaks revenue numbers08:51 - Schwab acquires Forge14:10 - IPOs: Beta Technologies, BillionToOne16:32 - Ripple raises $500M @ $40B valuation18:16 - Metropolis raises $1.6B19:45 - David Sacks a16z interview27:56 - Interview: Daniel Blake, UI Charitable28:04 - UI Charitable = tax-efficient impact philanthropy39:15 - What is a Donor Advised Fund (DAF)?43:08 - Founder journey / acquisition48:13 - Donating illiquid assets (startups, VC funds)50:31 - Fair Market Value (FMV) and tax deductions54:50 - Donating crypto / bitcoin / digital assets1:07:07 - Val Corner: Prediction Markets1:17:40 - PVC SPV: Helm.aiLinks:[ trading places podcast = www.linktr.ee/tradingplacespod ][ daniel blake = https://www.linkedin.com/in/drblake/ ][ aman verjee = https://www.linkedin.com/in/aman-verjee/ | https://x.com/amanverjee ][ dave mcclure = https://linkedin.com/davemcclure | https://x.com/davemcclure ]Highlights:• Daniel Blake explains why donating appreciated stock beats cash—and how you can reset your cost basis while earning tax deductions.• The IRS as your secondary buyer: fair market value appraisals on 2021-era valuations can generate 30–50¢ on the dollar in tax savings.• Charitable UI accepts everything: S-corps, carried interest, crypto, even your hobby farm greenhouse.• Schwab pays a 75% premium for Forge Global at $660M—the third major secondary platform acquisition after Goldman/Industry Ventures and Morgan Stanley/EquityZen.• Polymarket ($9B) and Kalshi ($5B) are positioning to eat DraftKings’ and FanDuel’s $45B+ sports-betting duopoly.• Dave’s hot take: donate your worst illiquid assets (2020–21 vintage anyone?) before values drop further—capture the tax savings now.• PVC SPV: Co-invest with Practical Venture Capital in Helm.ai—the AI autonomous driving software democratizing Full Self-Driving (FSD) for every automaker not named Tesla or Waymo.#davemcclure #tradingplacespod #donoradvisedfunds #philanthropicstrategy #universityimpact #secondarymarket #polymarket #kalshi #predictionmarkets #taxstrategy #illiquidassets #venturecapital #openai #forgeglobal #schwab|