What happens to professional judgment when the machine gets good enough to exercise it?Adam sits down with Tomás González, a 35 year veteran of tax across Latin America.
What does it take to convince a public company CFO to rip out an ERP they have trusted for twenty years and replace it with something built four years ago?Stephen Hedlund is Head of Finance at Rillet, the AI native ERP that just closed a Series C led by ICONIQ at a 1 billion dollar valuation.
What Does It Take to Lead Strategy at a Big Four Firm? - John Modzelewski
John Modzelewski
What happens when a chemical engineer ends up arguing tax law in front of judges, then spends a career deciding what KPMG's tax data should look like next?John Modzelewski is Chief Data Officer, Tax at KPMG, where he leads the firm's Ignition practice.
Why Do Reputations Follow You Across the Accounting World? - Brendan Ryan
Brendan Ryan
What happens when a tax professional on the partnership track walks away to spend his days teaching AI models the work he spent a decade mastering?Brendan Ryan is an AI tutor working with xAI's human data group, where he helps train frontier models on finance and accounting knowledge.
Why Accounting Software Is the Hardest Category to Build? - Jeff Seibert
Jeff Seibert
What does it take to build a new general ledger from scratch when the two incumbents have owned the category for over thirty years?Jeff Seibert is the founder and CEO of Digits, an AI native accounting platform going head to head with QuickBooks and Xero.
What Builds an Accounting Firm's Reputation, One Client at a Time? - Wayne Pinnell
Wayne Pinnell
What happens to an accounting firm's identity when its managing partner gets four weeks notice to step into the role?Wayne is the managing partner of Haskell and White, a Southern California accounting firm.
Product Market Fit, Three Ways - StanfordTax, Taxwire and Vinyl
StanfordTax, Taxwire and Vinyl
What does it actually take to convince an industry built on trust and referrals to adopt something new, and why do three founders attacking completely different parts of the accounting workflow keep arriving at the same lessons about how this profession actually buys?This episode brings together Dan Berenholtz, cofounder and CEO of Stanford Tax, Jordan Vickery, cofounder of Vinyl, and Andrew Rea, cofounder and CEO of Taxwire, for a wide ranging conversation on building software for accountants.