Dropbox

Good fit when

• The use case is clear and the tool removes a real operational bottleneck.
• The owner, budget and maintenance routine are already defined.
• The buyer has compared at least one realistic alternative.

Usually not right when

• The project is vague and the purchase is mainly a way to feel productive.
• A simpler manual process would solve the next step.

Verify before purchase

• Current pricing, renewal terms and contract period.
• Data export, cancellation and switching friction.
• Support level, admin controls and integration limits.

Risk notes

• The visible feature list may matter less than maintenance burden.
• The wrong tool can formalise a bad workflow instead of fixing it.