The pricing gap between Advanced and Ultimate plans is substantial but often justified for larger teams. Vendr's data shows a 15-seat Ultimate plan with 300 session units costs approximately $251,579 annually at list price, compared to $113,649 for a comparable 25-seat Advanced plan with 500 sessions. However, the Ultimate plan includes enterprise features like unlimited team access and advanced analytics that can eliminate the need for additional tools. The critical threshold appears around 20+ seats. Below this, Advanced plans offer better per-seat value at roughly $4,500-6,000 per seat annually (after typical discounts). Ultimate plans become cost-effective at $8,000-12,000 per seat when factoring in included enterprise features that would otherwise require separate purchases. Negotiation Strategy: If you're approaching 20+ seats, use the Advanced plan pricing as leverage to negotiate Ultimate plan discounts. Vendr data shows Ultimate plans typically achieve 70-77% discounts, bringing costs down to $76,480-87,298 for enterprise configurations. Request a "bridge pricing" proposal that provides Ultimate features at Advanced-plus pricing for the first year.