OpenAI just made Projects free for all 800M ChatGPT users. I like the move for a few reasons: 1. Projects is habit-forming. A place to keep stray notes about all the topics you care about. 2. Projects deepens usage. Adding instructions and context requires a level of depth beyond simple prompts. 3. This combo of stickiness and deeper usage should drive more upgrades. Stickier product + more sophisticated usage means users will hit their usage limits more often (and maybe using Projects makes them curious about Tasks and Custom GPTs?). Even if they don’t upgrade, they're less likely to leave ChatGPT. What do y'all think?

Recently I have noticed OpenAI ratcheting up its A/B testing on its site. This recent test is not particularly novel: having add-ons above your normal pricing plans loses to having them below. However, I am intrigued to see how OpenAI approaches its pricing strategy in 2026. SaaStr summarized their State of AI report and noted "Enterprises aren’t just chatting with AI. They’re running complex, multi-step reasoning tasks in production. 320x increase in reasoning token consumption per org YoY means this went from experiment to infrastructure." It feels like it might be the B2B side, and not the consumer side, which is the major revenue lever that OpenAI leans into.

Hey all! Belated intro: I’m Kareem, setting monetization strategy at Zoom (previously LinkedIn and Microsoft), working out of Seattle. I focus on the Phone and Developer offerings. I’m getting deep into AI monetization from a number of angles, biggest being how you drive adoption and ramp new AI offerings. It’s been an interesting journey, given my focus on longstanding and stable product categories. Excited to nerd out on pricing and tackle some gnarly pricing questions with all of you!

Howdy pricing people! Hope you're all having a great week before the holidays hit. We just published our latest collection, with 100+ add ons across product, services, and AI. John also built a slick AI Assistant so you can ask questions and find examples that are relevant to you. You can always download the PDF and feed it into your LLM as well 🙂 Grab the collection here → Question for this crew. Have you seen success with add-ons? Curious how you're all thinking about add-on strategy heading into 2026. Otherwise, hope you all have a relaxing holiday and get the chance to recharge over the break 🔋 Rob

I read this about SF moving agents back to seat-based licensing https://www.theregister.com/2025/12/05/salesforce_ai_pricing/ To me, this signals a gap in the value perception and it feels like they are admitting the customer doesn't know what the agent does and won't risk the variable bills. My assumption is that the flat-fee seats are a de-risking of the purchase for the buyer. Am I wrong? Would love to hear other takes on this ;)