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"Turpentine Finance" with Sasha Orloff

A podcast where Sasha Orloff talks to founders and finance leaders at the best tech companies about what it takes to architect success. Our guests speak candidly about big business inflections, market curveballs and how they approach decision-making to tease out tactics and mental models you can use for when the pressure is on. You’ll hear stories from Instacart, Mercury, OpenAI, Andreessen-Horowitz, Netflix, Runway, and more.

Topics frequently touched upon M&A, Market Downturn, Macro, PMF, Fundraising, Financial Forecasting, Headcount, Equity.

Recent Episodes

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E36: From Quill to AI: The Evolution of Accounting with David Hartley, former CIO and CPA
Dec. 19, 2024

E36: From Quill to AI: The Evolution of Accounting with David Hartley, former CIO and CPA

In this episode, Sasha Orloff chats is joined by David Hartley, a seasoned CPA with over 30 years of experience, as they explore the evolution of accounting from the 15th century to today's AI-driven landscape and discuss ho…
E35: How to not be in the bottom 90% of acquisitions with Andrew Gazdecki
Dec. 12, 2024

E35: How to not be in the bottom 90% of acquisitions with Andrew Gazdecki

In this episode, Sasha Orloff is joined by Andrew Gazdecki, founder of Acquire.com, who shares his expertise on successfully selling companies, maximizing exit value, and key lessons from his own acquisition experiences, wit…
E34; AI Finance Agents & The CHARGE Framework: JustPaid's Vision for Modern AR
Dec. 5, 2024

E34; AI Finance Agents & The CHARGE Framework: JustPaid's Vision for Modern AR

This week, Sasha Orloff sits down with JustPaid founders Daniel Kivatinos, a successful YC founder behind the first iPad medical records company, and Anelya Grant, a Kazakhstan immigrant who built an accounting practice for …
E33: Growth Levers: A PayPal Veteran's Guide to Startup Success | Matt Lerner on the Crafted. Podcast
Nov. 26, 2024

E33: Growth Levers: A PayPal Veteran's Guide to Startup Success | Matt Lerner on the Crafted. Podcast

Today, we’re sharing a special episode from our friends at the Webby-award winning Crafted. podcast. In this conversation, Dan Blumberg interviews growth expert, SYSTM founder, and former PayPal leader Matt Lerner about his …
E32: Finance & AI: The Co-Pilot Mindset with Nicolas Boucher
Nov. 21, 2024

E32: Finance & AI: The Co-Pilot Mindset with Nicolas Boucher

This week, Nicolas Boucher, a finance influencer with nearly a million LinkedIn followers, shares his journey from corporate finance to becoming a content creator and educator, discuss the impact of AI on finance jobs, and h…
E31: When 3.6 Million Users Need a New Home with Copilot Money's Andrés Ugarte
Nov. 14, 2024

E31: When 3.6 Million Users Need a New Home with Copilot Money's Andrés Ugarte

This week, Sasha Orloff is joined by Andrés Ugarte to explore the rise of Copilot Money after Mint's shutdown announcement, sharing his journey from frustrated user to founder of a privacy-focused personal finance app, and d…
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