Pricing Insights

Deep dives into the mechanics of monetization and growth.

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Pricing Strategy

Consumption-Based Pricing Sounds Simple. The Hard Part Is What Comes Next.

Pricing on volume is a starting position, not a complete strategy. What matters is how each new feature interacts with the meter you already charge on.

August 7, 2026 · 5 min read
Pricing Strategy

To Price or Not to Price — That's the Strategy

The most consequential pricing decisions aren't about setting the right dollar amount. They're about choosing which products carry the margin and which ones you deliberately give away.

July 22, 2026 · 7 min read
Pricing Strategy

The Revenue Stream Hiding in Your Internal Tools

Internal tools rarely come up in pricing conversations, because they were never meant to be sold. But they often encode more value than the invoice reflects.

July 1, 2026 · 5 min read
GTM Pricing

Sales Reps Are the Users: Why Pricing Enablement Now Works Like Product Management

The most successful pricing enablement programs start to treat pricing, the collateral, and the tools around it like a product, with sales reps as the users.

June 19, 2026 · 5 min read
Pricing Leadership

When Do You Need a Full-Time Head of Pricing?

When pricing decisions are frequent, interconnected, or experimental by nature, the overhead of re-engaging a fractional resource starts to outweigh the benefits.

June 2, 2026 · 2 min read
Pricing Leadership

When Do You Need a Fractional Head of Pricing?

A pattern is emerging among the companies that benefit most from a fractional pricing leader — simpler portfolios, longer cadences, and senior expertise at specific moments rather than continuously.

May 26, 2026 · 3 min read
GTM Pricing

Pricing Now Thinks Like Growth

Pricing teams that are pulling ahead have stopped operating like upstream strategists and started operating like growth teams: faster, more experimental, and embedded in the product experience.

May 14, 2026 · 4 min read
Pricing Experiments

Pricing Quantitative Research for B2B SaaS: A Practical Guide

MaxDiff, Build-Your-Own, Van Westendorp, and Conjoint Analysis — when to use each, and what they actually tell you.

April 23, 2026 · 10 min read
AI Monetization

Replit Pricing Deep Dive

How Replit's shift from per-user to usage-based pricing reflects the broader evolution of AI-native software monetization.

March 15, 2026 · 4 min read
AI Monetization

Demystifying AI Costs: How to Design Sustainable AI Pricing

Most AI pricing conversations start with tokens, but tokens are only part of the cost structure. A breakdown of the four layers of AI costs and how different product categories translate them into pricing models.

March 7, 2026 · 6 min read
AI Monetization

Lovable Pricing Deep Dive

Lovable is one of the most thoughtfully designed products in the current AI builder wave. A deep dive into growth drivers, habit building, bonus mechanics, and churn prevention.

February 28, 2026 · 4 min read
AI Monetization

Seats vs. Credits Is the Wrong Debate

The future is not seats versus credits. The winners will be the companies that know exactly when to use each.

February 24, 2026 · 5 min read
GTM Pricing

Segment Pricing and Packaging: Stop Discounting. Start Designing.

Real segment pricing is not about lowering price. It is about designing the right offer for how each segment buys, adopts, and expands.

February 17, 2026 · 4 min read
PLG Strategy

PLG Paywalls: How to Choose the Right Limits (and Stop Guessing)

In PLG, paywalls are not just monetization mechanics. They are product experience design, with a revenue outcome.

February 12, 2026 · 4 min read
Pricing Experiments

Mastering the AI Pricing Survey

How to design surveys that reveal willingness-to-pay. AI pricing is changing faster than any competitive deck can capture—here is how to build a pricing model that actually sticks.

February 9, 2026 · 5 min read
Pricing Experiments

How I Use AI to Accelerate Pricing Iterations

I ran three high-quality pricing surveys in a week and launched segment pricing in just two weeks at ClickUp—and here is exactly how I do it.

February 5, 2026 · 2 min read