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Pricing Strategy

Frameworks for pricing AI products without quietly leaving margin on the table.

Why Hasn't SaaS Pricing Raced to the Bottom? The Uncomfortable Answer for Founders
Pricing Strategy
Sep 15, 20263 min read

Why Hasn't SaaS Pricing Raced to the Bottom? The Uncomfortable Answer for Founders

It's not because competition is weak, it's because price is rarely the thing customers are actually optimizing for, and founders who compete on price alone usually lose anyway.

Is Subscription Pricing Still Right for Your SaaS, or Should You Switch to Usage-Based?
Pricing Strategy
Sep 15, 20264 min read

Is Subscription Pricing Still Right for Your SaaS, or Should You Switch to Usage-Based?

Neither wins by default: the right model depends on whether your costs scale with usage, and for AI features, they almost always do.

Token Volume Is Up 25x and Mid-Tier Models Do 90% of the Job. Your Pricing Has to Move.
Pricing Strategy
Sep 9, 20266 min read

Token Volume Is Up 25x and Mid-Tier Models Do 90% of the Job. Your Pricing Has to Move.

Tom's Hardware reports token volume exploding 25-fold while mid-tier models deliver roughly 90% of flagship capability at one-sixth the cost, which means the default choice of flagship-everything is now a margin decision rather than a quality one.

A Frontier Model Launch Is a Repricing Event: A Six-Step Checklist for Founders
Pricing Strategy
Sep 5, 20266 min read

A Frontier Model Launch Is a Repricing Event: A Six-Step Checklist for Founders

When a provider ships a new flagship at a new rate, your cost of goods sold changes before your pricing page does, so treat launch day as a margin review rather than a feature announcement.

Meta Just Put a Price on Your Prompts, and It Is Not 95%
Pricing Strategy
Sep 4, 20266 min read

Meta Just Put a Price on Your Prompts, and It Is Not 95%

Meta's Muse Spark contributor tier cuts input tokens by 92% and output tokens by 95.3%, so the discount you actually capture depends entirely on your input to output ratio.

OpenAI Is Selling Ads on ChatGPT's Free Tier: What It Means for Your AI Pricing Model
Pricing Strategy
Aug 28, 20264 min read

OpenAI Is Selling Ads on ChatGPT's Free Tier: What It Means for Your AI Pricing Model

OpenAI has started showing ads to ChatGPT's Free and Go users in India, turning ad revenue into a third monetization lever alongside subscriptions and API usage, a move most AI builders can't copy but should still learn from.

Airtable Sold at 2.7x ARR. Here Is What Seat-Based Pricing Is Worth Now
Pricing Strategy
Aug 18, 20266 min read

Airtable Sold at 2.7x ARR. Here Is What Seat-Based Pricing Is Worth Now

Airtable sold its core platform to Bending Spoons for $1.285 billion, roughly 2.7 times its $480 million in ARR, while still growing more than 20% a year, which hands the market a public clearing price for seat-based software in the agent era.

Credit Pricing and Margin Guardrails: What Leonardo.ai's Token Model Teaches AI Founders
Pricing Strategy
Aug 17, 20265 min read

Credit Pricing and Margin Guardrails: What Leonardo.ai's Token Model Teaches AI Founders

A credit layer works when it absorbs variable compute cost, and it only stays safe when your unlimited tiers cover models you actually own.

ChatGPT Business Premium Seats: 5x the Price for 5x the Usage, and Why That Is Unusual
Pricing Strategy
Aug 11, 20265 min read

ChatGPT Business Premium Seats: 5x the Price for 5x the Usage, and Why That Is Unusual

OpenAI priced its new Premium seat at $125 per user per month against $25 for Standard, exactly 5x for exactly 5x the usage, which is rarer in SaaS pricing than it sounds.

How to Price AI Products: Founder-Owned Pricing, Surprise Bills, and Inference Margins
Pricing Strategy
Aug 10, 20265 min read

How to Price AI Products: Founder-Owned Pricing, Surprise Bills, and Inference Margins

The short answer from operators at Aiven and Stripe: a founder should own pricing personally, treat it as an iterative computation rather than a one-time decision, and only pass inference through at cost when inference is not the value you sell.

What Cursor's $7 India Plan Teaches AI SaaS Founders About Geographic Pricing
Pricing Strategy
Jul 28, 20264 min read

What Cursor's $7 India Plan Teaches AI SaaS Founders About Geographic Pricing

Cursor just launched a roughly $7-a-month India-only plan, a third of its $20 Pro price, and the trick that makes it sustainable is routing those users to its own cheaper models instead of frontier third-party ones.

Runway's Pivot From 'Best Model' to 'Best Router' Is a Pricing Story
Pricing Strategy
Jul 25, 20264 min read

Runway's Pivot From 'Best Model' to 'Best Router' Is a Pricing Story

Runway just launched a router that picks the cheapest or best generative-media model per request, weeks after swapping its unlimited plans for token-based pricing, a two-part playbook worth studying if your own product depends on someone else's model.

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