Office Hours Notes: Enterprise Pricing with Ulrik Lerhskov-Schmidt
Howdy pricing people! Last week's Office Hours was a blast. Huge thanks to the folks that attended and asked such thoughtful questions. For those who couldn't make it, I wanted to share the top 5 takeaways that resonated most: 1️⃣ Enterprise Accounts Are Systematically Underpriced Your largest accounts are often your most mispriced, and not by accident. Ulrik identifies three structural reasons: - They were won when your product was less mature, forcing bigger concessions - They had the most sophisticated procurement you'd faced at that point - You have the fewest "at bats" with enterprise deals, so you're essentially flying blind The implication: don't assume your biggest customer represents your pricing ceiling. They likely represent your biggest historical discount. 2️⃣ You should Build "Enterprise-Only" SKUs You'll Rarely Use Standard pricing is designed for 98% of customers but may only capture 50% of total value. For the top 20 accounts, Ulrik recommends creating specialized monetization tools: - Commercial SLAs (custom billing, multi-entity invoicing, contract flexibility) - Enterprise service tiers with dedicated support - Usage limits on legal entities or deployments These can shift the revenue mix so that your core metric (price per seat, API call, etc.) becomes only 30% of the deal—with the other 70% coming from enterprise-specific add-ons. 3️⃣ Validate Price Increases Through New Sales First When testing a 10x price increase for enterprise, don't start with your existing flagship accounts—your team will fold if they push back. Instead: 1. Test new pricing on prospects in your pipeline (it's emotionally easier to lose money you never had) 2. Close a few new accounts at the higher price point 3. Then approach smaller existing customers and roll them up 4. Finally, go to your largest account armed with proof: "Four accounts smaller than you are paying twice as much" 4️⃣ Horizontal Products Must Accept Value Leakage, Or Go Vertical