Variable Pricing Requires Cohort‑Based, Smoothed NRR Metrics
Does NRR exist and/or matter where traditional ARR no longer exists? Usage-based and outcome-based pricing didn’t make NRR irrelevant - but they make "NRR Slop" hard to defend... The old SaaS world was simple: Annual contracts → clean ARR → clean NRR The new world of SaaS & AI-Native software pricing and revenue is different: • Base fees + variable usage • Credits, ramp periods, seasonality • Invoices that change every month • “ARR” that’s increasingly just a proxy for revenue that may recur Trying to calculate NRR similar to the method used just a couple of years ago is how companies end up arguing against their own data, and investors start to question every metric Here’s my line in the sand: If pricing and the associated revenue is variable, NRR must be cohort-based and time-smoothed, or it becomes full of noise and often misleading Monthly and quarterly calculations create artificial expansion and contraction I’ve seen perfectly healthy customers look like churn, and wildly volatile usage-based revenue be used to determine product-market fit where it does not exist What actually works in a variable pricing model: ✅ Define a clear cohort (no survivor bias) ✅ Measure trailing spend, not annualized moments (month/quarter) ✅ Use longer periods so variability has time to offset ✅ Accept that “ARR” is now an opinion (or forced calculation) - not a truth NRR should answer one primary question: "Did this same group of customers deliver more durable economic value over a meaningful amount of time? NRR should not primarily tell you: 👉 Did usage spike this quarter? 👉 Did implied ARR look good last quarter? 👉 Did we annualize the right month(s) or quarter? In a variable pricing environment, ARR is no longer a forward-looking metric It used to straddle the future because ARR was contractual... ...Now in many usage-based environment it’s inherently backward-looking If you want to predict what’s coming next: 🔦Watch sequential product utilization trends 🔦 Watch, capture and try to normalize ramp rates 🔦 Watch seasonality-adjusted usage trends In the new world of software pricing - NRR may be the same acronym - but requires different math with a much higher "prove it" standard Dave "CAC" Kellogg and I unpack the tradeoffs, edge cases, and pros/cons of all of this on two full episodes of The Metrics Brothers including: 👉 Calculating ARR 👉 Calculating NRR 👉 Factoring in Ramp Periods 👉 Defining Expansion ARR 👉 Two-year lookback method My takeaway includes two primary points: 1. In a variable pricing world, fast NRR is usually wrong - slow NRR is more accurate 2. Spend is telling - Spend over time is truth 🎧 to the full discussion on your favorite podcast channel (The Metrics Brothers)
Secure AI Governance Enables Enterprise Trust and Innovation
Enterprises want the speed and intelligence of AI agents and automation, but never at the expense of security or control. Auditability remains essential in making that possible. Organizations need to verify what happened, when it happened, and why, and this...
Strong Docs Drive Success: Updating Omarchy Manual
The early success of Rails was assisted heavily by having solid documentation out of the gate. So I'm trying my best to do the same for Omarchy. Constantly improving and updating the manual. https://t.co/9tL5fdZ0T9
Your AI Strategy Deadline: SaaStr AI
If you're a VP of Sales, CRO, CMO, or Head of Product at a B2B company and you haven't figured out your AI strategy yet... May 12-14 is your deadline. SaaStr AI 2026. SF Bay. Come with questions. Leave with...

Squarespace Design Plugin Generates $340K Revenue, 39% Growth
Plugins + SaaS print money. Live on @acquiredotcom: All-in-one website design plugin for Squarespace freelancers and agencies. Faster builds, no custom code, sticky subscriptions. > $340K TTM revenue > $223K TTM profit > 39% YoY growth Full listing: https://t.co/Y8gnOYsd82 https://t.co/kiUkoUUPCu

Incumbents Shift From Open APIs to Closed Walls
Salesforce, Datadog & Epic are building walls. After two decades of flourishing through open APIs & data portability, the software industry's largest incumbents are locking down. https://t.co/7n6Tio3aJK
Strategy Beats Volume: 6‑Step GTM Wins 2026
I spoke to a founder who sent 15,000 cold emails. The result? Near zero responses. He fired his marketer. Hired an expensive agency. Still zero results. The problem wasn't the execution. It was the STRATEGY. Here is the 6-step GTM framework that works...
Master a 6‑Step GTM Strategy to Unlock Growth
I was on a call with a Founder the other day. His growth was stuck. So we got to diagnose the issue. The culprit? They had sent 15,000 emails. And got back zero real responses. They tried blogging. Posting online....
Trust and Iteration: Keys to Successful AI Products
Why most AI products fail: Lessons from 50+ AI deployments at OpenAI, Google & Amazon @Aish_Reganti and @KiritiBadam have built 50+ enterprise AI products across companies like @OpenAI, @Google, @Amazon, and @Databricks. Based on these experiences, they’ve developed a small set...
Hire Salespeople Who Are Motivated by Money
Never hire anyone in sales that doesn't care about money You'll see
Shopify Launches Open Universal Commerce Protocol for Agents
Shopify is building the foundation for agentic commerce. Universal Commerce Protocol, which we co-developed with Google, is now live. UCP will make it faster for agents and retailers to integrate. It’s open by default, so platforms and agents can use UCP to...
Sell to Executives, Not Middle Managers, Cut Churn
I was recently chatting with Dan Pfister (author of Million Dollar Winback) about the real reasons SaaS companies lose customers. He shared a story of how one SaaS company dropped churn from 18% to 3% by changing who they sold...

Narrow Your Niche: Key to Startup Success
Most startups don't fail because they build bad products. They fail because they try to serve everyone. One of the biggest lessons for us this past year at Univid was narrowing down the niche harder - not expanding it. https://t.co/RlCp4pBsvI
Build for Forever, Sell Tomorrow: Leverage Through Systems
Build your startup like you’re going to run it forever but prepare it so you could sell it tomorrow. > Organized books > Standardized operations > Product that works without you That’s how you create real leverage with buyers.
Four Pillars to Achieve a 10x Exit
What does it take for a 10x exit? These are the 4 pillars... Scale: $10M–$15M+ ARR Growth: ~40% year-over-year Retention: 120% NRR / 95%+ Gross Retention Profitability: Break-even or profitable

Future Product Skills: Intuition, Clarity, Taste, and Agency
Product skills of the future: - Intuition about what's worth building - Clarity in describing the solution - Taste in knowing when it's great - Agency to do the above without being asked
Buyers Still Eager for Top‑Tier Software Assets
Market Fatigue: The Need for Quality Deals I recently sat down with Jim Williams to catch up on the state of Software M&A. Have an "A" asset? There are plenty of buyers who want your business. Listen to the full...
Stop Chasing Fame; Focus on Customers to Scale
I have to get something off my chest… In 2024, I completely butchered the year and nearly killed RB2B. For 15 months, I didn't have a single conversation with a customer. Was too busy trying to be an "influencer." I became everything I...
Bootstrapped SaaS Secures $480K Sale After Advisory Process
65 days ago this founder didn’t know if their SaaS was sellable. > Bootstrapped > 3 serious offers > Structured advisory process Yesterday they closed for $480,000 on @acquiredotcom. https://t.co/IHlzfr48zL
Aligning Incentives to Secure Stable Income for PLG Talent
One of my big goals for 2026 is to build the ultimate home for PLG talent. We have assembled a team of world-class implementers who are hands-down the best in the industry at solving activation problems. But to be fully...
Discarding Prompts for Small Tools Mirrors Binary‑only Code
at least for small tools, keeping the code and throwing away the prompts is the 2025 equivalent of throwing away the source and keeping the binary.
2026: Embracing Selective Focus Over Unlimited Yes
If I seemed less online in 2025, it's because I kinda was. In 2025 I: - Worked full-time as one of three people at SparkToro - Spoke at a dozen or so conferences - Planned & co-hosted my own conference...
Teach Reps Buyer‑centricity by Walking in Buyers’ Shoes
One of the most important lessons from our early days building the HubSpot sales team is to teach your reps to start with a buyer-centric mindset. We trained our reps by having them walk in the buyer’s shoes. Every new...
Context Graphs: Hype Meets Reality Check
A concept is making the rounds in AI circles right now that has many people very excited: context graphs . Foundation Capital published a piece calling it "AI's trillion-dollar opportunity." Engineers and founders are writing technical breakdowns of how it...
AI‑Driven GTM Built in 180 Days: Key Wins
1/ Personio's CRO Phil Lecor built an AI-powered GTM in 6 months. From nothing to all-in in 180 days. $8.5B company. 400 salespeople. 15,000 customers. Here's what actually worked (and the mistakes to avoid): 🧵 https://t.co/qhDbuFmAxS
Slow Down to Break the Urgency‑Error Cycle
Your team isn't slow. They're too fast, and that's the problem. The operational doom loop: Urgency creates errors. Errors create escalations. Escalations create churn. Churn creates panic. Panic creates more urgency. Urgency creates new errors. You're not moving fast. You're...
Transformers Hit Ceiling; Hybrid Models Unlock True Multimodal AI
During last month’s NeurIPS 2025 conference, YC’s @agupta sat down with @krandiash, founder and CEO of Cartesia, to explain why today’s AI architectures may be fundamentally limited. They discuss how transformers act more like retrieval systems than learning systems, where new...
Zero‑downtime Migration of 5+ PB From AWS to On‑prem
Jeremy, a 19-year veteran of 37signals, calmly walks through the process moving 5+ petabytes of data and billions of individual files off AWS and onto our own on-prem storage setup without a second of downtime. The how, the time, and the...
ROSE Metric: Essential Profitability Gauge for SaaS
Free SaaS Template Fridays 📈 All paths to profitability lead to the ROSE Metric. I created the ROSE Metric years ago, b/c Revenue per FTE can be very misleading. And Rev per FTE is thrown around so much that we've...
Anthropic's Provider Lockdown Seen As Customer Hostility
I love the models Anthropic are offering, but I seriously hope it's a mistake that they're blocking alternative harness providers, like @opencode, from working with their subscriptions. Seems very customer hostile. https://t.co/afxEQ0XTFb
Boost Growth by Optimizing Customers, Churn, and Sales Focus
Best things to do when .. you don't know what to do: 1/ More time w/existing customers. Meet 5/mo IRL. 5/week on Zoom. 2/ Hire 1 great VP 3/ Drive down churn. You grow faster even w/o more leads 4/ Join more sales calls....
Dashboards Show History, Not Growth Opportunities
the problem with dashboards: they don’t tell you where to grow. They tell you where you’ve been. Mid-market teams don’t lack data. They have plenty of dashboards: CAC. LTV. Funnel conversion. Segment performance. I remember attending a weekly meeting w/...
Vertical SaaS Trends: Value vs Hype in 2025
Vertical SaaS is having a moment and Vertical AI is following the trend... ...but are we over-engineering the narrative? In the latest episode of The Metrics Brothers, Dave Kellogg and I dig into the 2025 Tidemark Vertical & SMB SaaS...
Skip Early Coding, Prioritize Customer Interviews for Success
Patrick Thompson sold his startup to Amplitude for tens of millions of dollars just one year after launching it. But the most impressive part of the story isn't the exit. It is that for the first six months of the...
Migrating 5 Billion Objects: On‑Prem Success Story
Jeremy pulled off an incredible feat migrating five billion objects off S3 and onto our own on-prem petabyte storage setup. He shares the story on our new technically-minded Recordables podcast. https://t.co/O8AtDQKiwu
Build Calm Businesses: Prioritize Health Over Hustle
My first years of building SaaS were hard. I was pushing features, updates, YouTube videos and ads at a high pace - and it showed. I don't anymore... Instead, I made room for: → Daily workout → Eating healthy →...
Press Spike Amplifies SEO, AI Mentions, and Sales
What happens when you get a big spike in press coverage? Changes to your Google SERP? Yup. Changes to how AIs talk about you? Yup. Changes to sales? Yup, that too. 😎 This past Sunday, Geraldine and I joined Caitlin...
Practical AI Tactics for Scaling Revenue and Reducing Churn
No fluff. No panels about "the future of AI." At SaaStr AI Annual 2026 (May 12-14) you'll learn: 💲How to price AI features 🤖How to reduce churn with AI agents 💰How to build AI GTM agents that work 🧖♀️How to hire (or not...
SaaS Founder Title Loses Luster in AI‑Dominated 2026
Is it OK to call yourself a SaaS Founder again in 2026? We're only a few days into 2026 but something has shifted. The vibe around SaaS vs. AI feels different...
Seat‑Based SaaS Remains King as AI Becomes Feature
Is it OK to call yourself a SaaS Founder again in 2026? We're only a few days into 2026 but something has shifted. A few macro trends is showing telltale signs that AI is a Feature and not a business....
Revenue Intelligence Powered by Real Sales Conversations
Ergo (@joinergo) is the next generation of revenue intelligence. Most sales reporting relies on CRM fields and manual updates, which means leaders end up making decisions without real evidence. Ergo instead pulls data directly from sales conversations—calls, emails, and meetings—to show trends...

AI Startups: PMs Crave Research, Prototyping Leads Demand
The biggest opportunities for AI startups today We surveyed my readers about how they're using AI today, and more importantly, how they want to be using AI. For PMs, the biggest opportunity is research. User research shows the largest demand gap of...
Leverage Existing $100M ARR to Build AI In‑House
Ok so on LinkedIn this week I saw another founder I know at $100m+ ARR where growth has slowed … just leave the keys on the table. Quit. This founder said he was excited to explore what AI could do...
Break‑up Emails: Elite Reps’ Secret to Faster Funnels
What you’re selling isn’t right for everyone. That’s why great sales reps aren’t afraid of break-up emails. They know when it’s time to lean in and when to qualify out. And in a scaling motion, that discipline matters more than...
Founder‑Led SaaS Thrives Amid Market Headwinds, 2025 Success
Thank you to all of the founders, partners, and colleagues we worked with in 2025. Despite headwinds in the broader market, founder-led SaaS companies continued to outperform, drawing meaningful buyer interest and achieving strong valuations. Last year, Vista Point Advisors...

AI Lets Service Firms Outpace In‑house Development
You’re going to see more and more service providers go big on AI coding and other AI automation. To understand why, it’s useful to think about the power of distribution and the nature of the firm in the age of...
AI Speeds Site Building, but Can't Replace Strategic Judgment
Building a website with AI is faster than it has ever been. That speed exposes a problem most people miss. The reasons websites fail are rarely technical, and AI does not fix the underlying ones. At Crazy Egg, we built a site...

AI Lifts Most Roles' Quality, but Engineers Lag
One of the biggest surprises in my newsletter reader AI survey is how many people reported that AI improved the quality of their work (not just their productivity). Over 70% of PMs and founders, and 60% of designers, reported that AI...
Listen, Validate, Solve Together—Turn Angry Customers Into Advocates
A customer was ready to crash out. 30 minutes later he asked my team member "Are you the CEO?" All he did was let the guy talk, skip the defensiveness, and solve it together. Seen. Heard. Validated. That's the whole playbook.
Make Customers Feel Heard, Turn Churn Into Advocacy
A customer was about to crash out. 30 minutes later, he asked a question no one expected: "Are you the CEO?" My team member laughed when he told me. He thought it was funny because all he did was let...