Project management fails small teams when the tool demands process maturity you do not have yet. The best fit is usually the one your least technical stakeholder can use without a training program.
Hidden issues we look for
- Default notification settings (the real killer of adoption).
- Guest/project permission models for agencies and freelancers.
- Reporting that either helps owners prioritize, or becomes theater.
Verdict (starter)
Pick boring workflows with loud defaults over clever workflows with quiet defaults.