Pricing guide
WebWork pricing in 2026, explained in plain English
Every WebWork plan, what each one adds, the add-ons that cost extra, and what a team of 5, 15 or 50 actually pays over one, three and five years.
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60-day money-back guarantee on every direct purchase.
The short answer
WebWork costs $3.99 to $7.19 per user per month on annual billing, plus a custom-quoted top plan. For 15 staff on Pro that is $718 a year and $3,591 over five years. AirStaff covers the same 15 staff for $198, once, with a 60-day money-back guarantee.
- $3.99
- WebWork’s cheapest paid plan, per user per month on annual billing
- $3,591
- five years of Pro for 15 staff at list price
- $198
- AirStaff Tier 2 for the same 15 staff, paid once
The plans
WebWork charges per user, per month. Monthly or annual.
| Plan | Annual billing | Monthly billing | What you get |
|---|---|---|---|
| Pro | $3.99 | $4.99 | Up to 3 screenshots per 10 minutes, 3-month retention; invoices |
| Plus | $6.39 | $7.99 | Up to 10 screenshots per 10 minutes, 1-year retention; payroll; geofencing |
| Premium | $7.19 | $8.99 | Everything in Plus |
| Custom | Custom quote | Not published | Contact sales |
Add-ons and extras
WebWork does not list separately priced add-ons on its pricing page.
Minimums, trials and billing terms
- Free plan
- None listed
- Free trial
- 14-day free trial, no card required
- Billing
- Monthly or annual
- Screenshots
- Yes. Up to 3 per 10 minutes with 3-month retention on Pro; up to 10 per 10 minutes with 1-year retention on Plus and Premium
What it really costs: 5, 15 and 50 staff
Per-user pricing looks small because it is quoted per person, per month. Multiplied out, it is a recurring bill that grows with every hire and never stops.
5 staff
| Plan | Per user / month | 1 year | 3 years | 5 years |
|---|---|---|---|---|
| WebWork Pro | $3.99 | $239 | $718 | $1,197 |
| WebWork Plus | $6.39 | $383 | $1,150 | $1,917 |
| WebWork Premium | $7.19 | $431 | $1,294 | $2,157 |
| AirStaff Tier 1 (lifetime) | — | $99 once | $99 | $99 |
15 staff
| Plan | Per user / month | 1 year | 3 years | 5 years |
|---|---|---|---|---|
| WebWork Pro | $3.99 | $718 | $2,155 | $3,591 |
| WebWork Plus | $6.39 | $1,150 | $3,451 | $5,751 |
| WebWork Premium | $7.19 | $1,294 | $3,883 | $6,471 |
| AirStaff Tier 2 (lifetime) | — | $198 once | $198 | $198 |
50 staff
| Plan | Per user / month | 1 year | 3 years | 5 years |
|---|---|---|---|---|
| WebWork Pro | $3.99 | $2,394 | $7,182 | $11,970 |
| WebWork Plus | $6.39 | $3,834 | $11,502 | $19,170 |
| WebWork Premium | $7.19 | $4,314 | $12,942 | $21,570 |
| AirStaff Tier 4 (lifetime) | — | $396 once | $396 | $396 |
Or pay once
If what you need is desktop time tracking, screenshots, activity and timesheets for a remote team, AirStaff does that job for one payment.
- $99
- 5 staff seats, once — against $239 a year on WebWork Pro
- $198
- 15 staff seats, once — against $718 a year
- $396
- 50 staff seats, once — against $2,394 a year
Buy once from $99 Try the live demo
Every direct purchase carries a 60-day money-back guarantee. Codes stack, so a growing team moves up a tier without starting again.
When WebWork is the better choice
We would rather you buy the right tool than ask for a refund. Choose WebWork over AirStaff if any of these matter to you:
- The lowest published per-user price with screenshots, at $3.99.
- Invoicing from Pro, and payroll and geofencing from Plus.
- One-year screenshot retention on Plus and Premium.
AirStaff version 1 covers desktop time tracking for remote and offshore office work on Windows and macOS, and it is honest about the edges.
Related comparisons
Sources and how we checked
Prices checked on each vendor’s own pricing page, in US dollars per user per month on annual billing unless stated. Plans and prices change — check the vendor’s page before you decide.
- WebWork pricing page (plans, screenshots, features)
- AppSumo listing for WebWork (lifetime deal sold out)
WebWork is a trademark of its owner. AirStaff is not affiliated with or endorsed by any company named on this page. No competitor logos or screenshots are used.
Questions people actually ask
How much does WebWork cost per user per month in 2026?
On annual billing, WebWork lists Pro US$3.99, Plus US$6.39, Premium US$7.19 per user per month, with a custom-quoted top plan, checked 25 September 2026. Monthly billing costs more: Pro US$4.99, Plus US$7.99, Premium US$8.99.
Does WebWork have a free plan or a free trial?
WebWork does not list a free plan. It offers a 14-day free trial, no card required. AirStaff has a live demo that needs no signup, and a 60-day money-back guarantee on direct purchases.
Does WebWork charge extra for add-ons such as screenshots?
WebWork does not list separately priced add-ons. On screenshots: yes. Up to 3 per 10 minutes with 3-month retention on Pro; up to 10 per 10 minutes with 1-year retention on Plus and Premium.
What does WebWork cost a team of 15 over three years?
On Pro at US$3.99 per user per month, $2,155 over three years before add-ons and tax. On Premium at US$7.19, $3,883. AirStaff Tier 2 covers 15 staff for $198, once.
How does WebWork pricing change when the team grows to 50?
It scales with headcount: 50 staff on Pro cost $2,394 a year at list price. AirStaff Tier 4 covers 50 staff for $396 once; beyond 50, extra seats are $3 per seat per month.
Is there a one-payment alternative to WebWork pricing?
Yes. AirStaff is sold as a lifetime licence: $99 for 5 staff seats, $198 for 15, $297 for 30 and $396 for 50, paid once, with screenshots, activity, timesheets and reports on every tier. It does not do everything WebWork does, and this page lists where WebWork is the better choice.
Can I still buy the WebWork lifetime deal on AppSumo?
Not at the time of checking. The AppSumo listing for WebWork Time Tracker says the deal is sold out. WebWork’s own pricing is a per-user subscription from US$3.99 per user per month on annual billing.
Or skip the WebWork subscription altogether.
One payment, no renewals, and a 60-day money-back guarantee on every direct purchase.