Dropbox Sign (formerly HelloSign)
Best for: teams of one to five that want the simplest possible signing UI and already live in Dropbox or Google Workspace. Its free plan is real: one user, three signature requests per 30-day cycle, unlimited self-signing — fine for a solo owner who sends a few agreements a month. Paid Essentials is around $20/month flat for one user. Who should avoid it: any team that will grow past three sends a month (you will hit the free cap fast), needs template governance across several people, or signs into APAC markets where local trust matters. Evaluate: what happens at the free-tier cap, and whether the per-user step-up ($25/user/month at Standard) makes sense when you could add people free elsewhere.








