That single fact decides most evaluations before any feature comparison starts. If your company is on Pro or Business+, Slack enterprise search is not a toggle you can add. It is a tier migration applied to every seat: at the listed $45, 100 users cost $54,000 a year, $36,000 more than the $18,000 they pay on Business+. Because the comparison table has not caught up with the pricing card, get the $45 confirmed in writing in your quote. Plenty of teams reach this page expecting a $15 add-on and leave having rescoped the project entirely.
What you get on the other side is genuinely good, and it is worth being clear about that rather than pretending otherwise. Slack's implementation is federated: it queries the source system in real time rather than copying everything into a separate index, and it evaluates your access on each query. Slack's own wording is that if your access to that data changes, the information stays secure. That is the correct way to build permission handling, and a lot of products in this category do it worse.
The honest limits are about scope rather than quality. Thirteen connectors is a respectable list but it is a list, and if the answer lives in a system that is not on it, Slack cannot see the answer. Several connectors carry hard caps that matter to larger companies: GitHub allows up to five organizations, and Confluence Cloud and Jira Cloud each support a maximum of five subdomains. Companies that grew by acquisition routinely have more Confluence sites than that.
And all of it is reachable only from Slack. That is the right trade if Slack is genuinely where your company works. It is the wrong trade if a meaningful share of your people live in Microsoft Teams, or if the people who most need answers, support agents, new hires, finance, are working in a help desk or a browser rather than in a chat client. That is the actual fork in the decision, and it has very little to do with search quality.
If you are comparing this against the wider field rather than against Slack alone, the sixteen-product shortlist on enterprise search tools covers coverage, citations and price side by side. Teams whose specific problem is the Slack and Drive split usually want search across Slack and Google Drive, and teams evaluating how any of these products handle access control should read permission-aware AI search before shortlisting. If most of your written knowledge is in Atlassian or Microsoft rather than in Slack, Confluence search and SharePoint search cover those sources directly. If you want every Slack plan price and which AI features come with each plan, see Slack AI pricing.