ClickUp vs Smartsheet

Which one do AI engines recommend, and how do they differ on price, fit and features?

The short answer

ClickUp is the stronger AI pick in Project Management: it has a visibility score of 44.1 versus 20.8 for Smartsheet, and ranks ahead in 85% of the answers that name both.

Choose ClickUp if…

You want the brand AI engines rank higher (44.1 vs 20.8)
You want a free plan to start
AI answers describe it more positively (42% vs 36% positive)
You need SOC 1 Type 2 or SOC 2 Type 2 or SOC 3 or ISO 27001:2022 or ISO 27017:2015 or ISO 27018:2019 or ISO 27701:2019 or ISO 42001 or PCI compliance or GDPR compliant or HIPAA compliant with BAA on Enterprise coverage

Choose Smartsheet if…

You need SOC 2 or ISO 27001 or GDPR or FedRAMP or HIPAA (BAA) coverage
Enterprise-scale portfolio management and roll-ups
Spreadsheet-style data grids and familiarity
Flexible dashboards, reporting, and automation

AI visibility side by side

Latest weekly run · Nov 3

Metric	ClickUp	Smartsheet
Visibility score	44.1%	20.8%
Change vs last week	New	New
Rank in Project Management	#3	#6
Share of voice	9.1%	6.3%
Mentions this run	50	35
Positive in AI answers	42%	36%

The stronger value in each row is marked with a ✓.

Visibility score trend

Weekly runs over the last 60 days

ClickUp 0pp · Smartsheet 0pp over 0 weekly runs.

Engine by engine

ClickUp leads on 3 of 3 engines

ChatGPT

53.7%

25.6%

AI Mode

40.4%

17%

Perplexity

38.3%

19.8%

ClickUpSmartsheet

Head to head in AI answers

27 engine answers name both brands

23ClickUp ranked higher

4Smartsheet ranked higher

Prompt	Engine	ClickUp	Smartsheet
How do I choose a project management tool for a mid-market team?	ChatGPT	#4	#6
How do I choose a project management tool for a mid-market team?	Perplexity	#3	#5
What is the difference between a project management tool and task management software?	ChatGPT	#8	#7
What are the best Project Management tools in 2026?	ChatGPT	#2	#6
What are the best Project Management tools in 2026?	AI Mode	#3	#4
What are the best Project Management tools in 2026?	Perplexity	#2	#5
Top project management tool options for B2B SaaS companies	Perplexity	#4	#8
Which project management tool has the best reviews?	ChatGPT	#2	#6
Which project management tool has the best reviews?	AI Mode	#2	#5
Which project management tool has the best reviews?	Perplexity	#2	#5
Compare the leading Project Management platforms	ChatGPT	#3	#6
Compare the leading Project Management platforms	AI Mode	#3	#4

Features, pricing & fit

Dimension	ClickUp	Smartsheet
Pricing model	Per seat	Per seat
Entry price	Free; paid from $9 per seat / mo	$12 per seat / mo
Free plan	Yes	No · 30-day trial
Deployment	Cloud-hosted on Amazon Web Services, with an Enterprise option for US, EU or APAC data residency	Cloud-based
Integrations	1000+	—
Compliance	SOC 1 Type 2, SOC 2 Type 2, SOC 3, ISO 27001:2022, ISO 27017:2015, ISO 27018:2019, ISO 27701:2019, ISO 42001, PCI compliance, GDPR compliant, HIPAA compliant with BAA on Enterprise	SOC 2, ISO 27001, GDPR, FedRAMP, HIPAA (BAA)
Support	24/7 support, Live chat support on Business and above, Priority support on Enterprise, Guided and dedicated onboarding	Help and learning content, Smartsheet Community, Web-based ticketing, Smartsheet University (add-on)
Founded	2017	2005
Headquarters	San Diego, California, United States	Bellevue, Washington, USA
Employees	—	1,001–5,000
Funding	Series C · $535M raised	Post-IPO equity round
Best for	Teams that want to replace several fragmented work tools with one workspace for tasks, docs, chat and AI	Organizations running project, portfolio and operational work at scale, including enterprise PMOs.