ClickUp vs Smartsheet
Detailed side-by-side comparison to help you choose the right tool
ClickUp
🟢No CodeProductivity
ClickUp combines project management, docs, chat, automations, dashboards, and ClickUp Brain AI for contextual work management.
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CustomSmartsheet
Project Management
Smartsheet provides AI tools for work management, using large language models with Smartsheet data to deliver context-aware assistance while emphasizing data privacy.
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CustomFeature Comparison
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💡 Our Take
Choose Smartsheet if governance, enterprise work management, structured reporting, and privacy positioning around LLM provider training are higher priorities. Choose ClickUp if your team wants an all-in-one productivity workspace with broader task, document, and collaboration features at a typically more startup-friendly pace.
ClickUp - Pros & Cons
Pros
- ✓Very broad all-in-one workspace can replace multiple tools
- ✓AI has useful work context because it reads tasks, docs, and comments
- ✓Paid workspace tiers remain competitively priced
- ✓Agents can automate repeat questions and operational workflows
Cons
- ✗Feature density creates a real onboarding burden
- ✗AI is a paid add-on rather than fully included in workspace plans
- ✗Large workspaces need governance to avoid notification and custom-field sprawl
- ✗Mobile experience can lag behind the web app for power users
Smartsheet - Pros & Cons
Pros
- ✓AI capabilities are tied directly to Smartsheet work data, which makes them more useful for project plans, trackers, portfolio sheets, dashboards, and operational workflows than a disconnected chatbot.
- ✓The website states that data submitted to Smartsheet AI tools is not used to train the company’s LLM providers’ models, which is an important privacy point for enterprise teams.
- ✓Generally available AI tools cover four practical work-management tasks listed on the site: Analyze data, Generate formulas, Text and summaries, and Suggested descriptions in Brandfolder.
- ✓AI is part of a broader platform that also includes automation, dashboards and reporting, resource planning, portfolio management, integrations, secure request management, and no-code work apps.
- ✓Smartsheet supports both Trial users and enterprise plans for its generally available AI tools, giving evaluators a way to test AI workflows before a broader rollout.
- ✓The company presents enterprise credibility signals on the supplied page, including a customer service number (+1-844-324-2360), Bellevue headquarters address, and a 3x Leader position in the 2025 Gartner Magic Quadrant for Collaborative Work Management.
Cons
- ✗The supplied AI page does not show exact pricing for AI access, so buyers cannot determine from the page alone whether AI is included in every paid plan or requires a specific package.
- ✗AI availability is described for Trial users and enterprise plans, which may leave smaller paid-plan customers needing to confirm whether the generally available AI tools are included.
- ✗The website content lists high-level AI capabilities but does not provide detailed examples of supported prompts, limits, model choices, or administrative controls on the scraped page.
- ✗Teams that do not already organize work in Smartsheet may need setup time before AI analysis and formula generation can deliver strong results from structured sheet data.
- ✗The AI feature set described is focused on work management tasks, not broad-purpose AI coding, image generation, meeting transcription, or autonomous agent workflows.
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