B2B SaaS project management and workflow platform — ~$8M ARR, late Series A, 50–70 employees. The CEO knew pricing was leaving money on the table. What they didn't know: the how much and exactly where.
The CEO knew the pricing model was leaving money on the table. The company charged a single flat rate of $79/mo for every customer — from a three-person agency running a handful of projects to a 200-person enterprise managing complex cross-department workflows. Everyone paid the same price.
The problem: This created two distinct pain points simultaneously. Enterprise prospects wanted to pay more for premium features, dedicated support, and advanced controls but had no option to do so. Meanwhile, smaller teams found $79/mo too expensive for their limited use case, leading to price objections at the bottom of the market. The single tier was simultaneously too expensive for SMB and too cheap for enterprise.
Revenue per seat was roughly flat across all customer segments, leaving two distinct willingness-to-pay clusters completely unaddressed. The company was leaving money on both sides of the market.
The team lowered their price to match competitor entry-level plans, hoping to capture more SMB volume and compete on cost.
They offered aggressive annual-only discounts (up to 30% off) to improve upfront cash flow and lock in customers longer.
The team surveyed users asking which features they would pay more for, hoping to identify natural tier boundaries.
Why it didn't work: All three attempts treated pricing as a single-variable problem (the number). The real problem was structural: one tier for multiple segments with different willingness to pay, different feature needs, and different price sensitivities. You can't optimise what you haven't segmented.
Working through usage data, feature telemetry, and price sensitivity analysis, the root cause became clear. The single-tier model was a symptom of a deeper problem: nobody had measured how much each segment was actually willing to pay.
Van Westendorp price sensitivity analysis across 200 users revealed two statistically distinct willingness-to-pay clusters. The lower cluster (small teams, 1–10 users) had an optimal price point near $49/mo. The upper cluster (mid-market, 25+ users) was comfortable with $149/mo or higher. The single $79/mo sat in the dead zone between both clusters — too expensive for SMB, too cheap for enterprise, and capturing less total value than either cluster was willing to pay.
Usage data showed that 60% of users never touched advanced features like workflow automation rules, custom reporting, or API integrations — yet they were paying the same price as power users who depended on those features daily. Feature consumption clustered naturally into three groups: basic project management only, advanced workflow needs, and full-suite enterprise requirements with admin controls and SSO. The product already had natural tier boundaries; the pricing just didn't reflect them.
Competitive price benchmarking against six comparable project management tools revealed that the company's feature set was roughly 40% underpriced for mid-market buyers. Competing tools with comparable functionality charged $120–$180/mo for their professional tiers. The company's single $79/mo tier was leaving an estimated $40–$100/mo per mid-market customer on the table. The value was there; the price was not.
A complete pricing restructure grounded in actual willingness-to-pay data, feature segmentation analysis, and a carefully managed transition strategy for existing customers.
Restructured pricing tiers
Before vs After metrics with quantified revenue impact across the full customer base.
We knew a single price for everyone wasn't right, but we couldn't figure out where to draw the lines. The Van Westendorp analysis showed us exactly what each segment would pay, and the usage data showed us which features belonged in each tier. We stopped guessing and started pricing based on evidence.
Most pricing problems are segmentation problems in disguise. This company had one tier serving multiple distinct customer segments with fundamentally different willingness to pay, different feature needs, and different price sensitivities. The fix wasn't picking the right number — it was identifying the right segments and building a tier structure that let each one pay what their usage was worth. When you align price to value at the segment level, revenue follows naturally and churn doesn't spike.
Van Westendorp price sensitivity analysis across your actual customer base reveals optimal price points for each segment. No more guessing whether $79 or $149 is the right number.
Usage decile analysis shows exactly which features belong in Basic, Pro, and Enterprise. The data is already there — most teams just haven't looked at it through a pricing lens.
Feature-usage segmentation, price anchoring, and a structured grandfathering plan can unlock significant annual revenue without increasing churn. The value is already there; the pricing needs to match it.
10 years building analytics and growth systems for B2B SaaS at $1M–$50M ARR. BSc Behavioural Psychology, MSc Data Science. Most pricing problems aren't about the number — they're about who you're charging and what they actually need. Price sensitivity analysis, feature-usage segmentation, and competitive value mapping reveal the tier structure your product was always meant to have.
A structured review of your pricing model, customer willingness to pay, feature-usage data, and competitive positioning — finding the tier structure that captures maximum value without increasing churn.
A 15-minute call is enough to know whether what we do is relevant to where you are. No pitch. Just a conversation about your specific pricing situation.