Bring a representative rental to the demo
Use a familiar item, customer scenario, rental period, and charge structure. Ask to see the booking change dates, an item become unavailable, and the return happen later than planned. Record which steps require manual work.
Check the difficult billing details
List the deposits, usage allowances, taxes, and additional charges your business actually uses. Verify the calculation and resulting invoice with sample data. Do not assume a feature name means it supports your exact pricing rules.
Evaluate the working environment
Review team permissions, branch organization, setup requirements, data export, and support arrangements. Ask which features depend on a paid plan or a separately configured service.