
Stretch My Time Off
Optimize your vacation days with AI-powered planning
What it does
Stretch My Time Off helps you maximize your vacation by identifying the best days to take off around public holidays. Get the longest breaks with the fewest vacation days used. Perfect for anyone looking to stretch their time off! 🌴
Does a similar job
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Hey HN! I built StretchMyTimeOff as a quick experiment using Cursor (Anysphere's AI code editor) and GPT-4o to see how far AI could go in building a simple, functional site. What it does: The site helps you get the most out of your vacation by suggesting optimal days to take off around national holidays, maximizing long breaks with minimal vacation days, anywhere in the world and for any calendar year. It's an idea I've had for a while, and building the algorithm with GPT was a fun challenge. Any feedback or ideas I'm all ears :)


- VMVacation Maximizer – Maximize PTO by taking days off around holidays2025 · vacation-maximizer.com · ▲6
Hey! In my last job I was constantly wondering when it would be best to take days off so I could enjoy the most days off in a row, so I made this tool! It tries to schedule PTO around holidays so that you get the most consecutive time off while spending as few days as possible. You can set some constraints, customize the holidays and define mandatory vacation days (in case your company mandates them). If you try for 2025, you should see results for the rest of the year. If there are unscheduled days, it's because there isn't a particularly good period to take them off. (I should make this…
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