This episode was already on the calendar — then the worst-case self-custody scenario happened days before we hit record.
Jordan and Wyatt sit down with Chantel Lillycrop-Kostiuk, VP of Operations at Bitcoin Well, days after a critical entropy bug in Cold Card hardware wallets left seed phrases guessable and drained hundreds of Bitcoin from users who thought they were following best practice. Chantel walks through Bitcoin Well's response in real time — from spotting the first Reddit and X posts, to a 70,000-person customer email sent at 10pm the night the bug went public, to fielding three-hour calls with panicked Bitcoin Well Infinite clients migrating their life savings off compromised devices.
They get into why CoinKite's delayed and inconsistent disclosure did more damage than the bug itself, why self-custody isn't dead but needs to evolve toward better UX and collaborative custody models, and how AI-driven identity fraud (voice cloning, deepfakes) is forcing OTC desks to rethink verification beyond "does this sound like my client." Chantel also breaks down the Bitcoin Family Office Group — the joint venture connecting Bitcoin Well, tax, legal, and mining-depreciation expertise for clients in the $5-50M net worth range — and closes with a clear-eyed comparison to FTX and Mt. Gox: this was a hardware failure, not a Bitcoin failure, and the lesson is the same one it's always been — trust, but verify.
Starting this week, we're continuing our run of episodes featuring speakers from the Bitcoin Financial Services Summit — leading up to the event in October, we'll be bringing you conversations with the RIAs, CPAs, miners, and operators who'll be on stage in Denver.
🎟️ Join Us in Denver, Bitcoin Financial Services Summit
The Bitcoin Financial Services Summit returns October 20-22 in Denver, Colorado. RIAs, CPAs, lenders, miners, treasury companies, and Bitcoin-native operators all in one room. If you want to understand where Bitcoin and finance is going next, this is where you need to be. Get your tickets at bffs.media
Guest: Chantel Lillycrop-Kostiuk
Bitcoin Well
Website: bitcoinwell.com/infinite
Host Links
Wyatt O'Rourke
X: x.com/wyattorourke_
Website: basilic.io
Jordan Guess
X: x.com/jordanguess
LinkedIn: linkedin.com/in/jordan-guess-cpa
Website: bitment.co
Bitcoin Financial Services Media
X: x.com/bffs_media
Website: bffs.media
YouTube: @bffs_media
Show Sponsors
Basilic Financial: Your wealth deserves intention. Basilic is a Bitcoin-focused wealth management firm helping clients find balance between money and meaning. Financial planning, individual wealth management, retirement services for SMBs, and Bitcoin financial services. basilic.io
Bitment: Tired of messy CSVs and broken cost basis? Bitment is the first Bitcoin-native accounting platform for CPAs, advisors, miners, and serious investors. Clean Bitcoin bank statements, reliable cost tracking, full reporting, and seamless fiat integration through Plaid. bitment.co
Satoshi Pacioli: Run a Bitcoin business? Meet your full-service accounting and tax partner built for the Bitcoin economy. Bookkeeping, financial reporting, tax compliance, and strategic planning for companies and individuals who speak Bitcoin. satoshipacioli.com
Partners
Unchained Capital: Not your keys, not your bitcoin? Unchained is a bitcoin financial services company offering collaborative multisig custody, bitcoin-backed loans, a trading desk, and bitcoin IRAs — all while you keep control of your keys. unchained.com
Sound HSA: Why let your health savings sit in cash? Sound HSA is the first bitcoin-native Health Savings Account, combining triple-tax-advantaged HSA benefits with real bitcoin holdings, automated tax docs, and a receipt vault for medical expenses. soundhsa.com
River Financial: Want a bitcoin-only brokerage built for the long haul? River offers full-reserve custody, zero-fee recurring buys, and an interest-bearing cash account that pays out in bitcoin. river.com
Quantify Funds: Looking to stack scarcity assets? Quantify Funds is the asset management firm behind the STKd suite of ETFs, including BTGD — the first ETF combining 100% bitcoin and 100% gold exposure. quantifyfunds.com
Revolution Mortgage: Buying a home or refinancing? Revolution Mortgage is a nationwide lender offering FHA, VA, USDA, and conventional loans, with a tech-driven process built for lower rates and faster closings. revolutionmortgage.com
Anchorage Digital: Need a qualified custodian that satisfies regulators, auditors, and IPS language? Anchorage Digital is the only federally chartered digital asset bank in the US, offering institutional-grade bitcoin custody, trading, settlement, and financing built for funds, RIAs, and corporate treasuries. anchorage.com
Bitcoin Sports Network: Relationships in this industry get built on the course, not in a webinar. Bitcoin Sports Network fuels the bitcoin lifestyle through championship golf tournaments and community experiences worldwide, plus weekly content on Golf BSN featuring tournament highlights, player stories, and the bitcoin golf nomad lifestyle. bitcoinsports.network
