Why Your Product Pricing Might Be Failing You (And How to Fix It)

Cimi Ganjolla

2 min read

🚨 Breaking News: Even industry giants like OpenAI get pricing wrong.

Case in point: Sam Altman himself admitted their $200/month ChatGPT Pro plan isn’t profitable.

His words? “I personally chose the price and thought we would make some money.” Spoiler alert: They didn’t.

Pricing isn’t just a number—it’s a strategic dance. Yet, most companies stumble. Let’s explore the 3 most common pricing pitfalls and actionable steps to avoid them.

🚩 3 Pricing Pitfalls to Avoid

1️⃣ The HiPPO Effect (Highest Paid Person’s Opinion)

  • When the CEO (or another exec) picks a price based on gut instinct, it’s a recipe for disaster.

  • No, they don’t have a crystal ball—just a strong opinion.

💡 Pro Tip: Involve a diverse team to make data-informed decisions, not ego-driven ones.

2️⃣ Over-Reliance on Qualitative Data

  • Asking customers what they think they’d pay ≠ what they’ll actually pay.

  • Why? Surveys often assume ideal conditions without factoring in real-world friction.

🔑 Remember: Price < (Perceived Value – Friction)

3️⃣ One-Price-Fits-All Mentality

  • Launching with a single price point and calling it a day? 🚫 Big mistake.

  • Pricing isn’t static—it’s a living, breathing strategy that needs constant refinement.

💡 How to Nail Your Pricing Strategy

1️⃣ Track Key Metrics Across the Ecosystem Don’t just look at conversions. Pay attention to:

  • Churn rate: How many customers stick around?

  • Retention/engagement: Are they getting value?

  • Expansion rate: Are they upgrading to higher plans?

  • Cost impact: What’s the margin at each price point?

2️⃣ Run Price Sensitivity Tests Test 3 variations: your current price, a lower price, and a higher price. Example: $25 → $19 & $29.

📈 Result: Understand how pricing affects conversions, churn, and long-term revenue.

3️⃣ Test on New Users First

  • Returning users hate surprises, especially fluctuating prices.

  • Start with new users for clean data and roll out changes later.

4️⃣ Keep Pricing Changes Isolated

  • Don’t redesign your pricing page, change plan names, and adjust features all at once.

  • Isolate variables to pinpoint what works.

FAQs About Pricing (And Why You Shouldn’t Fear Testing)

“Is price testing unethical?”

  • Not testing is more unethical - it risks subpar outcomes for your business and customers.

“What if price tests cause backlash?”

  • Most customers won’t notice small changes. For the few who do, empower your support team to offer the lower price.

“How do I handle legacy pricing?”

  • Upgrade users paying more to higher plans without extra cost.

  • Gradually increase prices for those paying less, ensuring they see added value.

Final Thoughts: Pricing Is a Journey, Not a Destination

Your first pricing decision won’t be perfect—and that’s okay! Treat it as a continuous learning process. The best pricing strategies balance data, customer feedback, and business goals.

So, don’t fear the pricing game. Embrace it, test it, and watch your revenue grow. 🚀

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