Stretch My Time Off – An Algorithm to Optimize Your Vacation Days
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 :)
Stretch My Time Off – An Algorithm to Optimize Your Vacation Days launched on November 12, 2024 with 358 votes, #89 of 4,990 launches that month and more than 99% of that year's launches. The site was still online in September 2026, 1 year on.
In plain words
Stretch My Time Off is a free tool that helps users maximize vacation time by suggesting optimal days to take off around national holidays and weekends. It works for any location worldwide and any calendar year, calculating the most efficient way to create long breaks while using fewer vacation days. The site was built as an experiment using AI development tools to demonstrate what's possible with automated code generation.
written from the facts on this page · September 2026
From the sources
Unlock the secret to extending your vacation by optimising your time off.
Pricing, as stated on its site
Free — Stretch My Time Off is a free tool with no pricing page found. It appears to be a free utility for optimizing vacation days by calculating how to extend time off using public holidays and weekends.
checked September 2026 · prices change
Does a similar job
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Stretch My Time Off2024 · stretchmytimeoff.com · ▲10Optimize your vacation days with AI-powered planning
Stretch Your Annual Leave2018 · stretchyourannualleave.com · ▲75Tool to help workers get the longest possible vacations
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