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 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 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 refines that model automatically as it observes calls, emails, CRM updates, and deal outcomes. Glean indexes a process doc if you’ve written one; it can’t reason about the process or improve it.
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 a flat plan sized to your revenue team, with no per-user fees — so you can roll AI across the whole 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.
Side by side.
x
Clearskies
Glean
Primary shape
Resolved customer context graph
Enterprise search index
Identity resolution across systems
First-class — sarah.kim@acme.com / Sarah Kim / @sarah.kim resolved automatically
Approximate / search-based
Timeline construction
Every interaction ordered chronologically per account, deal, and person
Per-doc; cross-source timelines not native
Gap detection
First-class — surfaces what’s missing across systems
Not supported (search returns what exists)
Sales process modeling
Ingests methodology, stages, exit criteria, and team structure — and refines the model automatically from observed activity
Indexes process docs if you’ve written them down; no reasoning or refinement
Cross-system queries
One resolved answer pulling from CRM, calls, email, and Slack
Returns ranked results across sources; user synthesizes
Write-back to CRM
Yes — Salesforce, HubSpot custom fields
Read-only
Model-agnostic
Claude, ChatGPT, Gemini, any AI via MCP or API
Glean Chat primary; some API access
Coverage outside revenue ops
Optional — focused on revenue
Strong — engineering, support, HR, product, all of it
Already in your stack
New connection
If already deployed, no new procurement
Pricing model
Flat, team-sized, no per-user fees
Per-seat
Time to value
Minutes for connection; days for first workflow
Weeks (enterprise rollout typical)
“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 StratusThe 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.
