How many pricing tiers should I have and how should I package them?
Three tiers is the sweet spot: a clear entry plan, a 'most people pick this' middle tier, and a premium tier that makes the middle look reasonable. Package around customer segments and their willingness to pay, not around random feature lists. Always have an enterprise 'call us' option so you never leave big money on the table.
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Patrick Campbell built ProfitWell on pricing data from thousands of companies, and this is the single best free deep-dive on SaaS pricing strategy. It's the canonical starting point for value metrics, segments, and packaging.
The most concrete guide to actually measuring what customers will pay, including survey methods and tier design. It turns pricing from guesswork into a research-driven process.
Kevin Hale from Y Combinator lays out the acquisition-cost and lifetime-value math in plain language, framed around how much you can afford to spend to win a customer. It is aimed at first-time founders, so there is no jargon wall, just the reasoning you need to set a target CAC. He is also refreshingly blunt that leaning only on paid acquisition is a weak growth story, which is worth hearing early.