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Rob Litterst
Rob Litterst

Cofounder @PricingSaaS. Tracking pricing and product trends in our weekly newsletter. Ex-Hubspot. Ex-ProfitWell. Longhorn in the tundra 🤘🏼

Free Mode and the Future of Freemium

Sep 18, 2026

•

3 min read

Free Mode and the Future of Freemium

Plus: Moves from Replit, Canva, Hubspot, Mobbin, and OpenRouter.

Rob Litterst
Rob Litterst
The AI Pricing Spectrum

Sep 11, 2026

•

6 min read

The AI Pricing Spectrum

Plus: Updates from OpenAI, Notion, Cursor, Canva, and Clay.

Rob Litterst
Rob Litterst
The Harness Premium

Sep 4, 2026

•

6 min read

The Harness Premium

Plus: Updates from Stripe, OpenAI, Vercel, Intercom, and Supabase.

Rob Litterst
Rob Litterst
How to Build Trust with Usage-Based Pricing

Aug 28, 2026

•

5 min read

How to Build Trust with Usage-Based Pricing

Plus: Updates from Linear, Calendly, and Vanta.

Rob Litterst
Rob Litterst
Figma's Proof that Seats Aren't Dead

Aug 21, 2026

•

3 min read

Figma's Proof that Seats Aren't Dead

Plus: Updates from Cloudflare, Fireflies, Cursor, OpenRouter, and DeepSeek.

Rob Litterst
Rob Litterst
The Two Forces that Slow Pricing Velocity

Aug 14, 2026

•

5 min read

The Two Forces that Slow Pricing Velocity

Plus: Updates from DeepSeek, Microsoft Teams, and Wispr Flow.

Rob Litterst
Rob Litterst
10 Questions to Answer Before Launching a Credit Model

Aug 7, 2026

•

4 min read

10 Questions to Answer Before Launching a Credit Model

Plus: Updates from Stripe, Baseten, Together, Gamma, and You.com.

Rob Litterst
Rob Litterst
The State of Agent Monetization

Jul 31, 2026

•

3 min read

The State of Agent Monetization

Plus: Moves from Cursor, Datadog, Attio, Dovetail, and Baseten.

Rob Litterst
Rob Litterst

Enterprise

+3

Inside Docusign's Enterprise Credit Model

Jul 10, 2026

•

5 min read

Inside Docusign's Enterprise Credit Model

Plus: Updates from Amplitude, Shopify, Klaviyo, Miro, and OpenRouter.

Rob Litterst
Rob Litterst

Linear

+1

How Linear Evolved its Seat-Based Model

Jun 19, 2026

•

5 min read

How Linear Evolved its Seat-Based Model

Plus: Updates from Anthropic, OpenRouter, Attio, Canva, and Datadog.

Rob Litterst
Rob Litterst

Monday.com

+3

Weekly Roundup: Clay,  Datadog, Front, and Monday.com

Jun 12, 2026

•

3 min read

Weekly Roundup: Clay, Datadog, Front, and Monday.com

Plus: Updates from Intercom, Typeform, Runway, Replit, and Google Cloud.

Rob Litterst
Rob Litterst

Anthropic

+1

Fast Mode: Anthropic’s New Pricing Lever

Jun 5, 2026

•

5 min read

Fast Mode: Anthropic’s New Pricing Lever

Plus: Updates from Linear, Veed, Amplitude, Squarespace, and GitHub.

Rob Litterst
Rob Litterst

Outcome-Based Pricing

+1

The Realistic Alternative to Outcome-Based Pricing

May 29, 2026

•

4 min read

The Realistic Alternative to Outcome-Based Pricing

Plus: Updates from Google Workspace, Hubspot, Zendesk, Replit, and Monday.com.

Rob Litterst
Rob Litterst

MCP

+2

How 99 companies are Packaging MCPs

May 22, 2026

•

3 min read

How 99 companies are Packaging MCPs

Plus: Updates from Notion, Webflow, xAI, Paper, and Hubspot.

Rob Litterst
Rob Litterst

Monday.com

+2

Monday.com's Credit Model Evolution

May 15, 2026

•

3 min read

Monday.com's Credit Model Evolution

Plus: Updates from OpenAI, Hubspot, Replit, Linear, and Twilio.

Rob Litterst
Rob Litterst

Agent Pricing

+1

Workflow Wars

May 8, 2026

•

3 min read

Workflow Wars

Plus: Updates from Linear, Notion, Okta, Shopify, and Google.

Rob Litterst
Rob Litterst

Packaging

+1

Good Better Best, for Agents

Apr 24, 2026

•

3 min read

Good Better Best, for Agents

Plus: Updates from Hubspot, Datadog, Shopify, SentinelOne, and Hexnode.

Rob Litterst
Rob Litterst

Agent Pricing

+1

How to Optimize your Pricing Page for Agents

Apr 17, 2026

•

4 min read

How to Optimize your Pricing Page for Agents

Plus: Updates from Cloudflare, Customer, Linear, Anthropic, and Twilio.

Rob Litterst
Rob Litterst

Positioning

+2

Slack is a CRM now

Apr 10, 2026

•

4 min read

Slack is a CRM now

Plus: Updates from Canva, Monte Carlo, Framer, Pinecone, and Mem0

Rob Litterst
Rob Litterst

Usage-Based Pricing

+1

An Operator's Guide to Fair Use Policies

Apr 3, 2026

•

5 min read

An Operator's Guide to Fair Use Policies

Plus: Updates from Lovable, base44, Docusign, Framer, and Gusto.

Rob Litterst
Rob Litterst

Credit-Based Pricing

+2

5 Tips for Successful AI credits

Mar 27, 2026

•

4 min read

5 Tips for Successful AI credits

Plus: Updates from OpenAI, Datadog, Hubspot, Mongo, and Zoom.

Rob Litterst
Rob Litterst

PLG

+1

The PLG vs. SLG debate is over.

Mar 24, 2026

•

2 min read

The PLG vs. SLG debate is over.

What 3,847 pricing changes say about SaaS Growth in 2026.

Rob Litterst
Rob Litterst

Credit-Based Pricing

+1

The Backstory behind Clay's new Pricing Model

Mar 20, 2026

•

7 min read

The Backstory behind Clay's new Pricing Model

Plus: Updates from Asana, Dashlane, Optimizely, Anthropic, and Amplitude.

Rob Litterst
Rob Litterst

GitLab

+8

10 AI pricing moves you can steal this week

Mar 13, 2026

•

4 min read

10 AI pricing moves you can steal this week

Plus: Updates from Clay, Synthesia, Hubspot, Vercel, and Miro.

Rob Litterst
Rob Litterst

Packaging

+1

How to Package Agents

Mar 6, 2026

•

3 min read

How to Package Agents

Plus: Updates from Notion, GitLab, Buffer, Botpress, and ChartMogul.

Rob Litterst
Rob Litterst
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