Start with the problem, not the product

Write down, in one sentence, the specific problem you're trying to solve. "I need to stop reusing passwords" is a problem; "I should get a password manager" is already a solution — and it's easy to buy the wrong solution when you skip straight to shopping.

Read the pricing tiers carefully

Watch for free-trial traps

Some free trials require a card upfront and auto-convert to a paid annual plan if you forget to cancel. Set a calendar reminder a day or two before any trial ends, and confirm the actual cancellation steps before you start the trial — not after.

Red flags worth pausing on

Questions worth asking before you buy

— What specific problem does this solve for me?
— What does it cost after any introductory discount ends?
— Can I export my data and cancel easily?
— What does the company do with my data?
— Is there a genuinely usable free tier, or a real trial with no card required?

This is the same framework we use before adding anything to our own top picks.