Stigg

AI’s universal currency is here. Budgets? Limits? Complexity? We’ve been cooking up something to make it simple. Stay tuned for tomorrow... 🥁

Big news from Stigg HQ! We’re honored to be named one of N12’s 25 Most Promising Startups for 2025! This recognition fuels our mission to help SaaS companies ship better pricing & packaging experiences, faster. None of it would be possible without our brilliant team, customers, and partners. Thank you 💚 And we’re just getting started. We’re hiring across product, engineering, marketing, and sales. Check out all positions in the comments below. 🍎🍯 As we step into the Jewish New Year, we wish our community a year full of growth, success, and sweet moments. Shana Tova!

We’re heading to #StripeTour NYC on September 30 ✨ It’s always inspiring to connect with the builders shaping the future of monetization in SaaS. This year is extra special for us... We’re bringing something brand new we’ve been building behind the scenes, and NYC will be the first place to see it live 👀. If you’ll be there, come say hi. We’d love to chat in person!

A small group of engineering and product leaders at high-scale, high-growth SaaS companies started a quiet huddle. Not to debate which pricing model “wins.” But to get real about the infrastructure that makes it all possible. How do you design entitlements so they scale? How do you architect a product catalog that won’t paint you into a corner? How do you run pricing changes without spinning up a war room? How do you make billing systems boring, in the best way possible? That’s where HTTP 402 comes in. A private Slack community for the technical leaders building the monetization infrastructure behind the fastest-growing SaaS companies. Our members include leaders from HubSpot, Anthropic, Miro, Twilio, monday.com, Amplitude, Lovable, 1Password, Cloudflare, and more. If you’re building this stack at scale and want to trade notes with peers who get it, we’d love for you to apply. More in the comments below. 📅 Our first AMA is tomorrow, September 3, with Farhan Manjiyani from Grafana Labs.

👧 👦 Our TLV office looked a little different last week. Instead of desks and laptops, it was filled with paint brushes, balloons, cup towers, games, and lots of laughter. We hosted Kids Week to help our parents wrap up the summer, and it reminded us how much joy and energy little ones can bring into our space. It wasn’t just about art projects or McDonald’s lunches 🍟 It was about creating moments where everyone at Stigg feels supported, together. Here are a few glimpses of the magic 🎈

Traditional pricing models weren’t built for the AI era. Seats don’t always map to value. Usage feels volatile. Even hybrids, while promising, need more support to stay fair and transparent. AI has already reset customer expectations, and pricing needs to catch up. The opportunity now isn’t just to charge for products, but to design models that empower experimentation, build trust, and grow with value delivered. More about where we believe the world is heading in the comments. Curious how you’re approaching pricing in your AI-native products?

🚨 Introducing Enum Entitlements, a new primitive for the agent era. AI is reshaping software consumption. Agents do not log in, browse pricing pages, or click buttons. They act autonomously, executing thousands of operations per minute. To monetize this shift, we need licensing primitives designed for machines. Enum Entitlements let product teams define features as discrete, validated options such as allowed AI models, support tiers, or geographic access. They reduce packaging errors, improve structure, and create enforceable boundaries for agents. This is the foundation of Agentic Licensing, where access and value are expressed through entitlements rather than human seats. The future of monetization will not be built on logins and seats. It will be built on entitlements. Read more in our announcement blog 👇

You didn’t plan to build a monetization system. But you did. It started as a quick subscription script. Then came free trials, usage-based pricing, custom enterprise plans, prorations, ... Now you have a brittle, high-risk billing monolith that slows pricing launches from days to months, turns GTM experiments into engineering backlogs, and consumes hundreds of developer hours per year. This is not just technical debt. It is a velocity tax. The old build vs buy debate is outdated. Modern monetization is API-first, developer-first, decoupled from your core application, and GitOps-ready. When Webflow moved to Stigg, they reduced add-on launches from months to 4 hours, usage-based pricing rollouts from quarters to weeks, and turned a blocked marketplace launch into a shipped one. If your pricing changes cannot keep pace with your product launches, you are paying the velocity tax. Read more in The Engineer’s Case for Buying Monetization 👇

Most monetization systems weren’t built to adapt. They were built to invoice. In this conversation, our CEO and co-founder Dor Sasson sits down with Beau Hamilton to talk about what’s broken in the way SaaS companies approach monetization infrastructure, and what it takes to fix it. For technical leaders navigating PLG/SLG complexity, outdated billing systems that block flexibility, and migration away from legacy infrastructure. Dor shares: How forward-leaning teams are handling change management. Why pricing now demands hybrid models (not just usage or seats). What makes enterprise billing so resistant to iteration, and how to break through it. How a cross-functional pricing “tiger team” becomes the unlock. This isn’t just about pricing. It’s about enabling agility across product, GTM, and finance. Curious how teams are doing this without a massive re-architecture? Let’s chat.

When we first wrote about the evolution of the Commerce Platform, we knew we were tapping into something real. But the response from the field made it undeniable. Leaders from HubSpot, Twilio, Intercom, and Contentful helped us sharpen the message: This isn’t just about billing anymore. It’s about unlocking growth velocity, through experimentation, dynamic packaging, and infrastructure that doesn’t rely on engineering for every update. The teams moving fastest aren’t just building better products. They’re building better monetization infrastructure. And they’re not doing it by hand anymore. We call it the MonetizationOS: Owned by engineering. Abstracted for product, growth, and finance. Built to scale with your ambition. This new post is our follow-up, a deeper dive into the shift that’s happening and what it means for the future of revenue infrastructure. Special thanks to Brandon Walsh and Dennis Yu for pushing this narrative forward. Read it here 👇