Monday.com vs Smartsheet: what AI actually recommends
The same buying questions, run after run, to ChatGPT, Claude, Gemini, and Perplexity: the record of which of these two they name first. No opinions, no scores we invented: what the models said.
AI currently favors Monday.com. Ahead in 5 of 5 shared categories on consensus rank.
That is the latest close, not a verdict for all time. The model-by-model board below shows where they agree, where they split, and how both brands moved.
At the latest close, Monday.com leads 5 and Smartsheet leads 0 across the 5 categories they both appear in. The gap is widest in Best Project Management Software in 2026, where the consensus scores read 36 and 10 on the 0-100 scale, and tightest in Best Project Management Tools 2026.
Beyond this pairing, Monday.com is ranked in 5 categories; Smartsheet is ranked in 5 categories. The board below is the shared slice, where the four models place these two side by side.
The record, category by category.
Consensus rank · latest close- #2Monday.comNew entry at the last closespread 5Gemini#1PPLX#6
- #12SmartsheetNew entry at the last closespread 10Gemini#7
On consensus rank, Monday.com leads here, #2 to Smartsheet's #12. 36 to 10 on the 0-100 score. Every model that separates the two ranks Monday.com ahead. Monday.com is new to the board at this close.
- #3Monday.comNew entry at the last closespread 10Gemini#1
- #7SmartsheetNew entry at the last closespread 6Claude#6Gemini#7
Monday.com holds the edge in this category, #3 against Smartsheet's #7. 25 to 21 on the 0-100 score. No model ranks Smartsheet ahead in this category. Monday.com is new to the board at this close.
- #3Monday.comNew entry at the last closespread 1Claude#2Gemini#2
- #6SmartsheetNew entry at the last closespread 6Claude#6Gemini#7
The blended rank places Monday.com at #3 and Smartsheet at #6. 43 to 21 on the 0-100 score. Every model that separates the two ranks Monday.com ahead. Monday.com is new to the board at this close.
- #3Monday.comNew entry at the last closespread 10Claude#2Gemini#2
- #6SmartsheetNew entry at the last closespread 6Claude#7Gemini#7PPLX#6
On consensus rank, Monday.com leads here, #3 to Smartsheet's #6. 43 to 30 on the 0-100 score. No model ranks Smartsheet ahead in this category. Monday.com is new to the board at this close.
- #5Monday.comDown 3 from the last closespread 10Claude#3Gemini#2
- #7SmartsheetNo change from the last closespread 8Claude#9Gemini#7PPLX#7
Monday.com holds the edge in this category, #5 against Smartsheet's #7. 39 to 26 on the 0-100 score. Every model that separates the two ranks Monday.com ahead. Monday.com slipped 3 since the last close.
What the models actually said.
The ranking is the answer; these are the words behind it. Every quote is from a recorded model answer — follow the category to read it whole.
Monday.com
This is not a literal vote count of AI models: there is no rigorous, representative “AI recommendation” benchmark; however, the tools most consistently surfaced by current buyer guides, review platforms, and an informal multi-model test are Asana, monday.com, ClickUp, Jira, Smartsheet, Notion, Wrike, and related specia…
ChatGPT
Smartsheet
My genuine default recommendation for a typical cross-functional company in 2026 is Asana—unless you are primarily a software-development organization, in which case choose Jira, or you need spreadsheet-style portfolio/resource planning, in which case choose Smartsheet.
ChatGPT
Monday.com
monday.com Work Management — Best for teams that want an exceptionally flexible, visual system for operational workflows, dashboards, and automation, with increasingly capable context-aware AI built around its customizable boards.
ChatGPT
Smartsheet
Smartsheet — Best for PMOs and operations-heavy organizations that think in spreadsheets but need robust portfolio rollups, standardized project templates, resource planning, governance, and executive reporting.
ChatGPT
Monday.com
AI-model recommendations tend to converge heavily on Asana, monday.com, ClickUp, Jira, and Smartsheet; recent buyer-review rankings likewise place Asana, Smartsheet, monday.com, and ClickUp among the leading products, while the current market is increasingly defined by AI automation and contextual work intelligence.
ChatGPT
Smartsheet
AI-model recommendations tend to converge heavily on Asana, monday.com, ClickUp, Jira, and Smartsheet; recent buyer-review rankings likewise place Asana, Smartsheet, monday.com, and ClickUp among the leading products, while the current market is increasingly defined by AI automation and contextual work intelligence.
ChatGPT
Monday.com
monday.com — Best for teams that want a highly visual, adaptable operating system because its flexible boards, dashboards, Gantt charts, workload view, milestones, forms, and automations suit operations, marketing, and general business projects especially well.
ChatGPT
Smartsheet
Smartsheet — Best for spreadsheet-native PMOs and operational teams because it provides familiar grid-based planning while adding portfolio visibility, resource management, dashboards, and governance-oriented project controls.
ChatGPT
Monday.com
monday.com — Choose it if your team wants the easiest-to-adopt, highly visual and configurable work-management platform, especially for operations, marketing, and business workflows.
ChatGPT
Smartsheet
Smartsheet — Best for organizations that think in spreadsheets but need stronger project schedules, reporting, approvals, and portfolio-level control than ordinary spreadsheets provide.
ChatGPT
Where the models split.
Across the 5 categories Monday.com and Smartsheet both appear in, the models never break ranks: in each one, the same brand leads on ChatGPT, Claude, Gemini, and Perplexity alike.
Model by model, Gemini is Monday.com's strongest backer, placing it ahead in 5 of the 5; Perplexity leans the other way, favoring Smartsheet in 2.
The race is tightest in Project Management Tools (2 ranks apart) and widest in Best Project Management Software in 2026, where Monday.com leads by 10.
- ChatGPTsplit 0-0
- Claudefavors Monday.com 3-1
- Geminifavors Monday.com 5-0
- Perplexityfavors Smartsheet 2-1