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PODCAST

"Tech Finance" with Sasha Orloff: B2B Fintech | AI | Finance Tech

Puzzle, Turpentine

On Tech Finance, host Sasha Orloff brings you inside the office of the CFO - covering major tech finance news including funding announcements, deals, product launches, and emerging players shaping B2B fintech. We break down the week"s biggest developments in finance tech and accounting, and explore how finance leaders are putting AI to work. Tech Finance is brought to you by Puzzle, the modern accounting platform with an AI-first ledger, built for speed, automation, and real time decision making

business management

All Episodes

50:45

E24: The ROI of Storytelling: Camille Ricketts...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/09/19

In this episode, Sasha Orloff sits down with Camille Ricketts, former Co-Head of Marketing at Notion, Editor of First Round Review and Elon’s comms manager at Tesla, to talk about the ROI of content as a growth driver. Camille, currently a partner at XYZ Venture Capital, played a key role in persuading Sasha years ago to invest in content as a revenue channel. In this episode she shares her invaluable insights from her roles at Notion, Tesla, and First Round Review. Tune in to hear Camille’s

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57:31

E23: “Founder Mode"? Setting the Record Straight with...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/09/12

When Y Combinator's Paul Graham released his viral essay "Founder Mode," it sparked a firestorm in the tech world. Based on a private talk by Airbnb's Brian Chesky and endorsed by the likes of Elon Musk and Patrick Collison, the piece garnered over 20 million views. Enter Jim Cook, legendary Silicon Valley CFO (Netflix, Intuit, Mozilla) who just wrote a counterargument to set the record straight. Cook challenges the simplistic notion of founder supremacy — where only 10% succeed — and offers a

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55:48

E22: Evolution of the CFO Role, Compensation, and...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/09/05

In this episode, Sasha Orloff is joined by Chris Sands, Head of Jobs at The F Suite, to discuss the landscape of finance leadership and career advancement in 2024. Sands unpacks the changing role of CFOs and how to navigate compensation from the vantage point of CFOs (and the CEOs hiring for the role). This episode offers invaluable insights on how to stay relevant, adaptable, and ahead of the curve in your finance career.🔥Apply to join over 400 Founders and Execs in the Turpentine

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51:19

E21: From Silicon Valley to Lake Tahoe Ski Resort CFO...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/08/29

In this episode, Sasha Orloff is joined by Valerie Burman, CFO of Sugar Bowl Resort in Lake Tahoe and former VP at Workday and SAP, shares her unique journey from being an executive at Silicon Valley tech companies to becoming the CFO of a ski resort. Valerie talks about her philosophy on building the dream team, the importance of understanding business acumen in a CFO role, and strategies for achieving long-term liquidity. She also reflects on hard won lessons from multiple M&As and

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66:52

E20: Rishi Garg’s M&A Playbooks from Twitter and Square

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/08/22

In this episode, Rishi Garg, former Head of Corporate Development at Twitter and Square, shares insider knowledge on tech acquisitions. He explains when companies should start considering M&A and the three key approaches: tops down, bottoms up, and strategy influence. Rishi reveals how he managed up to 15 deals in 12 months and why integration is crucial for M&A success. He debunks common M&A misconceptions and discusses the "sins of omission" - deals he regrets not making. The conversation shifts

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66:14

E19: From Lean Startup to Long-Term Thinking: Eric...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/08/15

In this episode of Turpentine Finance, Sasha sits down with Eric Ries, author of "The Lean Startup" and founder of the Long-Term Stock Exchange (LTSE). Ries shares the challenging journey of creating a new national securities exchange designed to promote long-term thinking in public companies. He discusses the obstacles faced in gaining SEC approval, the misconceptions about corporate governance, and why many companies struggle with balancing short-term pressures and long-term vision. Ries offers

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51:48

E18: Jody Padar, CPA, on Solving Accounting's...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/08/08

In this episode, Sasha sits down with Jody Padar, the Radical CPA, 3x author, to discuss the incentive misalignment in accounting firms, and how radical pricing can solve it. Jody shares her insights on the evolving landscape of accounting, discussing the need for firms to adapt to new technologies, embrace value-based pricing, and shift from traditional hourly billing models. She emphasizes the importance of redefining the accountant-client relationship in the digital age, advocating for a more

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47:32

E17: Why a16z is All-In on AI for Finance Teams with...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/08/01

In this episode, Sasha sits down with Seema Amble, Partner at Andreessen Horowitz. Seema shares her research on the transformation of the CFO’s office, and how generative AI is powering financial teams. She discusses how AI can empower CFOs and finance teams to focus on strategic rather manual tasks, increasing client communication through automation, the impact of AI on valuations in service businesses such as law and accounting, and the progression from “service as a software” vs “software as a

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50:01

E16: CFO Dilemmas Decoded: Growth vs. Profit, VC vs....

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/07/25

In this episode of Turpentine Finance, Sasha sits down with Dan Fletcher, CFO of Planful. They discuss how CFOs can build trust with the CEO and the board, balancing growth and profitability across different company stages, the nuances of working with VC versus PE investors, and more. Dan also shares his perspective of working at Planful, building infrastructure for CFOs.-- 🔥 Apply to join over 400 founders and Execs in the Turpentine Network: https://hmplogxqz0y.typeform.com/to/JCkphVqj This

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43:40

E15: Building Tax Compliance for Tech Companies with...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/07/18

In this episode, Sasha sits down with Michelle Valentine, Co-founder and CEO of Anrok, the tax compliance infrastructure for the internet economy. They discuss the complexities of sales tax in the digital age, the historical context, regulatory changes, and challenges faced by startups operating online. Michelle shares her journey from VC at Index Ventures to founding Anorak and provides valuable advice for finance leaders and founders on navigating sales tax issues effectively.-- 🔥 Apply to join

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46:15

E14: Revenue Models 101 & the New Stack with Riya...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/07/11

In this episode, Sasha sits down with Riya Grover, CEO and Cofounder of Sequence, to discuss the evolving landscape of B2B revenue models and pricing strategies. They dive deep into the challenges modern software companies face in managing complex hybrid pricing models and the increasing adoption of usage and hybrid-based pricing. Riya also shares Sequence's approach to unifying the quote-to-cash process, bridging the gap between sales and finance teams, the limitations of traditional revenue

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79:50

E13: Architecting IPO Readiness from Day One with...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/06/27

In this episode, Sasha sits down with Nadia Asoyan, former CFO of Strike, Robinhood, and Controller at Square. Nadia shares her journey from EY to Silicon Valley's top fintech rocketships, offering invaluable insights on transitioning from accounting to CFO positions. She discusses the challenges of IPO readiness, the evolution of financial processes in fast-growth startups, and the delicate balance between growth and profitability. Nadia also provides candid advice for aspiring CFOs, emphasizing

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44:25

E12: Customer Obsession Meets Unit Economics:...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/06/20

In this episode, Tomer London, co-founder and Chief Product Officer at Gusto, shares insights into aligning product and finance teams for responsible growth. He dives deep into the frameworks and practices Gusto employed to make trade-offs between core products, expansion opportunities, and moonshot ideas - all while maintaining a relentless focus on customer needs and healthy unit economics. Tomer discusses Gusto's thoughtful, iterative approach to product development, avoiding the pitfalls of

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59:11

E11: CFO Whisperer Jim Cook of Netflix, Intuit, &...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/06/13

In this episode, Sasha sits down with Jim Cook, dubbed the CFO Whisperer, after 30 years in Silicon Valley as CFO at Netflix, Intuit, and Mozilla. Jim shares CFO hiring mistakes and the misunderstandings most board members and investors have about the CFO role, why being precise is the finance professional’s Achilles heel, tactical advice for impactful communication in board meetings, and more.This show is a part of the Turpentine podcast network. Learn more:

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49:40

E10: How OpenAI Controller Sowmya Raganathan Uses AI...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/06/06

OpenAI Controller Sowmya Ranganathan sits with Sasha Orloff to share accounting insights from her experience at Square, Rippling, and OpenAI. She discusses automation and using AI in accounting, how difficult software motivated her to make the move to Controller at Rippling, and how she’s streamlining the accounting workflow at OpenAI, where she is currently Controller. Sowmya also explains how AI is making accounting easier and why future accounting teams may be small and broadly skilled.--- This

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64:31

E9: An Insider's Guide After $2B of M&A with Serial...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/05/30

In this conversation, Steve Love, a seasoned CFO with over $1 billion raised from VCs and $2 billion in M&A transaction experience, pulls back the curtain on high-stakes M&A. Love shares his insights from overseeing complex acquisitions like Heap's purchase of a complementary "session replay" company and Heap's eventual sale to ContentSquare. He candidly discusses navigating challenges, aligning stakeholders, prepping for diligence, and making strategic M&A decisions as a CFO. Whether you're a CFO,

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47:58

E8: When Your Biggest Competitor Crashes, with...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/05/23

How do you navigate the tide turn when your competitor collapses during one of the biggest banking crises in recent history? In this conversation, Sasha Orloff sits down with Immad Akhund, founder and CEO of Mercury*. Immad pulls back the curtain on the chaos and critical decisions made when Silicon Valley Bank fell. From mobilizing an all-hands effort to rapidly onboard new customers to developing new product features virtually overnight to instill confidence, Immad provides an unvarnished look at

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48:05

E7: The Dealmaker’s Secrets: Steve McLaughlin on...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/05/16

In this conversation, Sasha Orloff sits down with Steve McLaughlin, CEO and Managing Partner of FT Partners. Steve provides an insider’s look into the high-stakes world of capital raising and dealmaking for high-growth private companies. From being Goldman Sachs’ Former Head of Fintech to founding FT Partners, a global fintech investment firm, McLaughlin shares his strategies for crafting compelling narratives that unlock massive fundraising rounds - like the $33 billion valuation for Revolut and a

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44:56

E6: Behind the Scenes of General Catalyst: The VC...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/05/10

Ever wondered what the financial operations look like when you have billions in AUM at a top-tier VC firm?In this episode, Sasha sits down with Mark Allen, CFO at General Catalyst. Mark discusses the non-obvious complexities of managing billions in assets across hundreds of portfolio companies, from capital reserve strategies, geographical breakdowns, to reporting requirements. He shares candid insights on navigating intense moments like the Silicon Valley Bank collapse, tech innovations being

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49:22

E5: Bringing Fun Back to Finance: Redesigning...

"Tech Finance" with Sasha Orloff: B2B Fintech | AI |... ·

2024/05/02

Get an inside look at Runway - the visually stunning finance platform that's breaking conventions and captivating users with its approach to making finance fun again.In this interview, founder and CEO Siqi Chen shares the arduous 3-year journey of iterating on the product from its inception during a meeting with the a16z team, working alongside early design partners, and the key inflection points that transformed Runway into what it is today. He emphasizes the importance of storytelling, having

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117 results

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