Run the Numbers

Run the Numbers

By CJ GustafsonBusinessManagement
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Run the Numbers episodes

  • Zuora’s COFO On Going Private and Pricing AI | Todd McElhatton

    In this episode of Run the Numbers, CJ sits down with Todd McElhatton, CFO of Zuora, for a deep cut on pricing, packaging, and value in the age of AI. They dig into how companies are figuring out whether to charge for AI at all, why token-based budgets are starting to sit alongside headcount budgets, and why AI may be increasing — not decreasing — the value of deep expertise.

    —

    SPONSORS:

    Brex is an intelligent finance platform that combines corporate cards, built-in expense management, and AI agents to eliminate manual finance work. By automating expense reviews and reconciliations, Brex gives CFOs more time for the high-impact work that drives growth. Join 35,000+ companies like Anthropic, Coinbase, and DoorDash at https://www.brex.com/metrics


    Abacum puts your actuals, forecasts, models, and business context in one place, so you can update the plan, run scenarios, and answer "why did this change?" without rebuilding the story from six spreadsheets and a Slack thread. Connect your source systems, keep models and assumptions aligned, and give leaders trusted answers while decisions are still being made. Go to abacum.ai/mostly-metrics.


    RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj


    Fidelity Private Shares gives founders the structure and simplicity to focus on what actually matters - building your company. If your startup needs a little extra support (and let’s be honest, who doesn’t need a little help now and then), then you’re in for a pleasant surprise with Fidelity. If you stay investor ready, you don’t have to get investor ready. Check out www.fidelityprivateshares.com


    Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj


    Cloud Capital helps you say goodbye to on-demand rates for cloud. Committing more cuts the rate you pay for cloud infrastructure by 20–60%. Commit wrong and you pay for capacity you'll never use. Cloud Capital underwrites that risk, so you capture the savings of deeper commitments without locking in architecture or putting engineers on it. Go to www.cloudcapital.co


    EY works with high-growth tech companies to navigate the messy realities of scaling—from regulatory requirements to IPO readiness. By helping teams get it right early and often, EY lets founders stay focused on building while reducing risk as they grow. Learn more at https://www.ey.com/techstartups

    —

    LINKS: 

    Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN

    Guest: linkedin.com/in/todd-mcelhatton-2140761

    Company: www.zuora.com

    CJ: https://www.linkedin.com/in/cj-gustafson-13140948/

    Mostly metrics: https://www.mostlymetrics.com

    —

    TIMESTAMPS:

    0:00 Intro

    1:15 Meet Todd

    2:24 Debating Price

    7:33 Is Software "Going Headless"?

    9:18 Is AI Increasing the Value of Experts

    9:58 Hiring Specialists vs. Generalists

    16:49 Rethinking the Budget Envelope

    26:56 Time to Value

    31:20 Forward-Deployed Engineers

    35:20 Parallels Between On-Prem-to-Cloud

    36:10 Rethinking Strategy

    37:07 Avoiding the Sunk Cost Trap

    38:58 The Art of Pivoting

    40:12 VMware

    41:31 Experimenting With AI

    42:33 What Private Boards Bring

    43:13 Short-Term Pain

    43:45 One-Way Doors vs. Two-Way Doors

    44:57Long-Ass Lightning Round

    45:04 Biggest Career Mistake

    45:36 Advice45:56 Finance Tech Stack

    46:43 The Craziest Thing Expense

    #RunTheNumbersPodcast #AIforCFOs #FinanceLeadership #Zuora #GoingPrivate

    48 min
  • LiveRamp’s CFO Rebuilt Pricing From Scratch | Lauren Dillard

    CJ sits down with Lauren Dillard, CFO of LiveRamp, whose path to the CFO seat ran through investor relations, communications, and even a year as interim CMO. They dig into why storytelling and influence matter as much as technical finance chops, how LiveRamp tore down and rebuilt its entire commercial model — collapsing 25+ usage metrics into 5 and inventing the "token" along the way.

    —

    SPONSORS:

    Brex is an intelligent finance platform that combines corporate cards, built-in expense management, and AI agents to eliminate manual finance work. By automating expense reviews and reconciliations, Brex gives CFOs more time for the high-impact work that drives growth. Join 35,000+ companies like Anthropic, Coinbase, and DoorDash at https://www.brex.com/metrics


    Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn


    RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj


    Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics


    Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj


    Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/


    EY works with high-growth tech companies to navigate the messy realities of scaling—from regulatory requirements to IPO readiness. By helping teams get it right early and often, EY lets founders stay focused on building while reducing risk as they grow. Learn more at https://www.ey.com/techstartups

    —

    LINKS: 

    Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN

    Guest: https://www.linkedin.com/in/lauren-russi-dillard-25502424/

    Company: https://www.liveramp.com

    CJ: https://www.linkedin.com/in/cj-gustafson-13140948/

    Mostly metrics: https://www.mostlymetrics.com

    —

    TIMESTAMPS:

    0:00 Cold Open

    1:18 Intro

    1:29 Meet Lauren Dillard

    4:48 Lauren's Path to CFO

    5:06 The "Wrong" Career Move

    7:48 Why Storytelling Matters

    9:41 Turning the Answer Into Action

    10:33 People Plus AI

    14:50 Pricing Is a Strategy Exercise

    16:43 Rebuilding a Commercial Model

    22:29 Simplifying Quote-to-Cash

    23:29 Where the "Token" Came From

    28:48 Selling a New Pricing Model

    29:27 Balancing New Logos

    30:17 Upmarket or Downmarket?

    34:17 Where Finance and HR Disagree

    36:07 The Biggest Mistake

    38:23 Will It Make the Boat Go Faster?

    42:27 Lessons from the NBA

    44:25 Lauren's Biggest Misstep

    46:27 Finance Tech Stack

    47:42 Craziest Expense

    #RunTheNumbersPodcast #AIforCFOs #FinanceLeadership #MasterworksArt #ContextEngineering

    50 min
  • The NScale IPO | A Neocloud S1 Breakdown

    Nscale just filed its S-1 to go public on the NYSE — and it might be the wildest IPO filing of the year. This UK-based "NeoCloud" is only 2 years old, is gross margin negative, started life as a crypto miner, and has somehow locked up over $100 billion in contracted value from Anthropic and Microsoft. CJ breaks down the entire S-1 line by line: what a NeoCloud actually is, how Nscale's "power to token" strategy works, why Nvidia shows up as its supplier, investor, guarantor, AND customer, and whether this is a durable business or a well-timed arbitrage on the AI compute shortage.

    —

    SPONSORS:

    Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/


    Brex is an intelligent finance platform that combines corporate cards, built-in expense management, and AI agents to eliminate manual finance work. By automating expense reviews and reconciliations, Brex gives CFOs more time for the high-impact work that drives growth. Join 35,000+ companies like Anthropic, Coinbase, and DoorDash at https://www.brex.com/metrics

    Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn


    RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj

    Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj


    EY works with high-growth tech companies to navigate the messy realities of scaling—from regulatory requirements to IPO readiness. By helping teams get it right early and often, EY lets founders stay focused on building while reducing risk as they grow. Learn more at https://www.ey.com/techstartups

    —

    LINKS: 

    Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN

    Company: https://www.nscale.com/

    CJ: https://www.linkedin.com/in/cj-gustafson-13140948/

    Mostly metrics: https://www.mostlymetrics.com

    —

    TIMESTAMPS:

    0:00 Cold Open

    0:53 Intro: Nscale Files to Go Public

    2:40 WTF Is a NeoCloud?

    4:11 The 5 Layers of the AI Stack

    5:55 Landlord vs. Hotel: Nscale's Two Businesses

    7:21 How Take-or-Pay Contracts Work

    8:28 Sponsor Break

    11:43 Breaking Down the Financials

    15:37 What's a Contract Actually Worth?

    18:45 Is This Just Nvidia Vendor Financing?

    20:58 Sponsor Break

    22:54 Medium-Term Arbitrage or Durable Company?

    24:30 5 Potential Red Flags

    27:08 How Does the CEO Get Paid?

    28:04 Who's on the Board?

    28:26 Is This the CoreWeave of the UK?

    31:09 Miscellaneous Filing Oddities

    33:31 Final Take

    #Nscale #IPO #NeoCloud #S1Breakdown #AIInfrastructure

    35 min
  • How Media Actually Makes Money | Blake Saunders

    In today’s Run the Numbers, CJ sits down with Blake Saunders, founder and managing director at Core Advisors (an investment bank focused on media) and founder of The Joint, to go deep on how media companies actually make money — and how that's changing fast.

    If you're anywhere near advertising, media, or content monetization, this one's a masterclass.


    —


    SPONSORS:

    Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj


    Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/


    Brex is an intelligent finance platform that combines corporate cards, built-in expense management, and AI agents to eliminate manual finance work. By automating expense reviews and reconciliations, Brex gives CFOs more time for the high-impact work that drives growth. Join 35,000+ companies like Anthropic, Coinbase, and DoorDash at https://www.brex.com/metrics


    Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn


    RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj


    EY works with high-growth tech companies to navigate the messy realities of scaling—from regulatory requirements to IPO readiness. By helping teams get it right early and often, EY lets founders stay focused on building while reducing risk as they grow. Learn more at https://www.ey.com/techstartups


    —


    LINKS:

    Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN

    Guest: linkedin.com/in/blakesaunders

    Company: https://coreadvs.com/

    CJ: https://www.linkedin.com/in/cj-gustafson-13140948/

    Mostly metrics: https://www.mostlymetrics.com


    —


    TIMESTAMPS:

    0:00 Cold Open and Intro

    1:17 Welcome Back: Meet Blake Saunders

    3:11 What Does "Media" Even Mean Today?

    3:24 AI and LLMs

    6:13 How Media Companies Make Money

    7:32 Subscriptions vs. Ads vs. Events

    8:54 Why Events Are the Riskiest Ad Dollar

    9:48 B2B vs. B2C

    14:25 Why Advertising Gets Such a Bad Rap

    17:58 The Hulu Paradox

    20:50 Built to Hold vs. Built to Sell

    27:10 Content Decay and the Monetization Mismatch

    29:08 Are IP Libraries Becoming Valuable

    34:39 How Big-Name Podcast Deals Get Structured

    37:50 Bundling, Unbundling, and Subscription Fatigue

    39:08 The Bending Spoons Trade

    40:20 Inside a Private Equity Value Creation Plan

    41:56 The Content-to-Commerce Playbook

    44:50 How Narrative-Driven Is Media M&A?

    46:49 7 Moments a Deal Feels Dead

    49:00 Farewell

    52 min
  • How to Sell Your Company: A Multi-Time CFO's Full Playbook | Rick Smith

    CJ sits down with multi-time CFO Rick Smith, founder of Bonfire Advisory and author of Six Months to the Sale, to break down what actually happens when you sell a company. They cover why buyers value some businesses on ARR and others on EBITDA (and why being slightly profitable can hurt you), how to negotiate banker fees, what buyers find when they dig into your balance sheet, and why every cap table Rick inherits is wrong.


    —


    SPONSORS:

    RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj


    Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj


    Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/


    Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics


    Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn


    EY works with high-growth tech companies to navigate the messy realities of scaling—from regulatory requirements to IPO readiness. By helping teams get it right early and often, EY lets founders stay focused on building while reducing risk as they grow. Learn more at https://www.ey.com/techstartups


    —


    LINKS: 

    Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN

    Guest: linkedin.com/in/rick-smith-906939

    Company: https://www.linkedin.com/company/bonfire-advisory

    CJ: https://www.linkedin.com/in/cj-gustafson-13140948/

    Mostly metrics: https://www.mostlymetrics.com


    —


    TIMESTAMPS:


    1:21 Meet Rick Smith and "Six Months to the Sale"
    2:44 Why Teach M&A Through Fiction
    4:26 CEO/CFO Tension
    7:08 Botching the Announcement
    8:15 How Staff Really React
    9:18 When Personal Life Collides With a Deal
    13:50 ARR vs. EBITDA
    17:58 What to Optimize Before a Sale
    18:50 Churn and Contract Renewal
    20:43 Strategics vs. PE
    27:46 Investment Banker Fee Structures
    29:09 What's Negotiable
    29:56 The Realtor Problem
    34:53 Big 4 vs. Regional Firms for Audit and QoE
    35:47 Negotiating Accounting Fees
    37:47 Deferred Revenue
    41:23 Warrants, Options, and Carta Cleanup
    44:02 QSBS: What CFOs Need to Know
    45:28 Quality of Earnings: Who Pays and Why
    47:44 What a QoE Actually Digs Into
    51:22 Why Deal Momentum Is So Hard to Stop
    53:47 The Waterfall
    58:19 Who Keeps Their Job
    61:31 Why Selling CFOs Feel Intimidated
    62:56 Prospect Theory
    65:28 Where to Find the Book

    #RunTheNumbersPodcast #MandA #CFOLife #SellingACompany #QualityOfEarnings

    1 hr 7 min
  • Masterwork’s CFO Runs 12 AI Agents at Once | Nigel Glenday

    CJ Gustafson sits down with Nigel Glenday, CFO and COO of Masterworks, to talk about how AI is actually changing day-to-day finance work. They cover why context matters more than model choice, how Nigel runs a dozen Claude Code terminal sessions at once, and how his team solved a 300,000 K-1 problem with Python instead of a $300K tool. Plus: a detour into the 2026 art market and what securitizing fine art teaches you about scarcity and pricing power.

    —

    SPONSORS:

    Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn

    RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj

    Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics

    Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj

    Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/

    Brex is an intelligent finance platform that combines corporate cards, built-in expense management, and AI agents to eliminate manual finance work. By automating expense reviews and reconciliations, Brex gives CFOs more time for the high-impact work that drives growth. Join 35,000+ companies like Anthropic, Coinbase, and DoorDash at https://www.brex.com/metrics

    EY works with high-growth tech companies to navigate the messy realities of scaling—from regulatory requirements to IPO readiness. By helping teams get it right early and often, EY lets founders stay focused on building while reducing risk as they grow. Learn more at https://www.ey.com/techstartups

    —

    LINKS: 

    Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN

    Guest: linkedin.com/in/nglenday

    Company: https://www.masterworks.com/

    CJ: https://www.linkedin.com/in/cj-gustafson-13140948/

    Mostly metrics: https://www.mostlymetrics.com

    —

    RELATED EPISODES:

    Nigel's Previous Episode: ⁠⁠⁠https://www.youtube.com/watch?v=zfmqwIzM0P4&t=9s⁠⁠⁠

    —

    TIMESTAMPS:

    2:04 The Dinner Story: AI as Leverage

    7:27 AI and the Value of Human-Curated Creativity

    12:16 Why Context Beats Intelligence

    14:11 What "Context" Actually Means for AI

    16:50 Building a Knowledge Map

    18:50 Why CFOs Are Uniquely Positioned to Encode Context

    21:36 Making Data Cheap to Access

    28:55 Claude Code Over the Web App

    30:49 Building "The A-Team"

    35:24 Solving 300,000 K-1s with AI and Python

    42:26 Asking Better Questions Segment

    42:50 Adopting Campfire

    44:20 When Human Writing Beats AI


    #RunTheNumbersPodcast #AIforCFOs #FinanceLeadership #MasterworksArt #ContextEngineering

    47 min
  • How Oura Built a $1.4 Billion Business Around a Tiny Ring

    How did Oura turn a tiny piece of wearable hardware into a $1.4 billion business? CJ breaks down the numbers behind Oura’s IPO filing and the surprisingly powerful business model hiding behind the ring.

    —

    SPONSORS:

    Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics

    Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn

    RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj

    Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics

    Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj

    Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/

    EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartups

    —

    LINKS: 

    Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN

    CJ: https://www.linkedin.com/in/cj-gustafson-13140948/

    Mostly metrics: https://www.mostlymetrics.com

    —

    TIMESTAMPS:

    0:00 Oura Files S1

    2:24 Key Revenue Stats

    3:35 Revenue Per Ring

    4:14 Gross Margin Breakdown

    5:31 The Weird $924M "Net Loss"

    6:11 Adjusted EBITDA and Cash Position

    7:20 Headcount and Bankers

    11:01 What Oura Actually Does

    13:46 Go-to-Market Channels

    15:57 Why Oura Rejects the "Fitness Tracker" Label

    16:49 Who's Actually Buying It

    21:26 Global Penetration Is Still Low

    21:54 The $84M Battery Problem

    22:56 Aggressive Growth Spend

    24:16 Samsung's Patent Complaint

    25:00 The Sleep Accuracy Class Action

    25:17 Former CEO Lawsuit

    25:52 Customer Concentration Risk

    26:31 Supply Chain and Tariff Exposure

    27:07 Clean Governance, No Material Weaknesses

    27:20 The Cap Table

    27:44 Oura's Massive Stock Buybacks

    29:29 The RSU Vesting Mechanics

    30:34 Tax Withholding on Settlement

    31:07 Valuation: $16B at 11x Revenue

    31:34 Who Do You Comp Oura To

    32:34 Miscellaneous Filing Details

    33:14 Final Take

    35 min
  • What 20 Years of Software Investing Says About AI | Matt Hedberg

    In this episode of Run the Numbers, CJ sits down with Matt Hedberg, a sell-side equity analyst at RBC who has covered software for more than 20 years. They break down how AI compares to the cloud transition, why traditional software moats are changing, what separates management teams that will actually capitalize on AI, and why cash, customer relationships, data, and technical leadership matter more than ever.

    —

    SPONSORS:

    Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/

    Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics

    Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn

    RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj

    Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics

    Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj

    EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartups

    —

    LINKS: 

    Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN

    Guest: https://www.linkedin.com/in/matt-hedberg/

    CJ: https://www.linkedin.com/in/cj-gustafson-13140948/

    Mostly metrics: https://www.mostlymetrics.com

    —

    RBC Capital Markets: This content is based on information available at the time it was recorded, and is for informational purposes only. It is not an offer to buy or sell, or a solicitation, and no recommendations are implied. It is outside the scope of this communication, to consider whether it is suitable for you, and your financial objectives. For Required Conflicts Disclosures, see: https://www.rbccm.com/GLDisclosure/PublicWeb/DisclosureLookup.aspx?entityId=1. For Disclaimer, see: https:/www.rbccm.com/en/policies-disclaimers.page.

    52 min
  • Andy Ellis: How to Lead Without Becoming the Hero, the Villain, or the Bottleneck

    In this episode of Run the Numbers, CJ sits down with leadership coach and former Akamai executive Andy Ellis. They break down why being indispensable can actually hurt your career, why managers shouldn’t automatically replace someone who leaves, how hero-villain thinking leads to bad decisions, and what great delegation and leadership actually look like.

    —

    SPONSORS:

    Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj

    Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/

    Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics

    Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn

    RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj

    Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics

    EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartups

    —

    LINKS: 

    Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN

    Guest: https://www.linkedin.com/in/csoandy/

    Company: https://www.csoandy.com/

    CJ: https://www.linkedin.com/in/cj-gustafson-13140948/

    Mostly metrics: https://www.mostlymetrics.com

    —

    TIMESTAMPS:

    0:00 Jero and Villain Stories

    1:43 Welcome to Run the Numbers

    2:53 Andy's Book: 1% Leadership

    7:44 Rule 1: Don't Replace People Immediately

    14:04 Rule 2: Don't Become Indispensable

    16:02 How Andy Learned to Speak Finance

    22:35 Rule 3: Don't Tell Yourself Hero/Villain Stories

    26:59 The 5K Race Mindset Shift

    31:01 Rule 4: Don't Overspecify Delegation

    35:59 Rule 5: Don't Obsess Over Your Strengths

    38:23 The Six Leadership Disciplines

    43:45 The Vendor Rebuff Email

    47:45 Why Leaders Avoid Saying No

    50:28 Story: The Guinness Bartender Promotion

    53:52 When Metrics Get Gamed

    54:11 Asking Better Questions Segment

    59:07 Where to Get the Book

    1 hr 1 min
  • 40 Years of IPOs with Jay Ritter: What the Data Actually Says

    In this episode of Run the Numbers, CJ sits down with Jay Ritter. They break down what Apple, Nvidia, the dot-com boom, and today’s AI giants can teach us about IPOs, why companies leave money on the table on day one, why firms stay private longer, and what the data actually says about long-term IPO performance.

    —

    SPONSORS:

    Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics

    Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj

    Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/

    Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics

    Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn

    RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj

    EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartups

    —

    LINKS: 

    Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN

    Guest: https://www.linkedin.com/in/jay-ritter-1323861/

    Company: https://www.ufl.edu/

    CJ: https://www.linkedin.com/in/cj-gustafson-13140948/

    Mostly metrics: https://www.mostlymetrics.com

    —

    TIMESTAMPS:

    0:00 Preview and Intro

    3:10 Meet Jay Ritter, Mr. IPO

    4:02 The Original 1983 Question

    5:08 PCs, Internet, and AI Compared

    9:36 Network Effects

    14:46 Sitzfleisch: Outlasting the Field

    16:10 Where Have All the IPOs Gone

    23:29 IPOs as Relationship-Building

    26:31 Why Investors Tolerate Founder Control

    29:16 Dual-Class Stock's Origins

    30:21 How Jay's Thinking Evolved

    31:36 Why Boards Don't Get Angry

    34:39 Banks' Real Client: Institutions

    37:08 Book Building

    38:56 Why Direct Listings Haven't Taken Over

    39:57 What Goldman Is Really Selling

    41:57 Sentiment vs. Long-Term Performance

    43:13 Does Staying Private Help Society

    49:35 Asking Better Questions with EY

    52:12 Are Markets Efficient

    55 min

About Run the Numbers

From the publisher's feed

Run the Numbers is a business podcast about financial metrics and business models for CFOs, aspiring CFOs, finance leaders, and ambitious people operating tech startups. Hosted by CJ Gustafson, CFO…

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