Customizable Leave Policies

With Day Off you’re not limited to just “vacation” or “sick”, you get full control over creating and tailoring leave types that match your organisation’s unique structure. For example, you can define sabbaticals, study leave, remote work days, volunteer time, or any other category you like.

You can set up flexible accrual rules: maybe employees earn leave based on tenure, hours worked, or custom criteria like project-type or role.

Approval workflows can also be customised: perhaps routine leave is auto-approved, while extended or role-critical leaves go through senior managers. You maintain multiple levels of approvers if needed.

Further, you can configure compliance-related settings: regional labour-law rules, different holiday calendars per location, working-day definitions, carry-over rules for unused leave, and even “negative balance” options if approved. 

All in all, Day Off puts the leave-policy design in your hands, your startup can start simple and build more nuance as you grow.

Integration with Calendars

Day Off works smoothly with your team’s existing tools rather than replacing them. It supports syncing with Google Calendar and Outlook Calendar, so approved leaves appear alongside meetings and deadlines.

This means managers and team members can see time-off and calendar events in one place, helping avoid scheduling conflicts and ensuring better planning across the board. With remote or distributed teams, this visibility becomes even more critical.

By integrating leave data into the everyday workflow, Day Off ensures transparency and prevents “who’s off?” surprises.

Team Availability Calendars

Beyond just individual leave views, Day Off provides shared, team-wide calendars that make workforce planning far more visible. You can check who’s out, when, and for what reason, crucial for avoiding understaffing or overlapping absences. 

Features like filtering by team, location or leave type make it easier to plan for peak project phases or distributed-team time zones. With this shared visibility, managers can schedule launches, meetings or product sprints with confidence.
When teams operate in different geographies or time zones, the ability to view availability at a glance helps maintain coordination and continuity.

Mobile Accessibility

In today’s world, work isn’t always done at a desk, so Day Off is built for mobile too. Via its mobile app (iOS and Android) employees can submit time-off requests, check their balances, and view team calendars from anywhere.

Managers likewise receive push notifications on the go, enabling approvals or rejections from a phone rather than waiting for desktop. This increases responsiveness and helps ensure the system remains agile, especially for fast-moving startups.
Mobile access also means remote, field-based, or hybrid team members aren’t left out of the convenience and clarity of the leave-tracking process.

Automated Notifications and Reminders

Day Off automates what many HR teams currently do manually: notifying managers when requests arrive, reminding employees and managers of upcoming leave, and flagging expiring PTO or documentation requirements.

With real-time alerts, nobody’s leave request gets lost in email threads, and no surprise absences derail project plans. These features reduce administrative burden, improve transparency and help maintain compliance (for instance by prompting employees to upload required documentation).
For a startup with limited HR resources, this means less manual chasing and more proactive management.

Leave Analytics and Reporting

Day Off doesn’t just record leave, it helps you understand it. The platform offers reporting tools and analytics that surface insights into leave trends, usage patterns, potential bottlenecks or risk of burnout. 

You can generate reports on accruals, carry-forwards, usage by department/location, and compliance metrics. Exporting data (e.g., to Excel or CSV) enables integration with payroll or HR dashboards. With these insights, you can adjust policies, budget for leave liability, and plan staffing more effectively.
For startups scaling quickly, this kind of data clarity is a competitive advantage.

Multi-location and Global Support

As your startup grows geographically or operates across borders, Day Off scales with you. You can define different working days, holiday calendars, leave policies, or approvers per location, making it suitable for global teams.

Carry-over rules, accrual settings and compliance features can be region-specific. This ensures you don’t have to forklift separate systems for each region you manage one platform.

Startups planning expansion or remote operations will appreciate its flexibility in multi-location contexts.

Self-service Portals

Empowering employees is part of modern HR. With Day Off, your team members can check their own leave balances, track pending requests, submit new ones, view holiday calendars, and even manage their personal details, all without emailing HR.

This self-service approach reduces HR’s administrative load, increases transparency, and gives employees more control over their schedules. It fosters trust and can improve satisfaction, especially in fast-moving, agile startup environments.

Custom Approval Workflows

Not every leave request needs the same path. Day Off lets you build tailored approval workflows: set different approvers for different teams, roles, leave types; support multi-level approval; and even set auto-approval rules for simpler cases. 

For example: junior employee requests standard vacation, one-level approval; senior or long sabbatical, two-level approval with department head + HR. The flexibility means you keep control without inflexible bureaucratic overhead.

Compliance and Audit Trails

Leave management isn’t just convenience, in many regions it’s regulated. Day Off keeps detailed logs of who requested leave, who approved or rejected, when changes were made and why.

These audit trails support legal compliance, internal reviews and audits. You also get access controls for visibility settings (who can see what), ensuring confidentiality and adherence to regulations.

PTO Accrual Tracking and Rollover Rules

Day Off supports complex accrual models, employees may earn hours or days based on tenure, role, or hours worked. Rollover limits can be defined so unused leave doesn’t become a financial liability indefinitely.

These capabilities mean your leave system can evolve as your company matures, rather than being locked into a basic “X days/year” model.

Delegation Management for Approvers

Even managers take leave, Day Off includes delegation functionality so approval responsibilities can be temporarily assigned to others while someone is away. This ensures continuity, avoids bottlenecks and keeps processes moving smoothly.

Especially useful for startups where managers may be deeply involved in multiple roles.

Employee Engagement Features

While core functionality handles tracking and approval, Day Off also supports features that foster a healthier work-culture. For example: letting employees optionally share vacation plans, recognise milestones (work-anniversaries), promote transparency around time-off usage and encourage a balanced approach to rest and productivity.

In startup environments, these cultural features can support retention and morale as much as the functional ones.

Frequently Asked Questions (FAQ)

What is Day Off and how does it work?

Day Off is a cloud-based leave and PTO management platform that enables employees to submit time-off requests, and managers to approve or reject them, all through a streamlined interface. It tracks leave balances, supports custom leave types, integrates with calendars and team tools, and enables the HR team to manage policies, reports and workflows.

Can Day Off handle custom leave policies for startups?

Yes. You can define leave types such as vacation, sick leave, sabbatical, remote work, or any bespoke category. You can set unique accrual rates, carry-over rules, negative balances, half-days, auto-approval options and apply these policies to teams, locations or employee levels.

Does Day Off integrate with calendar and communication tools?

Yes. Day Off syncs with Google Calendar and Outlook Calendar so approved leave appears in your shared calendar. It also supports Slack integration and is listed in Microsoft AppSource, meaning you can embed leave-tracking workflows into communication tools your team already uses.

Is Day Off mobile-friendly and suitable for remote teams?

Absolutely. Day Off offers mobile apps on iOS and Android, allowing employees and managers to submit or approve requests, check balances, receive notifications and view team calendars on the go. This makes it especially well-suited for remote, hybrid or distributed teams.

Can Day Off manage multiple teams or global offices?

Yes. You can configure different working-day definitions, holiday calendars and leave policies per location or team. This global-ready flexibility means you can manage a startup that spans regions without separate systems for each office.

How quickly can a startup implement Day Off?

Typically very quickly, the platform is designed for ease of setup: add company information, define working days and leave types, invite employees. Many users report getting up and running within hours. The intuitive interface ensures that employees and managers can adopt it with minimal training.

Does Day Off provide reporting and analytics?

Yes. You can generate reports on leave usage, accruals, carry-over balances, departmental trends, absenteeism, staffing forecasts and more. These reports can often be exported for payroll or further analytics.

Is the data in Day Off secure and compliant?

Yes. Day Off uses encrypted data transmission and storage, regular backups, and is hosted in data centres with SOC 2 / SOC 3 certifications. It also supports audit trails, role-based access control and regional compliance options.

What happens if I go from a free plan to a paid plan (or vice versa)?

According to the FAQ, if you switch from Pro to a free plan, your data remains intact, only the Pro-features become inaccessible. Similarly, data remains safe if you temporarily lapse paying. So you don’t lose your company history or balances when changing plans.

Can Day Off support delegation of approval and complex workflows?

Yes. You can configure multiple approvers, multi-level workflows, auto-approval criteria and delegate approval rights (for example when a manager is on leave themselves). This ensures continuity even when key decision-makers are unavailable.