> I have a relatively new Mac laptop and I've uninstalled/reinstalled both 
> programs.

Be aware that every new release of the Mac OS breaks old reliable tools for 
ripping clips from DVDs. MPEG Streamclip doesn't work past 10.6. 

There are a few dozen or more similar software packages sold by a variety of 
interconnected brands (all in China, IIRC) - Aimersoft, Iskysoft, WinX, 
Wondershare, Xilisoft. Each brand offers a handful of similar programs with 
slight feature variations at different price points. They're all basically 
front-ends for the same Unix-based open-source command-ine engines that 
actually do the work. (e.g. FFMPEG)

Handbrake does two things:
1. Extracts the data from the .VOB files inside the VIDEO_TS folder of the DVD, 
and 'demuxes' it into its component video and audio streams (usually MPEG-and 
AC3, respectively.
2. Re-encodes and compresses the streams into a single h264 file, either in an 
.mp4 or quicktime container.

I don't know about what works and doesn't with PPT, but in general, lf you're 
using files for teaching and running them off a local computer, you don't 
really need all the compression Handbrake creates, which adds a lot of time to 
the process. The best thing about Handbrake is it incorporates the x264 
software encoder. All h264 encoding software is not equal – Apple's is 
notoriously sucky - and x264 is the best. But what it's for is making small 
files for web streaming that still look pretty good (though you have to master 
the settings). Handbrake will not defeat copy protection.

As an alternative to Handbrake, you can rip the streams from the DVD and 
convert them into some other codec besides h264/.mp4. You'll get bigger files, 
but the process will be faster, and the quality should be closer to the 
original. There are any number of options for codecs to use, and software to 
get there -- but again the problem is the tools keep breaking with every OS 
update.

For most commercial DVDs, old or new, you need something to get past the CSS 
copy-protection. All software that cracks CSS is supposed to be illegal in the 
US under the DCMA. There was a program called Fairmount that was similar to 
AnyDVD on the Windows side: that is it fools the computer into mounting the DVD 
as a data drive, making it accessible to any program as if it wasn't copy 
protected. It's no longer available separately, having been rolled into a 
product called Mac DVD Ripper Pro. It works. It's $25. 
http://www.macdvdripperpro.com/

The problem is it won't extract a short clip, only the whole title. So you have 
to take the time to rip the whole film, then use some other program to extract 
just the clip(s) you want. You can just have Mac DVD Ripper Pro mount the disk 
with Fairmount, then use some other program to extract clips. MPEG Streamclip 
was great for that, but, like I said, it doesn't work with the newer OS 
versions.

If I was still teaching, I'd get a cheap old Mac, and set it up with Leopard 
and/or Snow Leopard, just to do convenient video rips with the old reliable 
tools.

Another possibility is to use virtualization software to set up either Windows 
XP or 10.5/10.6 inside a virtual machine on a newer Mac running Yosemite, El 
Capitan or whatever. I've never been able to go through the headache of getting 
that all going, but once you do, it should be reasonably stable, if a tad slow. 

An old (long dead) piece of Windows freeware called DVD-Shrink could not only 
defeat CSS, but (if you dug down into the interface enough) let you rip short 
clips. It only saved files as VIDEO_TS folders though - which VLC can play, but 
i don't know about PPT. I had that set up on my Mac for awhile using Crossover, 
and it worked OK IIRC, but that was awhile back, and I don't have a reason to 
rip clips anymore...

Another option for teachers, for mainstream films anyway, is to see if there 
are pirated versions on The Pirate Bay or MickAss Torrents. These will 
typically be highly compressed h264s, in either .mp4, .avi, or .mkv containers. 
You might need to extract from the Matroska containers first, but Quicktime Pro 
should open the files, and let you edit them down to short clips. One advantage 
of this is that the pirate copies may be HD (720p or 1080p) where your library 
DVD is just good ol' SD 480i. 
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