Category: billing
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Pricing is a product surface
SaaS freemium fails for AI. With high GPU costs, pricing must be a dynamic product surface. Learn to gate intensity, outcomes, and compute instead of features.
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Extend or replace – how to evaluate your billing stack at AI scale
I managed billing for 200+ price points and 14 engineers. Here’s the 6-question framework I wish someone gave me to decide whether to extend or replace a billing stack at scale.
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Notes on AI Led Growth (ALG)
PLG had a good run, but it’s not enough anymore. AI is changing how software gets discovered, bought, and expanded. Credits are emerging as the core commercial primitive. Not as a pricing model, but as infrastructure. Notes on what ALG means for billing, growth, and the go-to-market playbook.
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1,800 pricing changes in 2025, zero billing overhauls
Your pricing page promises usage-based credits and hybrid plans. Your billing system runs on two duct-taped Stripe subscriptions and a spreadsheet. Everyone changed their pricing in 2025. Almost nobody changed what’s behind it.
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Building a billing system is still hard, even with AI
8 years building billing systems and I’m still wrong about just how hard it actually is. Not “getting better at it hard”, but like really genuinely discovering new layers of complexity I never saw coming. — Back when we started Paid at the end of 2024, I remember people telling me “billing is not hard,…
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Operational debt is worse than tech debt
I’ve touched billing systems inside several companies now, and the same pattern shows up every time: the hard part of migrating off seats isn’t the software, it’s the operational debt baked into the business. This is why billing system migrations take at least 8-10 months. You start (well, engineers start) by thinking a pricing change…
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Notes on where seat-based pricing is going
Everyone (mostly me) keeps saying seat pricing is dead, and some people are arguing with me online. I think that’s cool, but it’s because they don’t understand why it’s dying. For twenty years, SaaS revenue scaled with headcount.More humans = more seats.That logic held so long that we stopped questioning it. Then the humans disappeared.…
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The SaaS pricing apocalypse
You know that feeling when you’re looking at your competitor’s pricing page and the math doesn’t add up? $9/month. Unlimited usage. Same features as your $900 enterprise plan. Your first thought: They’re burning VC money. Classic Silicon Valley playbook – grow at all costs, figure out margins later. You’ve seen this movie before. They’ll either…
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🐙 The 14 pains of billing for AI agents
(Basically, why the octopus grew new tentacles for agentic billing) A while ago, I wrote about the 14 pains of building your own billing system – that was back when billing was “just” complicated. It got mentioned quite a bit around the internet, and ended up #2 on the front page of Hacker News which…
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How we built a mini podcasting studio for under $10,000
The podcast setup at Get Paid was upgraded, focusing on quality and budget-friendly equipment for both remote and in-person interviews. Key choices included the Blackmagic Micro Studio Camera 4K G2 for video, Shure MV7+ microphones for audio, and an organized storage solution. Comfort in the studio environment also significantly enhances interview quality.