By Jay Lim · Updated September 27, 2026 · Figures checked against the official pages listed under Sources Six Tools, Six Small Fees For most small businesses the answer is stay free until a concrete limit stops paid work. Upgrade that one tool, and never lock in 12 months on something adopted last week. The exceptions are client or patient data, where paid data terms matter from day one, and repetitive handoffs, where automation deserves the budget first. Adoption follows the same script everywhere. Someone tries a free tier, it works, a colleague copies them, and within 3 months the company runs six of them. Then the upgrade prompts begin, each asking for a modest monthly fee that looks trivial in isolation. Stacked, they stop being trivial. A five-person business paying for six tools per seat can quietly assemble a software bill larger than its accounting and payroll costs combined. What follows sets out what upgrading actually buys, where free tiers genuinely stop working, a...