PTOFlow

PTOFlow is what happens when you realize every company in the world is still managing paid time off with spreadsheets, email chains, and sticky notes. They've been building this problem wrong for decades. PTOFlow puts your entire PTO operation inside Slack—no switch tabs, no digging through files, no playing detective to figure out who's out this week.

Here's the flow: Employee types "/pto request" in Slack. Manager gets a DM. One tap to approve or decline. That's it. The second a request gets approved, it automatically syncs to your team's shared Google Calendar so everyone knows who's out. No manual calendar updates. No more "wait, I didn't know you weren't coming to the meeting" texts at 9 AM. It handles vacation, sick time, mental health days, bank tracking so nobody accidentally goes negative, automatic prorating for mid-year hires—the whole package. Teams can set auto-approve categories for stuff that doesn't need manager sign-off. Out of Office events block meeting invites automatically. It's built for Google Workspace with SSO and multi-team support.

PTO sounds like a boring problem until you realize enterprises spend thousands of hours every year just managing who's working when. PTOFlow makes it two clicks. It's free to start with a 14-day trial, no credit card required.