Hi Ron,
It is very possible, and I have done it before.
You’re going to want to download the plugin called “Slideshow.” You can search within wordpress when you click on “Add new” on the plugin screen.
Once you’ve successfully activated the “Slideshow” plugin, you can make a slideshow by clicking on the Slideshows menu. Should be pretty straightforward, there are a lot of options but nothing too complicated. You can always tinker until you find something that works. To add the slide images, there is a section when adding a new slideshow that is called “Slides List.” That’s where you’re going to upload the slides, plus all the settings for each slideshow image.
Finally, to show the slideshow, you can goto Appearance -> Customize, and select Widgets. Under Widgets, the Charis Church theme has a section called Sidebar 2. This is the left hand sidebar, which I believe is where you want it (the small whitespace flush left of the content). Click on “+ Add a Widget” and select “Slideshow Widget.” Change the title to whatever you want (or keep it blank) and choose your newly created Slideshow. Save your changes, and you should now have the slideshow on the left sidebar.
Let me know if this works! – creativecode