Hi Joe, It can be frustrating when search capabilities don't work as expected. Here are some steps you can take to try and improve the indexing of PDF files on Windows: 1. Check Windows Search Indexing Options: - Go to Control Panel > Indexing Options. - Click on "Advanced" and ensure that the file types you want to search are included in the indexing options. 2. Ensure PDF Files are Indexed: - Confirm that the PDF files you want to search are located in indexed locations. - You can add custom locations to be indexed in the Indexing Options. 3. Restart the Windows Search Service: - Sometimes, restarting the Windows Search service can help resolve indexing issues. - Type "services.msc" in the Windows search box, find "Windows Search" service, right-click, and select "Restart". 4. Check PDF iFilter Configuration: - Make sure that the Adobe PDF iFilter is correctly installed and configured. - You may need to reinstall the iFilter or check for any specific compatibility issues. 5. Check File Permissions: - Ensure that the PDF files have appropriate permissions for indexing. - If the files are restricted, Windows Search might not be able to access and index them. 6. Indexing Troubleshooter: - Windows has a built-in "Search and Indexing Troubleshooter" that you can run to diagnose and fix common indexing issues. Regarding your frustration with Windows search capabilities, it's important to note that different operating systems have varying strengths and weaknesses. Ubuntu, being a Linux distribution, has its own set of features and quirks. If you decide to switch to Ubuntu or dual-boot with Windows, keep in mind that Linux distributions have their learning curves and may require adjustments to your workflow. Feel free to try the suggestions above, and if you encounter any specific issues or need further assistance, just let me know!