Favor systems with native connectors to your shortlist, transparent rate limits, and clear event models. If a vendor hides their API, expect manual labor later. Openness compounds value by shrinking glue code, shortening projects, and letting your data breathe across workflows.
Request SOC 2 reports, penetration summaries, and incident histories. Verify SSO, MFA, role scoping, audit trails, and regional processing options. Ask about backups and recovery times. Reliability is not a promise; it is a practiced routine you can validate before committing.
Estimate setup hours, training effort, and the number of clicks per core task. Review support channels, response commitments, and community depth. Price the add-ons you will actually need. A cheap sticker often hides admin overhead, integration services, and productivity drag. A founder I coached swapped a flashy tool for a boring one with faster onboarding, and the team finally adopted it within a week.
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