Monday.com vs Smartsheet
Detailed side-by-side comparison to help you choose the right tool
Monday.com
π‘Low CodeAutomation & Workflows
Monday.com is a work operating system with AI-assisted project management, workflow automation, visual team collaboration boards, and department-specific products for teams from startups to enterprise.
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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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π‘ Our Take
Choose Smartsheet if your team wants AI features connected to spreadsheet-style work tracking, portfolio reporting, formulas, and enterprise work management. Choose monday.com if your team prefers a more visual board-first operating system and wants a simpler interface for cross-functional task tracking.
Monday.com - Pros & Cons
Pros
- βCombines Work Management, CRM, Dev, Campaigns, and Service in one platform, which is useful for organizations trying to standardize cross-functional operations instead of buying separate tools for each department.
- βIncludes Agent Factory for building custom AI agents plus monday sidekick as an AI assistant, making AI part of workflow execution rather than only a separate chat interface.
- βProvides 8 named pre-built agents on the website, including Competitor Researcher, Content Creator, Meeting Scheduler, Project Monitor, Intake & Triage Expert, Spec Writer, Transcript Summarizer, and Candidate Sourcer.
- βSupports Web, iOS, and Android, giving teams access across 3 operating environments for desk-based and mobile work.
- βThe website reports a 4.7 out of 5 aggregate rating from 17,695 reviews, which is a strong adoption and satisfaction signal for buyers evaluating mature workflow platforms.
- βHas a visible Free Plan priced at $0, which lets teams test boards, collaboration workflows, and the platform fit before moving into paid plans.
Cons
- βPaid pricing varies by product line, billing term, seat count, and Enterprise quote, so buyers should verify the exact checkout total before committing.
- βBecause Monday.com spans Work Management, CRM, Dev, Campaigns, and Service, teams may need careful workspace governance to avoid inconsistent board structures across departments.
- βAgent Factory and AI agent workflows can add setup complexity for teams that only need simple task tracking or lightweight project boards.
- βThe platform is strongest when work is centralized in monday.com; teams with deeply entrenched existing systems may need integration planning and change management.
- βAI credits, automation actions, integration actions, storage, and advanced governance controls vary by plan, which can make procurement evaluation harder for larger or automation-heavy teams.
Smartsheet - Pros & Cons
Pros
- βAI 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.
- βThe website states that data submitted to Smartsheet AI tools is not used to train the companyβs LLM providersβ models, which is an important privacy point for enterprise teams.
- βGenerally 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.
- βAI 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.
- βSmartsheet 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.
- βThe 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
- βThe 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.
- βAI 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.
- βThe 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.
- βTeams 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.
- βThe 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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