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Best AI tools to enterprise project portfolio management

Short answer

Smartsheet ranks #1 for enterprise project portfolio management (score 9.4/10). Pricing: Pro $9/member/mo, billed yearly (currency unconfirmed); free tier: no (trial). Runners-up: Wrike, Asana.

Top 5, ranked by our published rubric. Sponsorship never affects the order. Last updated 2026-10-13.

Compare the top 5 side by side
#ToolScorePricingPaid fromFree tierWhat it is
1Smartsheet9.4From $9Pro $9/member/mo, billed yearly (currency unconfirmed)no (trial)Work management platform
2Wrike8.7Free tier$10/user/mo, billed annuallyyesWork management and collaboration
3Asana7.8Free tier$10.99/user/moyesWork management
4monday.com7.7From $9$9/seat/moUnverifiedWork management
5Jira7.0Free tierStandard $7.91/user/moyesProject and issue tracking
Rank 1

Smartsheet

From $9Visit Smartsheet (opens in a new tab)

Work management platform

Score 9.4/10Paid from: Pro $9/member/mo, billed yearly (currency unconfirmed)Free tier: no (trial)Last verified 2026-10-13

Why ranked: Its own site says: “Personalize workflows, predict outcomes, and move faster with Smartsheet – a platform built for the way you work.” We placed it 1st of 5 on fit for this task. No free plan confirmed; paid from Pro $9/member/mo, billed yearly (currency unconfirmed).

Fit 10.0 · value 7.5 · breadth 10 · availability 10 (how we score) · pricing source · site live

Rank 2

Wrike

Free tierVisit Wrike (opens in a new tab)

Work management and collaboration

Score 8.7/10Paid from: $10/user/mo, billed annuallyFree tier: yesLast verified 2026-10-13

Why ranked: Its own site says: “Wrike is the trusted work delivery platform for people and AI.” We placed it 2nd of 5 on fit for this task. Free tier; paid from $10/user/mo, billed annually.

Fit 8.5 · value 10.0 · breadth 6 · availability 10 (how we score) · pricing source · site live

Rank 3

Asana

Free tierVisit Asana (opens in a new tab)

Work management

Score 7.8/10Paid from: $10.99/user/moFree tier: yesLast verified 2026-10-13

Why ranked: Its own site says: “Work management software for teams and AI agents.” We placed it 4th of 5 on fit for this task. Free tier; paid from $10.99/user/mo.

Fit 5.5 · value 10.0 · breadth 10 · availability 10 (how we score) · pricing source · site live

SPONSORED Your tool here: paid placement is shown here, separate from the ranking, and never changes the order. Advertise
Rank 4

monday.com

From $9Visit monday.com (opens in a new tab)

Work management

Score 7.7/10Paid from: $9/seat/moFree tier: UnverifiedLast verified 2026-10-13

Why ranked: Its own site says: “Get more work done with AI agents that work side by side with your people.” We placed it 3rd of 5 on fit for this task. No free plan confirmed; paid from $9/seat/mo.

Fit 7.0 · value 6.9 · breadth 10 · availability 10 (how we score) · pricing source · site live

Rank 5

Jira

Free tierVisit Jira (opens in a new tab)

Project and issue tracking

Score 7.0/10Paid from: Standard $7.91/user/moFree tier: yesLast verified 2026-10-13

Why ranked: Its own site says: “Jira brings teams together to reach the next level of productivity with AI agents that orchestrate, plan, and track projects at scale.” We placed it 5th of 5 on fit for this task. Free tier; paid from Standard $7.91/user/mo.

Fit 4.0 · value 10.0 · breadth 10 · availability 10 (how we score) · pricing source · site live

FAQ

What is the best AI tool to enterprise project portfolio management?

By TaskRanking's published rubric, Smartsheet ranks first, followed by Wrike and Asana.

Is there a free AI tool to enterprise project portfolio management?

Yes: Wrike has a free tier per its own pricing page (checked 2026-10-13).

How are these tools ranked?

Score = 50% fit, 25% value (from vendor pricing pages), 15% breadth, 10% availability. Sponsorship never affects rank.

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