Ask for a sample order form with every required seat type and module, then simulate growth in headcount and entities. Include implementation estimates and possible connector fees. A realistic three-year total cost comparison reveals affordability, scalability, and the vendor’s pricing philosophy.
Great pricing fails without great help. Evaluate ticket response times, named customer success, and admin training resources. Read help center articles before signing. When a quarter-end crunch hits, you need humans who understand your model, not generic scripts or slow escalations.
Review funding, profitability, and leadership tenure, then ask about roadmap cadence and customer advisory programs. Mature release notes signal discipline. You want innovation without whiplash, stability without stagnation, and a partner who listens when your business model evolves or expands.