14 episodes

A podcast where Sasha Orloff talks to CFOs, 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.
Turpentine Finance is part of the Turpentine podcast network. Learn more: turpentine.co

"Turpentine Finance" with Sasha Orloff | Startup Finance, Leadership, CFO Strategy Turpentine

    • Business
    • 5.0 • 43 Ratings

A podcast where Sasha Orloff talks to CFOs, 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.
Turpentine Finance is part of the Turpentine podcast network. Learn more: turpentine.co

    Revenue Models 101 & the New Stack with Riya Grover, CEO of Sequence

    Revenue Models 101 & the New Stack with Riya Grover, CEO of Sequence

    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 management tools, and much more.

    🔥 Apply to join over 400 founders and Execs in the Turpentine Network: https://hmplogxqz0y.typeform.com/to/JCkphVqj

    This show is a part of the Turpentine podcast network. Learn more: https://www.turpentine.co

    Get Turpentine Finance directly in your inbox. Subscribe to our newsletter at https://turpentine-finance.beehiiv.com/ and receive key takeaways from each episode

    RECOMMENDED PODCAST:
    Patrick McKenzie (@patio11) talks to experts who understand the complicated but not unknowable systems we rely on. You might be surprised at how quickly Patrick and his guests can put you in the top 1% of understanding for stock trading, tech hiring, and more.
    Spotify: https://open.spotify.com/show/3Mos4VE3figVXleHDqfXOH
    Apple: https://podcasts.apple.com/id1753399812https://podcasts.apple.com/id1753399812
    --

    SPONSORS:
    NETSUITE
    📈 NetSuite has 25 years of providing financial software for all your business needs. More than 36,000 businesses have already upgraded to NetSuite by Oracle, gaining visibility and control over their financials, inventory, HR, eCommerce, and more. If you’re looking for an ERP platform head to NetSuite: http://netsuite.com/zen - NetSuite has extended a one-of-a-kind flexible financing program for a few more weeks.

    COMMANDBAR
    🦾 Level up your ineffective website chatbot with CommandBar. CommandBar builds a new type of web assistant which delivers highly personalized responses, real time co-browsing, and can perform actions on behalf of the users. Learn how Hashicorp, Gusto, Freshworks and more use CommandBar at https://commandbar.com/moz

    BABBEL
    🌐 Ready to achieve your 2024 goals? Start learning a new language with Babbel in just three weeks. Enjoy app lessons, live classes, and podcasts designed for real-world conversations. Get up to 60% off at https://babbel.com/torenberg

    --
    LINKS:
    https://www.sequencehq.com

    X/SOCIAL
    @sashaorloff (Sasha)
    @Riya_78 (Riya)

    TIMESTAMPS
    (00:00:00) Introduction to revenue management challenges
    (00:02:07) Evolution of revenue models
    (00:04:23) Hybrid pricing and usage-based models
    (00:05:32) Complexities in revenue management
    (00:06:46) Modern sales and finance operations
    (00:09:38) Driving factors behind revenue model changes
    (00:15:12) Software evolution and challenges
    (00:36:57) Sequence: simplifying quote to revenue
    (00:40:42) Closing thoughts and advice for finance teams

    • 46 min
    Architecting IPO Readiness from Day One with Nadia Asoyan, Formerly of Square, Robinhood, and Strike

    Architecting IPO Readiness from Day One with Nadia Asoyan, Formerly of Square, Robinhood, and Strike

    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 the importance of cross-functional partnerships and data literacy.

    🔥 Apply to join over 400 founders and Execs in the Turpentine Network: https://hmplogxqz0y.typeform.com/to/JCkphVqj

    This show is a part of the Turpentine podcast network. Learn more: https://www.turpentine.co

    Get Turpentine Finance directly in your inbox. Subscribe to our newsletter at https://turpentine-finance.beehiiv.com/ and receive key takeaways from each episode

    RECOMMENDED PODCAST:
    Patrick McKenzie (@patio11) talks to experts who understand the complicated but not unknowable systems we rely on. You might be surprised at how quickly Patrick and his guests can put you in the top 1% of understanding for stock trading, tech hiring, and more.
    Spotify: https://open.spotify.com/show/3Mos4VE3figVXleHDqfXOH
    Apple: https://podcasts.apple.com/id1753399812https://podcasts.apple.com/id1753399812

    --

    SPONSORS:
    NETSUITE
    📈 NetSuite has 25 years of providing financial software for all your business needs. More than 36,000 businesses have already upgraded to NetSuite by Oracle, gaining visibility and control over their financials, inventory, HR, eCommerce, and more. If you’re looking for an ERP platform head to NetSuite: http://netsuite.com/zen - NetSuite has extended a one-of-a-kind flexible financing program for a few more weeks.

    COMMANDBAR
    🦾 Level up your ineffective website chatbot with CommandBar. CommandBar builds a new type of web assistant which delivers highly personalized responses, real time co-browsing, and can perform actions on behalf of the users. Learn how Hashicorp, Gusto, Freshworks and more use CommandBar at https://commandbar.com/moz

    BABBEL
    🌐 Ready to achieve your 2024 goals? Start learning a new language with Babbel in just three weeks. Enjoy app lessons, live classes, and podcasts designed for real-world conversations. Get up to 60% off at https://babbel.com/torenberg

    --

    LINKS:
    Strike: https://strike.me/

    X/SOCIAL
    @sashaorloff
    @NadiaAsoyan

    TIMESTAMPS:
    (00:00) Introduction
    (01:06) Nadia’s Accounting Origins
    (04:17) Big Four Lessons
    (07:38) Square's Early Days
    (09:03) The Audit to In-House Transition
    (11:22) IPO Readiness at Square
    (17:05) Building Processes at Robinhood
    (18:21) Sponsors: Netsuite | CommandBar
    (21:00) Attracting Founders
    (24:30) Expanding Responsibilities
    (28:18) Evolving Processes
    (28:42) Sponsors: Babbel | Attio
    (32:33) Advice for Accounting Professionals
    (35:05) Board Management and Fundraising
    (42:00) Board Meetings
    (45:20) Growth vs. Profitability
    (48:32) Counterintuitive Advice
    (50:00) Misconceptions and Unsolved Problems
    (54:41) Square IPO Challenges
    (59:48) Complexity and Automation
    (1:04:10) Free Products and Hyper Growth
    (1:07:01) Pricing Models
    (1:10:22) Budget Setting
    (1:14:20 ) Wrap

    • 1 hr 19 min
    Customer Obsession Meets Unit Economics: Product-Finance Harmony w/ Gusto's CPO Tomer London

    Customer Obsession Meets Unit Economics: Product-Finance Harmony w/ Gusto's CPO Tomer London

    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 pursuing growth at all costs. He provides a candid look into Gusto's fundraising philosophy and managing the product-finance relationship through the company's evolution from startup to industry leader.

    🔥 Apply to join over 400 founders and Execs in the Turpentine Network: https://hmplogxqz0y.typeform.com/to/JCkphVqj

    This show is a part of the Turpentine podcast network. Learn more: https://www.turpentine.co

    Get Turpentine Finance directly in your inbox. Subscribe to our newsletter at https://turpentine-finance.beehiiv.com/ and receive key takeaways from each episode

    RECOMMENDED PODCAST:
    Patrick McKenzie (@patio11) talks to experts who understand the complicated but not unknowable systems we rely on. You might be surprised at how quickly Patrick and his guests can put you in the top 1% of understanding for stock trading, tech hiring, and more.
    Spotify: https://open.spotify.com/show/3Mos4VE3figVXleHDqfXOH
    Apple: https://podcasts.apple.com/id1753399812https://podcasts.apple.com/id1753399812
    ---

    SPONSORS:
    ATTIO
    📊 Attio is the next generation of CRM. It’s powerful, flexible and easily configures to the unique way your startup runs, whatever your go-to-market motion. The next era deserves a better CRM. Join ElevenLabs, Replicate, Modal and more at https://bit.ly/attioturpentine

    NETSUITE

    📈 NetSuite has 25 years of providing financial software for all your business needs. More than 36,000 businesses have already upgraded to NetSuite by Oracle, gaining visibility and control over their financials, inventory, HR, eCommerce, and more. If you’re looking for an ERP platform head to NetSuite: http://netsuite.com/zen - NetSuite has extended a one-of-a-kind flexible financing program for a few more weeks.

    COMMANDBAR
    🦾 Level up your ineffective website chatbot with CommandBar. CommandBar builds a new type of web assistant which delivers highly personalized responses, real time co-browsing, and can perform actions on behalf of the users. Learn how Hashicorp, Gusto, Freshworks and more use CommandBar at https://commandbar.com/moz

    BABBEL
    🌐 Ready to achieve your 2024 goals? Start learning a new language with Babbel in just three weeks. Enjoy app lessons, live classes, and podcasts designed for real-world conversations. Get up to 60% off at https://babbel.com/torenberg


    LINKS:
    gusto.com

    X/SOCIAL
    @sashaorloff
    @tomerlondon

    TIMESTAMPS:
    (00:00) Intro
    (01:25) Landing on Payroll
    (03:46) Payroll as a Wedge
    (05:20:)The Importance of Emotional Pain Points
    (07:23) Dream Big, Make it Real
    (13:06) The Three Horizons Framework
    (15:07) The Importance of Product & Finance Alignment
    (17:08) Sponsor: NetSuite | Attio
    (21:00) Milestones and Accountability
    (24:00) Killing Products
    (28:30) Staying Focused Amidst Competition
    (30:39) Sponsor: beehiiv | Babbel
    (34:00) Fundraising Strategy
    (36:46) Evolving Thinking on Profitability
    (40:25) The Power of Customer Connection
    (42:00) The Future of Gusto
    (43:12) Wrap

    • 45 min
    CFO Whisperer Jim Cook of Netflix, Intuit, & Mozilla: "Stop Trying To Be Precise"

    CFO Whisperer Jim Cook of Netflix, Intuit, & Mozilla: "Stop Trying To Be Precise"

    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.

    🔥 Apply to join over 400 founders and Execs in the Turpentine Network: https://hmplogxqz0y.typeform.com/to/JCkphVqj

    This show is a part of the Turpentine podcast network. Learn more: https://www.turpentine.co

    RECOMMENDED PODCAST:
    Patrick McKenzie (@patio11) talks to experts who understand the complicated but not unknowable systems we rely on. You might be surprised at how quickly Patrick and his guests can put you in the top 1% of understanding for stock trading, tech hiring, and more.
    Spotify: https://open.spotify.com/show/3Mos4VE3figVXleHDqfXOH
    Apple: https://podcasts.apple.com/id1753399812https://podcasts.apple.com/id1753399812

    ---

    SPONSORS:
    ATTIO

    📊 Attio is the next generation of CRM. It’s powerful, flexible and easily configures to the unique way your startup runs, whatever your go-to-market motion. The next era deserves a better CRM. Join ElevenLabs, Replicate, Modal and more at https://bit.ly/attioturpentine

    NETSUITE

    📈 NetSuite has 25 years of providing financial software for all your business needs. More than 36,000 businesses have already upgraded to NetSuite by Oracle, gaining visibility and control over their financials, inventory, HR, eCommerce, and more. If you’re looking for an ERP platform head to NetSuite: http://netsuite.com/zen - NetSuite has extended a one-of-a-kind flexible financing program for a few more weeks.

    BEEHIIV

    🐝 Head to Beehiiv, the newsletter platform built for growth, to power your own. Connect with premium brands, scale your audience, and deliver a beautiful UX that stands out in an inbox. Go to https://beehiiv.com and use code “MOZ” for 20% off your first three months

    🌐 Ready to achieve your 2024 goals? Start learning a new language with Babbel in just three weeks. Enjoy app lessons, live classes, and podcasts designed for real-world conversations. Get up to 60% off at https://babbel.com/torenberg

    LINKS:
    Jim's Linkedin: https://www.linkedin.com/in/cookflix
    Benchboard: https://www.benchboard.com/

    X/SOCIAL:
    @sashaorloff (Sasha)
    @cookflix (Jim)

    TIMESTAMPS
    (00:00) Preview and Intro
    (03:19) Early lessons from Intuit
    (05:28) Evolution of finance teams
    (09:06) Customer-centric finance
    (11:14) Effective stakeholder management
    (12:47) Strategic decision making in finance
    (15:39) Board meetings preparation
    (19:04) Sponsor: Netsuite | Attio
    (21:07) Meaningful discussions on board meetings
    (24:07) How to be a successful CEO
    (31:38) Sponsor: Beehiiv | Babbel
    (34:11) Early days of Netflix
    (37:05) Monetization strategies
    (44:14) Hiring the right CFO
    (47:26) Interview question for a CFO candidate
    (49:35) Introducing BenchBoard
    (53:38) Common skills and advice
    (57:19) Wrap

    • 59 min
    How OpenAI Controller Sowmya Raganathan Uses AI to Superpower Accounting

    How OpenAI Controller Sowmya Raganathan Uses AI to Superpower Accounting

    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.

    🔥 Apply to join over 400 founders and Execs in the Turpentine Network: https://hmplogxqz0y.typeform.com/to/JCkphVqj

    RECOMMENDED PODCAST:
    Patrick McKenzie (@patio11) talks to experts who understand the complicated but not unknowable systems we rely on. You might be surprised at how quickly Patrick and his guests can put you in the top 1% of understanding for stock trading, tech hiring, and more.
    Spotify: https://open.spotify.com/show/3Mos4VE3figVXleHDqfXOH
    Apple: https://podcasts.apple.com/id1753399812https://podcasts.apple.com/id1753399812
    ---
    This show is a part of the Turpentine podcast network. Learn more: https://www.turpentine.co
    ---
    SPONSORS:

    ATTIO
    📊 Attio is the next generation of CRM. It’s powerful, flexible and easily configures to the unique way your startup runs, whatever your go-to-market motion. The next era deserves a better CRM. Join ElevenLabs, Replicate, Modal and more at https://bit.ly/attioturpentine

    NETSUITE
    📈 NetSuite has 25 years of providing financial software for all your business needs. More than 36,000 businesses have already upgraded to NetSuite by Oracle, gaining visibility and control over their financials, inventory, HR, eCommerce, and more. If you’re looking for an ERP platform head to NetSuite: http://netsuite.com/zen - NetSuite has extended a one-of-a-kind flexible financing program for a few more weeks.

    BEEHIIV
    🐝 Head to Beehiiv, the newsletter platform built for growth, to power your own. Connect with premium brands, scale your audience, and deliver a beautiful UX that stands out in an inbox. Go to https://beehiiv.com and use code “MOZ” for 20% off your first three months

    BRAVE
    🎯Get first-party targeting with Brave’s private ad platform: cookieless and future proof ad formats for all your business needs. Performance meets privacy. Head to https://brave.com/brave-ads/ and mention “Turpentine” when signing up for a 25% discount on your first campaign.

    ---
    This show is produced by Turpentine: a network of podcasts, newsletters, and more, covering technology, business, and culture — all from the perspective of industry insiders and experts. We’re launching new shows every week, and we’re looking for industry-leading sponsors — if you think that might be you and your company, email us at erik@turpentine.co.
    ---
    X/SOCIAL:
    https://twitter.com/sashaorloff (Sasha)
    https://twitter.com/heysowmya (Sowmya)
    ---
    TIMESTAMPS:
    (00:00) Preview and Intro
    (02:51) Soumya's Journey: From Square to Rippling
    (03:14) Challenges and Learnings in Public Accounting
    (07:30) Automation in Accounting: A Necessity
    (10:02) Joining Rippling: Building from the Ground Up
    (11:47) Balancing Controls and Growth in Startups
    (14:52) Sponsor: NetSuite | Attio
    (16:52) Putting On the Auditor's Hat
    (18:24) What If There's No Buy-in from Management?
    (21:02) Stepping into OpenAI and Embracing AI in Accounting
    (24:12) Transforming Accounting with ChatGPT
    (25:35) Real-World Applications and Success Stories
    (26:29) Future of AI in Accounting
    (29:44) OpenAI's Accounting Team and Processes
    (30:02) Sponsor: Beehiiv | Brave
    (33:12) Innovative Tools and Systems
    (37:36) Advice for Future Accountants
    (45:30) Addressing Fear of AI in Accounting
    (47:41) Wrap

    • 49 min
    An Insider's Guide After $2B of M&A with Serial CFO Steve Love of Sift, Dialpad, and Heap

    An Insider's Guide After $2B of M&A with Serial CFO Steve Love of Sift, Dialpad, and Heap

    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, finance professional or simply M&A-curious, Love's tactics for evaluating targets, modeling forecasts, negotiating terms, and executing integrations provide a rare behind-the-scenes look at what it really takes to architect successful transactions.

    🔥 Apply to join over 400 founders and Execs in the Turpentine Network: https://hmplogxqz0y.typeform.com/to/JCkphVqj

    SPONSORS:
    📊 Attio is the next generation of CRM. It’s powerful, flexible and easily configures to the unique way your startup runs, whatever your go-to-market motion. The next era deserves a better CRM. Join ElevenLabs, Replicate, Modal and more at https://bit.ly/attioturpentine

    NETSUITE
    📈 NetSuite has 25 years of providing financial software for all your business needs. More than 36,000 businesses have already upgraded to NetSuite by Oracle, gaining visibility and control over their financials, inventory, HR, eCommerce, and more. If you’re looking for an ERP platform head to NetSuite: http://netsuite.com/zen - NetSuite has extended a one-of-a-kind flexible financing program for a few more weeks.

    BEEHIIV
    🐝 Power your newsletter with Beehiiv, the newsletter platform built for growth. Connect with premium brands, scale your audience, and deliver a beautiful UX that stands out in an inbox. Head to https://Beehiiv.com and use code "MOZ" for 20% off your first three months

    BRAVE
    🎯Get first-party targeting with Brave’s private ad platform: cookieless and future proof ad formats for all your business needs. Performance meets privacy. Head to https://brave.com/brave-ads/ and mention “Turpentine” when signing up for a 25% discount on your first campaign.
    ---
    This show is produced by Turpentine: a network of podcasts, newsletters, and more, covering technology, business, and culture — all from the perspective of industry insiders and experts. We’re launching new shows every week, and we’re looking for industry-leading sponsors — if you think that might be you and your company, email us at erik@turpentine.co.
    ---
    LINKS:
    https://sift.com/

    X/SOCIAL:
    @sashaorloff (Sasha)
    @SteveLoveCFO (Steve)

    TIMESTAMPS:
    (00:00:00) Intro and preview
    (00:01:24) Steve Love's impressive background
    (00:02:39) Diving into M&A: When and why to acquire
    (00:03:34) Case study: Heap's product acquisition
    (00:05:17) Evaluating market players and integration challenges
    (00:08:20) Operational considerations post-acquisition
    (00:10:22) The role of the CFO in M&A
    (00:13:29) Integration and transition best practices
    (00:17:43) Sponsor: NetSuite | Attio
    (00:20:21) The biggest surprise after acquisition
    (00:22:33) The first thing CFOs do after signing
    (00:24:34) Acquihire vs. product acquisition
    (00:32:29) Sponsor: Beehiiv | Brave
    (00:33:02) Negotiating severance packages
    (00:35:02) Pre-negotiating terms at hiring
    (00:37:34) Executing a sell-side transaction
    (00:37:55) Handling market checks and bankers
    (00:39:26) Preparing for M&A discussions
    (00:43:10) Navigating first meetings with acquiring CFOs
    (00:45:01) Challenges in cross-border acquisitions
    (00:49:52) Differences between private and public company sales
    (00:53:08) Maximizing buyer interest and value
    (00:55:23) Lessons from previous M&A experiences
    (00:58:36) Career reflections and advice for aspiring CFOs
    (01:02:13) Biggest misconceptions about a CFO's role
    (01:03:03) Wrap

    • 1 hr 4 min

Customer Reviews

5.0 out of 5
43 Ratings

43 Ratings

Mover415 ,

I have listened to every single one

So I might be biased, but I am so excited about this. These are really fun stories that are usually told privately in board rooms or over beers, now for everyone to get to hear.

RobMitch78 ,

A true Master Class for all aspiring CFOs

Each interview selects a key topic or subject area that any CFO will have to deal with. These are conversations that convey key learnings from industry veterans.

CJ has a great interview style where he gives each guest the space to discuss each topic in depth.

I often listen to each session multiple times given the volume of wisdom and experience from each conversation.

Colby28 ,

Learn something new every time!

I’ve been involved with SaaS businesses for over 10 years and amazed by how much I learn every podcast!

Top Podcasts In Business

People Magic: How to Build a $1M Community
Mighty Networks & Pod People
REAL AF with Andy Frisella
Andy Frisella #100to0
Money Rehab with Nicole Lapin
Money News Network
The Ramsey Show
Ramsey Network
Young and Profiting with Hala Taha
Hala Taha | YAP Media Network
The Diary Of A CEO with Steven Bartlett
DOAC

You Might Also Like

The Logan Bartlett Show
by Redpoint Ventures
"Upstream" with Erik Torenberg
Erik Torenberg
"Moment of Zen"
Erik Torenberg, Dan Romero, Antonio Garcia Martinez
BG2Pod with Brad Gerstner and Bill Gurley
BG2Pod
Invest Like the Best with Patrick O'Shaughnessy
Colossus | Investing & Business Podcasts
"Econ 102" with Noah Smith and Erik Torenberg
Noah Smith, Erik Torenberg