Clearskies vs Glean

Enterprise search vs revenue context.

An honest read on how Clearskies and Glean differ — and how to pick based on where your revenue motion lives.

Where Glean wins

Where Glean is the right pick.

Cross-functional knowledge work

Glean indexes every doc, ticket, wiki, and message across your company. For finding 'how do we handle X' across engineering, support, HR, and product, Glean is the right shape.

Already deployed company-wide

If your company has Glean rolled out and your security team has approved it, leveraging the existing deployment is faster than introducing a new vendor.

Where Clearskies wins

Where the full customer context changes the answer.

Resolved customer context, not search results

Glean returns ranked documents. Clearskies returns a resolved customer story — identity-mapped, timeline-ordered, gap-detected — before your AI ever runs a query. Search-shape vs graph-shape.

Cross-system entity resolution

Clearskies knows that sarah.kim@acme.com in email, Sarah Kim in Gong, and @sarah.kim in Slack are the same person on the same deal. Glean's search model doesn't natively resolve identity across systems.

Gap detection

Clearskies surfaces what's missing — a champion who went dark, a follow-up never sent. Search systems return what exists; they can't tell you what isn't there.

Your sales process is part of the context — and refines itself

Clearskies ingests your sales methodology, stages, exit criteria, and team structure as first-class context. Then the system observes activity against it — calls, emails, CRM updates, deal outcomes — and refines the process model automatically. Glean indexes a process doc if you've written one; it can't reason about the process or improve it. With Clearskies, every interaction sharpens the model every workflow runs on.

Write-back to CRM

Clearskies updates Salesforce and HubSpot fields from AI-prepared briefs. Glean is read-only enterprise search by design.

Revenue-shaped pricing

Glean is per-seat. Clearskies is usage-based with no per-user license fees — so you can roll AI across the whole revenue team without per-seat math.

Where they're equivalent

Connects to your stack

Both connect to Salesforce, Gong, Slack, email. The shape of what they do with that data is different (see above) but coverage overlap is real.

Feature comparison

Side by side.

ClearskiesGlean
Primary shapeResolved customer context graphEnterprise search index
Identity resolution across systemsFirst-class — sarah.kim@acme.com / Sarah Kim / @sarah.kim resolved automaticallyApproximate / search-based
Timeline constructionEvery interaction ordered chronologically per account, deal, and personPer-doc; cross-source timelines not native
Gap detectionFirst-class — surfaces what's missing across systemsNot supported (search returns what exists)
Sales process modelingIngests methodology, stages, exit criteria, and team structure — and refines the model automatically from observed activityIndexes process docs if you've written them down; no reasoning or refinement
Cross-system queriesOne resolved answer pulling from CRM, calls, email, and SlackReturns ranked results across sources; user synthesizes
Write-back to CRMYes — Salesforce, HubSpot custom fieldsRead-only
Model-agnosticClaude, ChatGPT, Gemini, any AI via MCP or APIGlean Chat primary; some API access
Coverage outside revenue opsOptional — focused on revenueStrong — engineering, support, HR, product, all of it
Already in your stackNew connectionIf already deployed, no new procurement
Pricing modelUsage-based, no per-user feesPer-seat
Time to valueMinutes for connection; days for first workflowWeeks (enterprise rollout typical)
In production
I have Clearskies MCP connected to Claude which also connects into Amplitude, M365, and Atlassian. I'm running daily and weekly CEO Briefs on sales, competition, product sentiment, customer success, and customer health. I'm getting a level of insight that would have been impossible or massively labor intensive before.

— Jake Olsen, CEO at Stratus

How to pick

The honest call.

Pick Clearskies if
  • Your AI use cases are revenue-shaped — pipeline, deals, accounts, reps, customer success.
  • You want cross-system identity resolution and gap detection, not document search.
  • You want your sales process to live in the AI context layer — and improve itself as your team uses it.
  • You want to roll AI across the revenue team without per-seat cost math.
  • You want any AI tool (Claude, ChatGPT, etc.) to work from the same context — not be locked into one vendor's assistant.
Pick Glean if
  • Your need is broader than revenue — engineering wikis, support tickets, HR docs, all unified.
  • Glean is already deployed and approved company-wide; leveraging existing rollout is faster.
  • Search-shape (ranked relevant docs) fits your use case better than graph-shape (resolved entities and timelines).

Comparing other AI tools too? See every comparison. Or visit Glean.

Run a side-by-side.

Same data, both tools, one workflow you don’t fully trust today. See the difference on something real.