Pricing Strategy

How to set prices for your product. YC’s core advice: charge early, charge more than you think, and use pricing as a learning tool.

Core Principles

Price on Value, Not Cost

Price your product based on the value it delivers to customers, not what it costs you to provide. A tool that saves a company $100K/year can charge $30K even if it costs $500/month to run.

Rule of thumb: price at roughly 1/10th of the value delivered.

The 10-5-20 Rule (YC)

  1. Set a price at 10x your cost (or 1/10th of value)
  2. Increase prices by 5% for each new cohort
  3. Keep raising until you’re losing 20% of deals on price

If you’re not losing some deals on price, you’re charging too little.

Charge Early

Start charging as soon as possible — even before the product is “ready.” Charging is the strongest signal of product-market fit. Free users give you vanity metrics; paying users give you validation.

“For your first set of customers, it’s more important that you are charging than what you’re charging.” — YC

Your Pricing Should Be Simple

“Your pricing should be so clear that people can understand it without talking to you.” If your pricing page needs a sales call to explain, it’s too complex.

Common Pricing Models

ModelBest ForExample
Per-seatCollaboration toolsSlack, Notion
TieredDifferent user segmentsDropbox (Free/Plus/Pro)
Usage-basedVariable consumptionAWS, Twilio
Flat rateSimple productsBasecamp
FreemiumLarge market, viral potentialSpotify, Zoom
Transaction feeMarketplaces, paymentsStripe (2.9% + $0.30)

Pricing Mistakes

  1. Charging too little — The most common mistake. Founders undervalue their product out of insecurity.
  2. Not charging at all — “We’ll figure out monetization later” is how startups die.
  3. Complex pricing — If it takes a spreadsheet to understand, simplify.
  4. Competing on price — Racing to the bottom destroys margins. Compete on value.
  5. One-size-fits-all — Different customer segments have different willingness to pay.
  6. Never raising prices — Your product improves over time; your prices should too.

B2B vs B2C Pricing

B2B: Can charge much more because the buyer isn’t spending their own money. Enterprise willingness to pay is often 10-100x what consumers will pay for similar functionality. Always talk to customers before setting B2B prices.

B2C: Must be simple, transparent, and competitive. Consumers comparison-shop and are price-sensitive. Freemium often works because the free tier drives viral growth.

See Also

Cohen’s Price-Point Framework

Jason Cohen (WP Engine founder) maps how each price level determines your entire business:

Monthly PriceCustomers for $1M ARRSales ModelSupportViable For
$0∞ (free)Viral/VC-fundedNoneConsumer, mission-driven
$108,333Self-serve, organicMinimalBootstrapped, slow growth
$100833Self-serve + light salesBasicSweet spot for bootstrapped B2B SaaS
$1,00083Sales materials, demosProfessionalSurprisingly difficult zone
$10,0008Enterprise sales, consultingDedicatedRequires “Whole Product”
$100,000+<19-18 month cycles, on-siteWhite gloveGlobal enterprise only

The key insight: pricing determines your business model — not the reverse. The price you charge dictates whether you need a sales team, what product features are required (SSO, audit logs at enterprise), who can approve the purchase, and how you must grow.

Practical rule: If customers would accept double your current price with minor adjustments, you should actually charge that amount.

Sources