LeaveDates

What LeaveDates does

Leave Dates is a UK-based cloud SaaS company, founded in 2019 and headquartered in Bracknell, that provides leave management software primarily targeting small and medium-sized businesses (5-50+ employees). The platform replaces manual leave tracking via spreadsheets and email with a centralized system for leave requests, approvals, calendar visibility, balance and TOIL accrual calculations, configurable leave types, reporting, and bulk data import. The company reports thousands of users and serves customers across verticals including recruitment (e.g., Aspire People with 100+ staff across 14 branches), retail (e.g., Anthony Paul Jewellery with four stores), property management (e.g., The Camber Property Management), professional services, local councils, and creative agencies.

The product surface comprises a web application, native iOS and Android mobile apps distributed via the Apple App Store and Google Play Store, and bulk data import tooling that uses Excel templates to migrate employees, leave records, and allowances from legacy systems. The technology stack integrates with Google Calendar and Outlook 365 for real-time calendar synchronization, Slack for absence summaries and approval notifications, and Zapier (connecting to over 1,500 apps) for downstream automation such as payroll updates and HR system syncs. Infrastructure runs on AWS in the eu-west-1 (Ireland) region with primary storage at an ISO 27001:2013-certified Interxion datacenter in Amsterdam, payment processing handled by PCI DSS Level 1-certified Stripe, and security posture demonstrated through Cyber Essentials certification and GDPR compliance.

Revenue is generated through a three-tier per-employee subscription model (Starter, Essential, Plus) with a 30-day free trial and no credit card required for signup. Distribution combines product-led growth via self-serve website signups, content marketing and SEO around UK leave-management topics, a 30% revenue-share affiliate program operated through PartnerStack, and a sales-led demo motion for larger prospects. The company is privately held, appears bootstrapped with no disclosed venture funding, and operates with a small team of 1-10 employees, including co-founder Phil Norton and Marketing Manager Che Thornbury.

Name

LeaveDates

Legal name

Leave Dates

Website

https://leavedates.com

Company type

Private

Founded year

2019

Operating status

Operating

Headcount range

1–10 employees

Short description

Leave Dates is a UK-based cloud SaaS leave management platform serving small and medium-sized businesses across recruitment, retail, property, and professional services verticals, offering leave tracking, approval workflows, calendar sync, and mobile apps via per-employee subscription pricing.

Ownership category

akta.pro rank

Product category

Leave Management Software

NAICS

Payroll Services (541214), Accounting, Tax Preparation, Bookkeeping, and Payroll Services (5412)

SIC

Services-Prepackaged Software (7372)

akta.pro industry

PRIMARYBPACAIAG

Leave Management Administration (PTO, FMLA, Statutory Leave)

Business & Public Services/HR, Staffing & Recruitment Services/Payroll Services & Workforce Administration

SECONDARYBPACAIAE

Time, Attendance & Scheduling Administration

Business & Public Services/HR, Staffing & Recruitment Services/Payroll Services & Workforce Administration

SECONDARYBPACAPAC

Benefits Administration

Business & Public Services/HR, Staffing & Recruitment Services/Human Capital Management (HCM) & HR Tech

SECONDARYBPAAAHAC

Time & Attendance Administration (Timekeeping, Scheduling, Leave Tracking)

Business & Public Services/Administrative & Support Services (BPO, Call Centers, Back Office)/Payroll Processing & Timekeeping Administration

SECONDARYBPAMAMAC

Email, Calendar & Scheduling

Business & Public Services/Web, Mobile & Digital Platforms/Collaboration, Productivity & Work Platforms

Keywords

• Leave management software
• Annual leave planner
• HR absence tracking
• Staff time off
• Employee leave system

Headquarters

HQ city

Bracknell

HQ country

United Kingdom

HQ region

Europe

Offices1 record

Markets served

GTM type

B2B

Offering type

Software

Cost components

Technology or R&D, Personnel, Marketing or Sales, Infrastructure, Operations

Revenue model

1. Subscription Plans: Three-tier subscription model (Starter, Essential, Plus) with per-employee pricing. Accessible via billing portal with monthly or annual billing cycles.

Pricing tiers

Go-to-market motion3 records

Distribution channels4 records

Marketing channels6 records

Core offering

Leave Dates is a cloud-based SaaS leave management platform that enables employees to request time off and managers to approve leave through a shared calendar, with native mobile apps for iOS and Android. The product automates allowance accruals, TOIL tracking, approval workflows, and reporting, and synchronizes approved leave with Google Calendar, Outlook 365, and Slack. It targets small and medium-sized businesses as a replacement for spreadsheets and manual leave tracking, sold on a tiered per-employee monthly/annual subscription with a 30-day free trial.

Product overview

Leave Dates is a unified cloud-based leave management platform built around its core Annual Leave Planner, supplemented by native iOS and Android mobile applications and bulk data import tools. The platform provides a single source of truth for employee time off management, combining leave request workflows, approval systems, calendar synchronization, configurable leave types and allowances, TOIL tracking, reporting, and Slack notifications into one integrated solution accessible via web and mobile.

Differentiator

Problem solved

Functional benefit

Products and services

• Leave Dates Platform Cloud-based annual leave planner and staff absence management SaaS for SMEs, providing a centralized platform for leave requests, approvals, calendar visibility, reporting, allowance tracking, and configurable leave policies, with click-and-drag date selection, approval workflows, daily/weekly email reports, bulk data import, and multi-device access.
• Leave Dates Mobile App Native iOS and Android applications for employees to request leave, check leave balances, view team calendars, and receive real-time notifications, available on the Apple App Store and Google Play Store.
• Bulk Data Import Tools Migration tools within Settings > Data Import that allow importing employee data, leave records, and allowances from Excel spreadsheets or legacy HR systems, including downloadable templates with lookup sheets for approvers, departments, allowance units, permissions, and time zones.

Quantifiable outcome

• Tested over 12 online scheduling apps and found Leave Dates most intuitive, user-friendly, gorgeous and affordable
• +2 more outcomes

Named customers3 records

Segments7 records

Ideal customer profiles2 records

Technology focussed Yes

API detail

Has API

Yes

API docs

API detail

Core technology

AI maturity

App detail

Integration4 records

Feature8 records

Partnerships

Eight partnerships are on record, tiered core and minor.

• Google CalendarcoreTechnology or IntegrationNative integration allowing approved leave to automatically sync with Google Calendar. Real-time updates ensure team calendars always reflect latest leave information without manual export.
• Microsoft OutlookcoreTechnology or IntegrationOutlook 365 calendar integration keeping shared calendars up-to-date with approved leave. Automatic updates help prevent double bookings and scheduling conflicts.
• SlackcoreTechnology or IntegrationNative Slack integration for daily and weekly absence summaries, instant notifications when leave is requested or approved, and team updates in specific channels.
• ZapiercoreTechnology or IntegrationIntegration platform connecting Leave Dates to 1500+ applications. Enables automated workflows such as updating payroll when leave is approved, syncing employee data from HR systems.
• PartnerStackcoreChannel Partner/ Reseller/ DistributorAffiliate partnership platform tracking partner sales and commission payments. Partners receive unique URLs for campaigns and earn 30% commission on first-year subscriptions.
• CapterraminorChannel Partner/ Reseller/ DistributorSoftware review platform where Leave Dates maintains customer reviews and visibility in leave management software category.
• StripecoreTechnology or IntegrationPCI DSS Level 1 certified payment processor handling all subscription billing. Leave Dates does not store credit card information.
• AWS (Amazon Web Services)coreTechnology or IntegrationCloud infrastructure provider hosting all servers and databases in eu-west-1 (Ireland) region.

Scale indicators2 records

Recent moves6 records

Expansion highlights5 records

Direct peers

• Timetastic: UK-based leave management SaaS targeting SMEs with similar PTO tracking, calendar sync, and approval workflows. Direct head-to-head competitor in the same geography and customer segment.
• Vacation Tracker: Slack-native PTO tracking tool designed for small teams. Competes on integration-first UX, especially inside Slack workspaces — overlapping with Leave Dates' Slack integration.
• PTO Ninja: Leave management app focused on Slack-based PTO requests and approvals for small teams. Direct competitor for the Slack-first SME buyer.
• HR Partner: Online HR management software for small-to-mid businesses that includes leave tracking alongside records, onboarding, and PTO. Comparable SMB-first HR tool with leave as a core module.
• Resource Guru: Cloud-based resource scheduling and time-off software for teams. Overlaps on leave tracking, scheduling, and calendar visibility, with comparable SMB focus.
• absence.io (formerly LeaveBoard): European leave and absence management platform serving SMBs with calendar integrations and approval workflows. Closely comparable product scope and target buyer profile.

Broad incumbents

• Deputy: Workforce management platform covering scheduling, time tracking, and leave. Competes broadly across the leave and attendance category, especially with shift-based SMBs.
• HiBob: Modern HCM platform for mid-market companies featuring time-off management alongside a full HR suite. Competes for the same IT/HR buyer with broader scope.
• BambooHR: Widely adopted HRIS for SMBs that includes PTO tracking as part of a broader employee record system. Sets competitive benchmarks for SME HR platforms.
• Personio: European all-in-one HR platform for SMBs including leave management as a bundled module. Represents the bundled-suite threat to standalone leave tools.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat3 records

Key risks6 records

Key highlights6 records

Customer concentration

• YouTubeyoutube.com/channel/UCL9Mf8o4CCLKxFSOdcIzBBQ
• LinkedInlinkedin.com/company/leavedates

Compliance4 records

Revenue estimate

Valuation estimate

Number of profiles

Profiles2 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about LeaveDates