Is a weekly martini ARR? | with Dave Kellogg
Description
Mostly Growth’s conversation with legendary SaaS operator and blogger Dave Kellogg digs into the shifting economics of software, why traditional ARR metrics are breaking down, and what actually drives buyer interest in today’s M&A landscape. Dave, CJ, and Kyle unpack the growing divide between “recurring,” “re-occurring,” and empirically recurring revenue, calling out how misreported ARR (from multiplying single months by 12, counting trials as customers, or ignoring opt-outs) is warping valuations. They explore why many $20–50M horizontal SaaS companies have become “zombies,” why vertical software and AI tuck-ins are still getting bought, and how investor preferences and preference stacks create brutal misalignments between founders, employees, and late-stage capital. The episode then shifts to real-world pricing psychology—from Instacart and DoorDash memberships to credit-card fee complexity and resort-fee opacity—before finishing with tools they’re using (PowerPoint’s charting, Wispr Flow) and Dave’s hard-won rules for scheduling etiquette after intros.
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SPONSORS:
Metronome is real-time billing built for modern software companies. Metronome turns raw usage events into accurate invoices, gives customers bills they actually understand, and keeps finance, product, and engineering perfectly in sync. That’s why category-defining companies like OpenAI and Anthropic trust Metronome to power usage-based pricing and enterprise contracts at scale. Focus on your product — not your billing. Learn more and get started at https://www.metronome.com
Pulley is the cap table management platform built for CFOs and finance leaders who need reliable, audit-ready data and intuitive workflows, without the hidden fees or unreliable support. Switch in as little as 5 days and get 25% off your first year: https://pulley.com/mostlymetrics
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LINKS:
Mostly Metrics: https://www.mostlymetrics.com
CJ on LinkedIn: https://www.linkedin.com/in/cj-gustafson-13140948/
Growth Unhinged: https://www.growthunhinged.com/
Kyle on LinkedIn: https://www.linkedin.com/in/kyle-poyar/
Kellblog: https://kellblog.com/
Dave on LinkedIn: https://www.linkedin.com/in/kelloggdave/
Slacker Stuff: https://www.slackerstuff.com/
Ben on LinkedIn: https://www.linkedin.com/in/slackerstuff/
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RELATED EPISODES:
The Staffing Ratios Salesforce Used, with Brett Queener of Bonfire VC
OpenAI’s Impossible Math: $500B or Bust?
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TIMESTAMPS:
00:00:00 Preview and Intro
00:01:21 Sponsors – Metronome & Pulley
00:03:48 Guest Intro – Dave Kellogg
00:04:18 Record Month Discussion
00:05:36 Who Will Buy All the SaaS Companies?
00:07:11 Investor Marks, Zombies & Misalignment
00:09:21 Horizontal SaaS Interest vs Transactions
00:10:32 M&A Narrative Violation & Carter Data
00:12:18 Big Tech’s AI Tuck-In Strategy
00:12:46 Vertical SaaS Positioning & Defensibility
00:14:16 Selling Durable Vertical SaaS Stories
00:17:09 “End of the ARR World” & Metric Breakdown
00:20:01 ARR Misreporting & Annualization Abuse
00:21:24 Snowflake’s “No ARR” Approach
00:22:11 Trials, Opt-Outs & Counting ARR Properly
00:23:11 CAR Abuse, Overstated Metrics & K-Ratio Failures
00:25:28 Empirical vs Contractual Recurring Revenue
00:27:18 Usage-Based Pricing, Stickiness & Investor Perception
00:28:42 Outcome-Based Models vs Revenue Classification
00:29:38 AI Valuations, Multiples & CFO Pain
00:30:00 Pricing in the Real World – Delivery Memberships
00:32:10 Membership Stickiness & 3-Sided Monetization
00:33:04 Costco as the Ultimate Subscription Business
00:34:18 Credit Card Fees, Lounge Promises & Coupon-Clipping
00:37:31 Resort Fees & Hidden Pricing Games
00:40:27 Something We Tried – PowerPoint & Wispr Flow
00:42:47 Scheduling Norms, Calendly Etiquette & Intro Protocol
00:46:24 Closing & Outro





















