Never ask a geek to describe something in more detail unless you are prepared to listen to some detail!
Okay, here goes. My laser unit came with software called Lasercut. While it is possible to create or manipulate images in Lasercut, those functions, in my opinion, are too primitive to be really useful, which is why I create my images in Corel (you could use Photoshop, CADD, or any other drawing and/or image editing software, as long as it allows you to save your files in a format Lasercut can read - in my case I use .dxf and .bmp files. The laser machine itself has no memory of its own and can do nothing without instructions from a computer. I use a dedicated computer for driving the laser (a setup I recommend). The computer communicates with the laser through a SCSI interface, but if you are willing to pay extra you can get a laser with a USB interface. I use another, more powerful computer on the same network to create, manipulate, and store images.
For the cartridge wallet in the picture I first drew the shape with the rivet and snap holes where I wanted them, and saved it as a vector file (one in which the software instructs the computer to go from point A to point B, then C, etc.). This is the only type of file my laser can use for cutting, which involves continuous firing of the laser. The next step was to draw the basket weave pattern, which is simpler than it might seem. I only had to draw one segment and two segment designs, as you can see in the picture. Then it is just a matter of making a couple of copies those, positioning them at right angles to each other, and using a function called 'step and repeat' to add as many segments as I wish in any direction. Then I added a border and black background. When I finished drawing, of course, I had another vector file, which is not ideal for engraving. Raster files (those which instruct the laser to fire as it passes over designated pixels while ignoring the pixels in between) are best for engraving, so I did a copy and paste into the image editing program in Corel, Photopaint, and saved it as a one bit bitmap (.bmp) file. If I had wanted to use a different type of image, say a photograph, it is (almost) as simple as scanning it into the software and converting it into a one bit bitmap.
The next step was to import both the .dxf and .bmp files into Lasercut, instruct the software in which order to execute the files, and push the 'go' button.
If you have never used a drawing program it will probably take you longer to learn how to create the images you want than to learn the ins and outs of lasering. There are some good video tutorials out there for the most popular drawing programs that could shorten the learning curve substantially, and there are always forums like this one where you can ask questions of people who have been there and done that.
If you were truly faint-hearted you wouldn't call yourself Leather Guru. I suspect you have many old skills and the capacity to acquire new ones.
Keep me posted and I will help if I can.