List the outcomes that matter most, such as faster lead response, cleaner revenue recognition, or shorter days sales outstanding. Convert each outcome into verifiable capabilities tied to realistic volumes and constraints. This transforms vague wish lists into clear evaluation criteria that support apples‑to‑apples comparisons and grounded decisions when assessing CRM, accounting, and integration options under pressure from stakeholders and competing priorities.
Study roadmaps, release cadence, uptime history, API coverage, webhook reliability, and rate limits. Interview reference customers about scale inflection points and migration stories. Durable vendors publish transparent changelogs, maintain SDKs, support strong authentication, and document deprecations well in advance. These signals often predict whether your automation backbone will thrive or stall when your organization doubles, diversifies product lines, or expands globally.
Run short, time‑boxed proofs of concept using realistic sample data, non‑trivial workflows, and success criteria tied to adoption and performance. Measure sync latency, error rates, permissions behavior, and reconciliation accuracy. Require documented configuration, not heroics. A credible proof of concept prevents expensive surprises, clarifies integration complexity, and produces artifacts that accelerate implementation when the final decision becomes an executive priority.