Employee leave management system

A time off process that runs itself

Set up a painless leave management system that just works – no more distractions, no maintenance required.

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Charlie calendar

Stop wasting time on leave admin

No more being the bottleneck. Now, annual leave requests go straight to the right people and the company calendar updates automatically.

  • Delegate approval: let managers handle leave requests

  • Public holidays: automatically synced to calendar

  • Custom leave types: tailor Charlie to fit your company

Automated time off requestsAutomated time off requests

Fewer pointless questions. Less time repeating yourself

Gives your team the full picture – who’s off work, and how long for
Time off calendarCustom slides
Show your team what’s on the horizon
View of upcoming time offDelegate profile creation to your new starter
Start your day with everyone in the loop
Slack integrationWelcome your new hire to the team

Understand annual leave trends and easily report on them

Turn your data into good decisions. Choose from our ready-made leave management reports or design the ones you need.

  • Annual leave reports: stay up to date with holiday use

  • Absence tracking: keep an eye on sick leave

  • Smart notifications: flags if someone needs a break

Time off reporting
Time off reporting

Automatic leave calculations for total peace of mind

No more finger-counting. Charlie does tricky leave management calculations for you, no supervision required.

  • Holiday rollover: handled automatically

  • New starter leave allowance: calculated for you

  • Part-time workers: holiday allowance prorated instantly

    Optional expiry: set for unused TOIL and carryover

Automated offboardingAutomated offboarding

Make your leave management effortless

Why small businesses love using charlie’s leave management system

“CharlieHR has been such an excellent tool for us as a small business. We can easily manage holidays & time off using the Google Calendar & Slack integrations.”

Nicole Parry

“CharlieHR made the visibility of my colleagues and their annual leave easy. I could also know about upcoming hires easily. Perks is also awesome!”

Paul Ologeh

“For our small startup, CharlieHR has been incredible – everything is simple. I would highly recommend it to any startup wanting to take the hassle out of HR.”

Jonny Venvell

“CharlieHR has played a big part in helping scale our business successfully & efficiently. It's an awesome product that is engaging, user friendly and powered by a fabulous team of people!”

Samantha Mann

“The central system for holiday booking, reviews and managing teams is really helpful for our business. The calendar is also excellent for keeping track of holidays and WFH.”

Catherine Orr

Read more customer reviews

charlie’s leave management system: the complete feature list

…and how they make your work-life simpler

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Give your team a complete, easy-to-understand view of who's off, who’s working, where they’re working from.

Give your team a complete, easy-to-understand view of who's off, who’s working, where they’re working from.

Set up leave requests to go straight to the right person (so you can stop being the bottleneck).

Public holidays are added to the company calendar automatically, so there's nothing extra to manage.

Create and manage leave types that reflect exactly how your business operates.

Quickly find the people, teams or departments whose leave data you want to check.

Sync your company calendar with Outlook Calendar, Google Calendar and iCal and stop switching tabs for good.

Get a snapshot of the week’s annual leave, work anniversaries and employee birthdays straight from your Charlie dashboard.

Set up a bite-size morning update on the day’s absences, birthdays and anniversaries – and start the day with your whole team on the same page.

Understand holiday trends and make HR decisions with confidence.

Track sickness and other absences accurately without relying on manual spreadsheets.

Automatically flags employees who haven’t taken enough annual leave so you can head off team burnout.

Set your company’s holiday rollover policy, then let Charlie handle the calculations (and admin) for you.

Calculate new starter allowances automatically (without the finger-counting).

Easily give part-time employees accurate allowances without manual pro-rata calculations.

Set expiry dates on TOIL and carryover, so unused leave doesn't keep piling up.

Easily prevent leave requests being made over important dates.

Charlie automatically flags to employees when their request clashes with already-approved leave.

Helps employees understand their remaining annual leave allowance and cuts down on queries.

Set up leave limits for every kind of leave your company uses – sick leave, TOIL, study days, WFH, mental health days, etc – so Charlie reflects exactly how your company works.

Shows employees their remaining annual leave balance (so no over-limit requests ever slip through again).

Easily correct allowances without spreadsheets, formulas or awkward workarounds.

Manage holiday allowances fairly for hourly employees with minimal admin effort.

Makes approval responsibilities clear so leave requests never get stuck or delayed.

Protects employee privacy while still giving managers the information they need.

Gives employees more leave flexibility (we’ll handle the admin!).

Give each and every team the leave policies that apply to them.

Save time on HR admin and build an engaged, high performing team

Features (Included with every Charlie plan)

Add-ons (paid as extra)

FAQs for charlie’s leave management system

What is a leave management system or holiday planner software?

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A leave management system like Charlie is software that handles holiday and sickness leave. Employees request time off, managers approve it, and the system keeps track of everyone's balance. It's not a timesheet tool, and it's not a clock-in or rota system. It's specifically built for tracking annual leave and absence, not hours worked or shift patterns.

Do I need one system for leave and attendance, or separate tools?

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It depends on what "attendance" means to you. If you mean knowing who's off on holiday or sick versus who's expected in, leave management software like Charlie does that. If you mean clocking in/out or building shift rotas, that's a separate tool and not every leave management system does it. Charlie does offer a Papershift integration if you wanted both.

Why use leave management software instead of a spreadsheet?

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less manageable it becomes: too much manual work, confusing formulas and you’re still the bottleneck for all the queries.

Leave management software like Charlie fixes all three: requests and approvals happen in one place, balances update automatically, and nobody's waiting on you to tell them how many days they've got left.

We've written up a full spreadsheets vs time off software breakdown if you want the detail, as well as a guide to understand what it actually looked like moving off spreadsheets with examples from real Charlie customers.

How do employees request time off, and how does approval and calculations work?

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Employees submit a request, which goes directly to their manager (or any other designated approver) for approval. Whoever's involved gets notified at each stage, so nothing sits in your inbox.

Allowances are calculated automatically, including pro-rata for part-time staff, so you're not doing that maths by hand. Employees can see their remaining balance at any time, rather than asking someone (usually you). Carryover limits (how many unused days can roll into the next year) are set once, and you can even set an expiry date on them. Find out more about what time off management can offer in our help centre.

And if you're moving over from an Excel holiday tracker for example, existing balances can be imported. Our holiday calculator is a quick way to check entitlement (that’s automatically calculated in our software), and we've written about why unused holiday piles up and how carryover leave works if you want more detail.

Can different teams or employee groups have different leave policies?

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Yes, policies can vary by group, whether that's length of service, seniority (a different allowance for execs), or contract type. This also covers things like different bank holidays for employees in different locations, public holidays and company-wide shutdowns, as well as blocking requests during specific busy periods so you’re not understaffed.

Can a team holiday planner like Charlie help me track sick leave and other types of absence separately?

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Yes. Holiday, sickness, and unpaid leave are all tracked as different categories, and you can set up custom leave types too, things like birthday leave or time off in lieu (TOIL), rather than having everything under a generic “absence” label. This makes it easier to generate reports and keep track of absences, such as when you want to use tools like the Bradford Calculator.

Can Charlie’s leave system flag overlapping leave or show who's off before I approve?

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Yes, before you approve a request, you can see who else on the team is already off, and the system will flag if a new request overlaps with someone else's approved leave. That means you're not finding out three team members booked the same week off after approval. See it in context in how one team uses this for visibility.

Does Charlie integrate with Google Calendar or Outlook?

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Yes, once leave is approved, it can sync straight into an employee's or manager's existing calendar, so people aren't checking two separate places to know who's off. We've got a walkthrough on getting your annual leave into Outlook if that's your setup.

Does leave management software help UK businesses with compliance and payroll?

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Yes, in two ways. First, payroll: accurate leave records mean unpaid leave deductions and sick pay are based on real data. Second, compliance: keeping clean, automatic records of statutory entitlement and absence is exactly what you'd need if you were ever asked to show you're meeting UK leave requirements, especially since UK law now requires you to keep up to 6 years of leave records.

Is Charlie suitable for small businesses, and how long does setup take?

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Yes, Charlie is built to work for smaller teams (even under 30 people) and support them as they grow to larger numbers. You don't need a dedicated HR person for it to make sense as the setup usually takes less than a week. For more on what time off management looks like specifically at a smaller company, see our guide to managing time off in small businesses. Feel free to have a look at Timetastic vs Charlie or Charlie vs Breathe to see how we compare on time off management.

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