Vendr's pricing analysis reveals three critical discount tiers in Keeper's volume pricing structure. The first meaningful discount threshold occurs at 100 users, where customers typically secure 15-20% off list pricing. The sweet spot emerges at 250-500 users, where discounts jump to 35-50% off list price, bringing per-user costs down from $60 to $30-35 annually for Enterprise. For a 500-user deployment, our data shows the 75th percentile pricing lands around $23,600 annually (versus $30,000 list price), representing a 21% discount. However, customers who negotiate during renewal periods or demonstrate competitive pressure consistently achieve 50-70% discounts, bringing costs down to $15,000-18,000 annually. The most significant pricing leverage occurs at 1,000+ users, where Keeper's enterprise sales team has authority to offer custom pricing structures, including flat-rate enterprise licensing that can reduce per-user costs to $15-25. Companies at this scale should always request custom enterprise pricing rather than accepting standard volume discounts. Key insight: If you're close to a threshold (e.g., 90 users), consider purchasing licenses for projected growth to unlock the next discount tier immediately – the savings often justify the upfront investment.