Range Yourself

Work Management Software Cost Index

Updated August 6, 2026 · 8 tools checked against their own pricing pages

The per-seat price is not what a small team pays. 4 of the 8 tools in this index constrain how many seats you may buy, and one of them, monday.com, would bill a team of 2 for a seat nobody is sitting in. So this index ranks on what a whole team pays a month once each vendor’s own rules are applied, and prints the sticker beside it. For a team of 2 the cheapest is Trello at $12 a month; for a team of 5 it is Trello at $30, against $120 for Airtable at the other end. Before any of that, check the free tiers: 7 of the 8 tools publish one, and every one of them would hold a team of 2without a bill at all. Every figure is quoted from the vendor’s own page and dated.

RangeYourself has no affiliate relationship with any tool on this page as of August 6, 2026: every link here goes straight to the vendor’s own site and earns us nothing. We may pursue one in this category, and if we do we will say so here. Either way the ordering follows published prices and each vendor’s own stated seat rules, and a vendor that pays nothing is listed on exactly the same basis as one that does. See how we make money and our editorial standards.

What a team of 2 pays

Ranked by the cheapest month-to-month total, ascending. The seats-billed column is where the seat floor shows up: it is the number the vendor charges for, not the number of people on the team. The last column asks the question the rest of the category skips, which is whether this team needs to pay anything at all.

#ToolA team of 2, month to monthSame team on annual billingPer-seat stickerWhat the vendor’s rules addFree tier for this team?
1Trello
The cheapest paid seat in this index on either billing term, and the only vendor that prints an actual annual dollar amount per user.
$12/mo
Standard · 2 seats billed · verified 2026-08-06
$10/mo
Standard · 2 seats billed
$6/seat/mo
$5 billed annually · staying monthly costs 20% more
Nothing stated on the vendor’s pricing pageYes
Free, capped at 10 seats
2ClickUp
Prices its AI as a second per-seat subscription stacked on the first, and requires the whole workspace to upgrade together.
$20/mo
Unlimited · 2 seats billed · verified 2026-08-06
$14/mo
Unlimited · 2 seats billed
$10/seat/mo
$7 billed annually · staying monthly costs 43% more
  • The whole workspace has to be upgraded together
  • Enterprise priced on request
Yes
Free Forever, no stated headcount cap
3Smartsheet
The only tool in this index whose pricing page names no free tier, and one of two that states a minimum team size.
$24/mo
Pro · 2 seats billed · verified 2026-08-06
$18/mo
Pro · 2 seats billed
$12/seat/mo
$9 billed annually · staying monthly costs 33% more
  • Minimum of 3 members stated on one tier's own card
  • Pro is capped at 10 members
  • Enterprise, Advanced Work Management priced on request
No
The pricing page names no free tier
3Notion
Used for projects as often as for documents, and one of two tools here whose pricing page names no timeline or Gantt view at all.
$24/mo
Plus · 2 seats billed · verified 2026-08-06
$20/mo
Plus · 2 seats billed
$12/seat/mo
$10 billed annually · staying monthly costs 20% more
  • Enterprise priced on request
Yes
Free, no stated headcount cap
5Asana
Publishes both billing figures side by side, and is the only tool here that states the increments in which seats may be bought.
$26.98/mo
Starter · 2 seats billed · verified 2026-08-06
$21.98/mo
Starter · 2 seats billed
$13.49/seat/mo
$10.99 billed annually · staying monthly costs 23% more
  • Seats sold only in stated increments as the team grows
  • Enterprise priced on request
Yes
Personal, capped at 2 seats
6Basecamp
The only tool in this index that sells a plan with no per-user charge at all, at a flat monthly price for unlimited users.
$30/mo
Pro · 2 seats billed · verified 2026-08-06
$299/mo
Pro Unlimited, a flat price billed annually rather than a per-seat one
$15/seat/mo
Nothing stated on the vendor’s pricing pageYes
Free, capped at 20 seats
7monday.com
The category's most-marketed work OS, and the only tool in this set whose own FAQ states a minimum number of users before a paid plan can be bought at all.
$36/mo
Basic · 3 seats billed · verified 2026-08-06
$27/mo
Basic · 3 seats billed
$12/seat/mo
$9 billed annually · staying monthly costs 33% more
  • Bills 3 seats for 2 people, 1 of them empty
  • Stated minimum of 3 users on any paid plan
  • Enterprise priced on request
Yes
Free, capped at 2 seats
8Airtable
The most expensive entry seat in this index, and the one whose free tier caps editors rather than features.
$48/mo
Team · 2 seats billed · verified 2026-08-06
$40/mo
Team · 2 seats billed
$24/seat/mo
$20 billed annually · staying monthly costs 20% more
  • Enterprise Scale priced on request
Yes
Free, capped at 5 seats

What a team of 5 pays

Above the floors, the comparison becomes an ordinary one about the seat rate, and the ordering changes. This is the table to use if your team is already past three people.

#ToolA team of 5, month to monthSame team on annual billingPer-seat stickerWhat the vendor’s rules addFree tier for this team?
1Trello
The cheapest paid seat in this index on either billing term, and the only vendor that prints an actual annual dollar amount per user.
$30/mo
Standard · 5 seats billed · verified 2026-08-06
$25/mo
Standard · 5 seats billed
$6/seat/mo
$5 billed annually · staying monthly costs 20% more
Nothing stated on the vendor’s pricing pageYes
Free, capped at 10 seats
2ClickUp
Prices its AI as a second per-seat subscription stacked on the first, and requires the whole workspace to upgrade together.
$50/mo
Unlimited · 5 seats billed · verified 2026-08-06
$35/mo
Unlimited · 5 seats billed
$10/seat/mo
$7 billed annually · staying monthly costs 43% more
  • The whole workspace has to be upgraded together
  • Enterprise priced on request
Yes
Free Forever, no stated headcount cap
3monday.com
The category's most-marketed work OS, and the only tool in this set whose own FAQ states a minimum number of users before a paid plan can be bought at all.
$60/mo
Basic · 5 seats billed · verified 2026-08-06
$45/mo
Basic · 5 seats billed
$12/seat/mo
$9 billed annually · staying monthly costs 33% more
  • Stated minimum of 3 users on any paid plan
  • Enterprise priced on request
No
The free tier is capped below 5 seats
3Smartsheet
The only tool in this index whose pricing page names no free tier, and one of two that states a minimum team size.
$60/mo
Pro · 5 seats billed · verified 2026-08-06
$45/mo
Pro · 5 seats billed
$12/seat/mo
$9 billed annually · staying monthly costs 33% more
  • Minimum of 3 members stated on one tier's own card
  • Pro is capped at 10 members
  • Enterprise, Advanced Work Management priced on request
No
The pricing page names no free tier
3Notion
Used for projects as often as for documents, and one of two tools here whose pricing page names no timeline or Gantt view at all.
$60/mo
Plus · 5 seats billed · verified 2026-08-06
$50/mo
Plus · 5 seats billed
$12/seat/mo
$10 billed annually · staying monthly costs 20% more
  • Enterprise priced on request
Yes
Free, no stated headcount cap
6Asana
Publishes both billing figures side by side, and is the only tool here that states the increments in which seats may be bought.
$67.45/mo
Starter · 5 seats billed · verified 2026-08-06
$54.95/mo
Starter · 5 seats billed
$13.49/seat/mo
$10.99 billed annually · staying monthly costs 23% more
  • Seats sold only in stated increments as the team grows
  • Enterprise priced on request
No
The free tier is capped below 5 seats
7Basecamp
The only tool in this index that sells a plan with no per-user charge at all, at a flat monthly price for unlimited users.
$75/mo
Pro · 5 seats billed · verified 2026-08-06
$299/mo
Pro Unlimited, a flat price billed annually rather than a per-seat one
$15/seat/mo
Nothing stated on the vendor’s pricing pageYes
Free, capped at 20 seats
8Airtable
The most expensive entry seat in this index, and the one whose free tier caps editors rather than features.
$120/mo
Team · 5 seats billed · verified 2026-08-06
$100/mo
Team · 5 seats billed
$24/seat/mo
$20 billed annually · staying monthly costs 20% more
  • Enterprise Scale priced on request
Yes
Free, capped at 5 seats

How the seat floor is decided

It is not a judgement. A vendor is recorded as having a seat floor only where its own site states one: a minimum number of users a paid plan can be bought for, a purchase increment above one seat, or a maximum team size on a tier. The floor is applied mechanically when computing what a team of a given size pays, and the vendor's own words are printed beside it. As of August 6, 2026, 4 of the 8 tools state a constraint of some kind and 4 state none.

A seat floor is a normal commercial decision, not a trick, and none of these vendors hides one. It is simply the difference between the number on the card and the number on the invoice, and nothing else in this category publishes it.

Which teams should not be paying at all

7 of the 8 tools publish a free tier, and the caps on them are not remotely comparable. Smartsheet names none on itspricing page, only a trial — which is a statement about the page rather than a claim about the product.

Which tier carries automations and a timeline view

This is the other reason a headline price misleads: the cheapest paid tier is often not the one that does the thing you are buying the software for. Of the 6 tools whose pricing pages name a timeline or Gantt view, 2 gate it above their own cheapest paid tier and 4 include it at the entry price (Asana, ClickUp, Airtable and Smartsheet). A blank below means the vendor’s pricing page names no such capability, which is a statement about the page and not a claim about the product.

ToolAutomations start onTimeline or Gantt starts onWhat that tier costs per seat
TrelloFree
250 Workspace command runs per month
Premium
Views: Calendar, Timeline, Table, Dashboard, and Map
$12.50 month to month, $10 billed annually
verified 2026-08-06
ClickUpFree Forever
5 Active Rules, 100 Automation executions,
Unlimited
Unlimited Gantt Charts
$10 month to month, $7 billed annually
verified 2026-08-06
monday.comStandard
Automations (250 actions / month)
Standard
Timeline & Gantt views
$14 month to month, $12 billed annually
verified 2026-08-06
SmartsheetPro
250 automations per month
Pro
Gantt, table, board, and calendar view
$12 month to month, $9 billed annually
verified 2026-08-06
NotionPlus
Custom database automations
The pricing page names noneNot applicable
verified 2026-08-06
AsanaStarter
Unlimited automations
Starter
Timeline and Gantt views
$13.49 month to month, $10.99 billed annually
verified 2026-08-06
BasecampThe pricing page names noneThe pricing page names noneNot applicable
verified 2026-08-06
AirtableFree
100 automation runs
Team
Gantt and timeline view
$24 month to month, $20 billed annually
verified 2026-08-06

What a year’s commitment saves

Between 20% and 43% on the entry tier across this set, computed from each vendor’s own two published figures. 3 of the 8 pricing pages load with the annual option already selected; 4 print both figures at once so nothing is hidden behind a toggle. The largest gap is ClickUp, where staying monthly costs 43% more.

Costs that sit outside the seat price

Add-ons and consumption charges each vendor prices separately from the seat. None of these is included in the totals above, because none of these vendors treats them as part of a seat.

Vendor-stated details worth knowing before you buy

Each of these comes from the vendor’s own page or is a plain reading of what it publishes. None is a claim about how any tool performs.

How this index is verified

Every figure on this page was read from the vendor’s own pricing page and is stored with that page’s URL, a verbatim quote, and the date it was checked (most recent: August 6, 2026). 4 of these 8pages render their prices in the browser rather than in the served HTML, so they were read in a browser with each billing option selected in turn. Where a vendor publishes no number, we say so instead of repeating a figure from elsewhere. A blank in the automations or timeline column means the vendor’s pricing page names no such capability, which is a statement about the page and not a claim about the product. Seat floors are applied only where the vendor states one, and only as widely as the vendor states it: a minimum written on a single tier’s card is applied to that tier alone. Totals and percentages are arithmetic on published figures only. See our editorial standards and how we verify.

Which tools are in it. The eight tools a two-to-twenty-person team actually shortlists when it searches for project or work management software, chosen before any pricing was read and not revised afterwards. A tool is included whether or not it publishes a price and whether or not RangeYourself could ever earn anything from it. Nothing is excluded for being expensive, for having a seat minimum, or for declining to publish a figure; a tool that publishes nothing is listed saying so.

Frequently asked questions

What is the cheapest work management software for a small team?

For a team of 2 paying month to month, Trello at $12, verified August 6, 2026. For a team of 5, Trello at $30. Both are totals for the whole team, not per-seat rates. At either size several of these teams should not be paying at all: 7 of the 8 tools publish a free tier, and the caps on each are listed on this page.

Which work management tools have a minimum number of users?

2 of the 8 state a number: monday.com (3) and Smartsheet (3). They are not the same kind of rule. monday.com's applies to every paid plan it sells, so a two-person team is billed for three seats. Smartsheet's is written on its Business tier's card only, and its cheaper Pro tier sells to a single member. Two others constrain seats differently again: Asana sells them in stated increments, and ClickUp requires the whole workspace to upgrade together.

Do any of these tools not charge per user?

1 of the 8: Basecamp. Basecamp's Pro Unlimited is a flat $299 a month billed annually with no per-user charge at any headcount, which its own FAQ confirms in the extreme case. That makes it the most expensive option on this page at small headcounts and the cheapest at large ones.

Which work management tools have a free plan?

7 of the 8 publish one: monday.com, Asana, ClickUp, Trello, Notion, Airtable and Basecamp. Smartsheet names none on its pricing page, only a trial. The caps differ enormously: from two seats on monday.com and Asana up to twenty users on Basecamp's single free project, with ClickUp and Notion stating no headcount cap at all.

Is annual billing cheaper for work management software?

Yes on every tool here that offers both, by between 20% and 43% on the entry tier, computed from each vendor's own two published figures. 3 of the 8 load their pricing page with the annual option already selected, so the lower figure is usually the one a visitor remembers.

How are these prices verified?

Each figure is read from the vendor's own pricing page and stored with that URL, a verbatim quote, and the date it was checked (most recent: August 6, 2026). 4 of these 8 pages render prices in the browser rather than the served HTML, so they were read in a browser with each billing option selected in turn. Seat floors are applied only where the vendor states one, and only as widely as the vendor states it. Nothing is estimated.

Work management tools with a free plan · Work management with no seat minimum · How much does monday.com cost? · Is monday.com worth it?