A vendor sits across the table from a 50-person business and says the technology is out of date. The fix, naturally, is theirs: a migration, a platform, a two-year programme with the word "cloud" in the title. The founder nods, because "modern" has come
Cutting the tools you pay for twice looks like easy money, then six months later nothing has moved. SaaS consolidation fails on people and ownership, not technology, so treat it as a change project.
The technology decisions you regret rarely look risky on the day; they look sensible. Four questions asked up front protect you from the choice that traps you eighteen months later.
Your data might sit in Dublin, but if the provider is American, a US law can compel its release wherever it's stored. The CLOUD Act is a control question most founders have never heard of, and it's worth an hour of your attention.
When simple changes turn into three-day jobs and your team quietly builds workarounds, your technology has stopped working for you. Here are the signs worth watching, and what they have in common.
Every product now says 'AI', and the label tells you nothing about whether it can actually change how your business runs. There's a five-minute demo test that sorts the real thing from a chatbot bolted onto last year's software.