Business

Why Your Pricing Is Probably Wrong

Why Your Pricing Is Probably Wrong — Business article by Steve Ysreal Monas
Most founders underprice by 30–50% because they anchor to cost or fear. Here's how to think about pricing as a strategic

This post contains affiliate links. If you purchase through them, I may earn a small commission at no extra cost to you.

The most common pricing mistake isn't charging too much. It's charging too little.

A study of SaaS companies found that the average founder's initial price was 40% below optimal — not because they did the math wrong, but because they never did the math at all. They guessed low because low felt safe. Low felt humble. Low felt like it would remove price as an objection.

It doesn't. Low price is itself an objection — it signals low value.

Price Is a Signal, Not a Calculation

Most founders think about pricing as cost-plus: calculate what it costs to deliver, add a margin, set the price. This is the right model for commodity businesses. For almost everything else, it's backwards.

📋 Recommended Tool

Author Revenue Dashboard — Authors putting the ideas from "Why Your Pricing Is Probably Wrong" into practice will find the Author Revenue Dashboard invaluable — it tracks book sales, royalties, and every income stream across publishing platforms in one place.

Get the Template →

Price communicates value before the product speaks for itself. A $29/month SaaS tool reads as a hobbyist project. The same tool at $299/month reads as a serious business solution. The product didn't change — the signal did.

This is why luxury brands never compete on price, why expensive wine tastes better than the same wine served cheaply, and why pricing strategy books consistently show that higher price often increases perceived quality and conversion rate simultaneously — up to a point.

The customer isn't evaluating your price in isolation. They're using it as a proxy for quality, sustainability, and how seriously you take your own product. Underpricing undermines all three.

The Three Pricing Anchors (and Which One to Use)

Cost-plus pricing: Price = your cost × margin. Simple, defensible, usually wrong for software and services. Your cost to deliver has no relationship to the value the customer receives. A piece of software that saves a customer $100,000/year costs the same to host whether you charge $99 or $9,900.

Competitive pricing: Price at, above, or below competitors. Useful for positioning but dangerous as a primary anchor. You're assuming competitors priced correctly. Many didn't. Following them into underpricing compounds the error.

Value-based pricing: Price based on the economic value the customer receives. This is the right anchor — and the hardest to execute because it requires understanding your customer's problem well enough to quantify the solution.

Value-based pricing asks: What is the cost of NOT having this product? What's the dollar value of the outcome it produces? What alternatives exist, and what do they cost? The answers set a ceiling on price. Your job is to find a price that captures meaningful value while leaving enough on the table that the customer feels the deal was worth it.

How to Find Your Price Floor and Ceiling

Run the Van Westendorp Price Sensitivity Meter — four questions asked of your target customers:

  1. At what price would this be so cheap you'd question the quality?
  2. At what price would this start to feel like a bargain?
  3. At what price would this start to feel expensive?
  4. At what price would this be too expensive to consider?

Plot the responses. The intersection of "too cheap" and "too expensive" responses defines your acceptable pricing range. The intersection of "bargain" and "expensive" responses defines the optimal price point — the price where maximum customers accept the value proposition.

This exercise consistently reveals that founders are priced below even their customers' "too cheap" threshold — meaning customers actively don't trust the price they're being asked to pay. As we explored in the metrics that actually matter, the numbers don't lie when you're willing to look at them.

The Raise-the-Price Experiment

Here's the most counterintuitive result in pricing research: raising your price often increases conversion rate.

Basecamp raised prices by 60% and saw no significant drop in trial-to-paid conversion. Superhuman charges $30/month for email and has a waitlist. Figma's enterprise tier is 10x its individual tier and drives the majority of revenue.

The mechanism: higher price filters for customers who are serious, who have genuine pain, who have budget authority. These customers convert better, churn less, and complain about product limitations rather than price. They're the customers who actually tell you what to build next.

Price your product for the customer you want, not the customer you're afraid of losing. The lean approach to pricing isn't starting low — it's testing aggressively and updating based on data.

What to Do This Week

If you haven't changed your price in the last six months, you probably should. The protocol:

1. Run the Van Westendorp survey with 20 target customers.

2. Identify your value ceiling — what outcome does your product deliver, in dollars?

3. For new signups, test a price 30% above your current price. Track conversion, not just volume.

4. If conversion doesn't drop materially, raise the price permanently and test again.

You will feel uncomfortable. The discomfort is the signal you're doing it right. Pricing is one of the highest-leverage decisions in a business — and one of the most under-optimized. Stop guessing and start testing.

Get New Posts in Your Inbox

Join readers who get my latest articles, book updates, and exclusive content delivered weekly.

You May Also Like