The problem: I own several DVDs that I purchased legally and through commercial channels for the express purpose of supporting the people who made them. Now I want to be able to watch them on my iPod while travelling.
The quick and easy solution: Search for your DVD on Google Video. Not YouTube, Google Video. Google Video videos are allowed to be as long as they want, rather than the 10-minute limit on YouTube, plus some of them have a "Download for iPod" option (in the drop-down menu in the right-hand frame, right next to the Download button) so it's much faster to do this than to rip a DVD.
If it isn't available on Google Video:
1. If it's a commercial DVD, you need a program called DVD43. I'm not providing a link because the copyright police tend to hunt it down and remove it quickly, but at the moment it's readily googleable. Download and install DVD43 (you'll have to reboot after), run the program, and insert the DVD in question into your drive. DVD43 will take it from there.
2. To rip the DVD, the program I used is Handbrake. There are many other programs, but I'm blogging what worked for me. Download, install, and run Handbrake, with the DVD still in the drive and DVD43 still running. Note: At this point, you're going to need to tie up your DVD drive and have your computer running for 2-3 hours straight (based on my 2.8 GHz processor with 1 gig of RAM). Plan accordingly.
3. Once Handbrake is running, a window will pop up saying Select DVD Source. Click on Browse, and select the VIDEO_TS folder in your DVD. Yes, even if that's the only folder in the DVD, you'll still have to select VIDEO_TS rather than the whole DVD. The program should indicate that it's reading the DVD (click OK) on the window that pops up) and a DOS window should come up and then disappear.
4. To confirm that the DVD has been properly read, click on the Tools menu at the top and select View DVD Data. You should see a big long list of the chapters etc. in your DVD. If you don't see this, the most likely solution is to run the DVD through DVD43 again. Make sure the program has properly scanned your DVD before proceeding with the next steps.
4. Next to Destination, click on Browse and tell the computer where you want the resulting mp4 file to be stored.
5. Under the Presets menu at the top, select iPod (1.33). The numbers are the aspect ratio, so don't choose another iPod preset unless you specifically want a different aspect ratio. If you don't understand what this means, just pick 1.33.
6. Click on Encode Video in the bottom right corner of Handbrake. A DOS window will pop up and the bottom line of the text output will indicate how long you have to wait until the DVD is finished ripping. The less computer resources you use, the faster it goes.
7. Once the process is complete, add the resulting mp4 files into the movie library of your iTunes the usual way.
Troubleshooting:
If you don't see an Encode Video button in Handbrake, your screen resolution may be too low. The program didn't anticipate an 800x600 resultion. Minimize all your windows, right-click on your desktop, click on the Settings tab, and slide the little slidey thing over to 1024x768 or greater.
If you immediately get a pop-up saying that the encoding is complete when it clearly isn't, first go back to step 4 and verify that it has properly scanned your DVD. If it has, go to the dropdown menu next to DVD Title (second thing from the top in Handbrake) and manually select the title you want. (If the titles don't have names, you can probably tell by the running time).
Disclaimer: the legality of this procedures varies from jurisdiction to jurisdiction, and I do not advise anyone to do anything that is illegal in their jurisdiction.
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