Pricing Page unPacked

Willingness To Pay

Where pricing strategy meets the real world. What actually happens when pricing theory hits a live pricing page?Where do companies get it right - and where do they quietly leave money on the table? In our new podcast, Pricing Page Unpacked, we dive into exactly that. Join Rob and Ulrik as they break down pricing pages, explore how they’ve evolved over time, and unpack the real impact of those changes. No scripts, no over-editing—just an honest, high-signal conversation between two pricing experts. 🎙️ What to expect: Real-world examples of pricing pages (the good, the bad, and the confusing)Sharp challenges and fresh perspectivesDeep interpretation of what pricing decisions actually mean for a business Rob brings the framing, momentum, and tough questions.Ulrik brings the diagnosis, insights, and implications. Together, it’s 100% pricing - unfiltered. If you care about pricing, packaging, or how companies actually communicate value… this one’s for you.

Episodes

  1. 14 Oct

    Lovable: Two $50 plans, and what a credit actually buys

    Lovable sells credits, with no seats at the entry tier, and its pricing page opens with a puzzle: the Pro and Business plans both start at $50 a month. The difference sits in the credit. Business buys half as many for the same money, and that premium pays for team features such as role-based access, team workspaces and SSO. Putting one number on both plans makes them easy to compare, and it gets harder to defend as an account grows, because a large customer pays double on every credit for a handful of admin features. From there it is credit policy and go-to-market. Rollovers that sound generous on annual plans and change almost nothing, top-ups at a 20 percent premium that people buy anyway in the middle of a build, and free credit grants and weekend promotions that feel closer to a consumer app than to SaaS. Then the enterprise layer, where Lovable will send a forward deployed engineer to build for you, and why services like that keep paying back in consumption long after the invoice. Underneath it all is the awkward fact behind most AI credit models: nobody can tell you in advance what a credit buys. IN THIS EPISODE 0:00 Intro 2:02 Two $50 plans, rollovers and free credit grants 15:27 Feature types, two credit pools and regional pricing 25:44 Top-ups, and a platform fee in disguise 30:42 Forward deployed engineers and the case for services 39:45 Nobody knows what a credit buys 43:13 The verdict, buy hold or sell Pricing Page unPacked takes a real company's pricing page and breaks down the decisions behind it, the trade offs, and what it says about how the company actually wants to grow. Hosted by Rob Litterst and Ulrik Lehrskov-Schmidt For more information, catch us on https://www.willingnesstopay.com/

    Lovable: Two $50 plans, and what a credit actually buys
  2. 16 Sept

    Canva: When freemium finishes its job, what replaces it?

    Canva's free plan has already reached almost everyone it was ever going to reach. Canva says 95 percent of the Fortune 500 use it, and that is the moment most freemium companies never plan for: the free tier stops being an acquisition engine and turns into a conversion problem, with growth having to come from the users already inside rather than from new ones.  This episode breaks down the live Canva pricing page to see how a company monetises a base it has already saturated, from where the friction sits on the free plan to the six pricing changes tracked this year, including an A/B test on the annual Pro price. At Canva's traffic, rapid pricing experimentation genuinely works, which exposes the harder question underneath it: experimentation optimises the structure you already have, and never asks whether the structure is the right one. Then the AI layer, where SaaS pricing gets genuinely hard. Canva replaced a vague ladder of limited, high and higher AI access with AI allowances: three tiers of AI usage, a 40x AI Pass add-on, and no credit balance anywhere. It is more confusing than a credit model, and that looks deliberate. Credits imply you can always buy more, and they put a meter in front of a designer who is halfway through something, so the complexity moved to Canva's side of the table while a cost grid behind the label does the job credits would have done. Underneath sits an asymmetry with no clean answer: across the AI products we work on, roughly 1 percent of users consume the bulk of the AI cost, while in design tools a large share never touch the features at all. Add Claude Design turning out a report draft that beat a professional design team, and Canva ends up retroactively wrapping an LLM whose costs it also has to reprice around. Whether it can hold a simple allowance model while its own costs track someone else's infrastructure is the question. Pricing Page unPacked takes a real company's pricing page and breaks down the decisions behind it, the trade offs, and what it says about how the company actually wants to grow. Hosted by Rob Litterst and Ulrik Lehrskov-Schmidt For more information, catch us on https://www.willingnesstopay.com/

    Canva: When freemium finishes its job, what replaces it?
  3. 2 Sept

    Okta: A la carte, bundles and AI agents

    You spend a tremendous amount of time convincing a robot that you are not a robot. That is Okta from the outside. From the inside it is one of the better pricing stories in enterprise software right now. Okta sold identity the way a restaurant sells a menu, single sign on for a couple of dollars per user per month, then multi factor authentication, universal directory, workflows, device trust and about twenty other things. Each one felt cheap, and together they carried the company past 18.000 customers at just under 150.000 dollars a year each. In Q2 of 2025 they stopped and made curated bundles the default instead, and Rob Litterst and Ulrik Lehrskov-Schmidt take the live pricing page apart to work out why. The answer is not that a la carte failed. It worked so well the product portfolio outgrew the sales motion that built it. What follows is the more for more repackaging that lets a company reprice its entire installed base in one move, and then the part nobody has solved yet, because Okta's newer products are priced per device, per API call and per machine to machine token, and the whole model assumes a user is a person. Agents are about to make that false. Ulrik ends up split, calling the human identity half of the business a clear buy and the machine identity half a sell, not because the technology is weak but because Okta will not say what any of it costs. Pricing Page unPacked takes a real company's pricing page and breaks down the decisions behind it, the trade offs, and what it says about how the company actually wants to grow. Hosted by Rob Litterst and Ulrik Lehrskov-Schmidt For more information, catch us on https://www.willingnesstopay.com/

    Okta: A la carte, bundles and AI agents

About

Where pricing strategy meets the real world. What actually happens when pricing theory hits a live pricing page?Where do companies get it right - and where do they quietly leave money on the table? In our new podcast, Pricing Page Unpacked, we dive into exactly that. Join Rob and Ulrik as they break down pricing pages, explore how they’ve evolved over time, and unpack the real impact of those changes. No scripts, no over-editing—just an honest, high-signal conversation between two pricing experts. 🎙️ What to expect: Real-world examples of pricing pages (the good, the bad, and the confusing)Sharp challenges and fresh perspectivesDeep interpretation of what pricing decisions actually mean for a business Rob brings the framing, momentum, and tough questions.Ulrik brings the diagnosis, insights, and implications. Together, it’s 100% pricing - unfiltered. If you care about pricing, packaging, or how companies actually communicate value… this one’s for you.

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