Hi Friends,
I'll be moving this forum to a new host, along with my other site, over the next week or so. 

Expect short down times.  And some things may look or work differently, until I can get them reconfigured.

Thanks for your patience.

Well, we had some increased activity for a while there.  But it seems to have calmed down now.  We'll see what happens 

Well, if you've already figured out how to close open paths, then drawing those simple shapes should be no problem!

In case you haven't figured it out yet.  When you're using the Ellipse tool or Rectangle tool, holding the Ctrl key while you drag out the shape, will make a perfect circle or perfect square.  If you don't use the Ctrl key, you'll be lucky to make perfect circles or squares.

Oh!  And I just learned this trick the other day.  If you drawn an ellipse and later want it to be a circle, you can place your mouse over one the of the square handles on the ellipse.  Then just click, and it changes to a circle!  Don't know if it works for rectangles....  Hhm, I guess not.

To fill a shape or closed path with a pattern:

Import the raster file.
Object menu > Object to Pattern.
Select the shape or closed path.
Object menu > Fill and Stroke > Fill tab > Pattern

The Pattern button is the 2nd blue and white button (from the left), the one with the smaller checkered pattern.  If you created the new pattern immediately before, then your new pattern will automatically fill the shape.  But the dialog will still be showing you a menu of pre-installed patterns.  I'm pretty sure your new pattern will be at the top of that menu (I don't use it much).  So if you come back later (and you haven't deleted the new pattern) you can find it in that menu.  You can also draw your own patterns.

Also, Help menu > Inkscape manual is where you can find answers on your own.  Well, at least you can try.  It's not written with newbies in mind.  But I have a feeling you'll be able to use it 

Well I have to say, I'm not terribly familiar with DXF.  You could always just make a test run, trying different options.  I mean, don't actually cut anything.  But just export the DXF and load it to the cutter, to see if it looks proper.  It is possible that one of those options should or should not be checked.

If you know what those options are or do, then you know whether you should use them or not.  If you don't know what they are....well, the rule I generally go by, is if I don't understand what an option is or does, I guess I probably don't need it.  (haha)

I doubt whether the 32-bit version would make much difference.  But I thought we did have a DMG for 0.92.....  Hhm, no, you're correct, we don't.  The last I heard, when they made the DMG for 0.91, it was considered the beta release, because I think this was the first time the guy (or maybe it was a small team) had tried packaging Inkscape.  As I recall, the 0.92 version was going to be the stable release.  But I guess things didn't work out.  I hope they can eventually get it out.

Here's where I'm confused with the steps you mentioned.  When you use an auto trace (like Trace Bitmap) it never creates a single path.  It always creates 2 - one along the outer edge of the line that's being traced, and one along the inner edge.  But in your files, somehow you have managed to end up with a single path.  At some point, you either deleted all the nodes for one path or the other, or you used Path menu > Break Apart, which would enable to you to delete the unwanted path (paths, in this case).

Ooohh....  Ok I've been thinking you're tracing an image that starts out as outlines of stickers.  But if the image you're tracing is like a solid black circle, for example, or solid black rectangle, then you would get a single path.  Ok, now I'm on the right track.

Nothing in the steps you mentioned would account for the open paths.  I think you may have found the solution, with the export options.  Just give a try without those options, if you've been using them previously.  Or if you haven't been, then try using them.

However, I think you'd get a much better result by drawing the files yourself, instead of tracing them.  Those are very simple shapes, which don't need hardly any knowledge about math or geometry.  The circles, squares and rectangles can be made by rank novices.  A couple of those I've seen so far might need a little extra thought, the ones that are sort of like the end of a ribbon, with either a point or a notch on the end.  But still, very much do-able by a beginner.

And the reason I say that, is if you look very closely....  Oh, by the way, I meant to point out that you've been working with Inkscape zoomed way, way in, so that the actual drawings are huge.  I'm thinking of planner stickers as not much bigger than an inch wide.  But some of them are 5 or 6 inches wide.  Inkscape has a zoom tool, and various ways of zooming and stuff.  But to be sure you're drawing a the correct size, you can just press the 1 key, and it puts the zoom at 100%.

So anyway, when I look at just 100% zoom, I can see that some of the corners aren't very sharp.  In the last SVG file you attached, even though the stickers are supposed to have a straight edge, they all have a node in between the corners.  That means those edges might not be perfectly straight.  The auto trace is a nice convenience, but it can only approximate the image.  There's nothing precise about tracing.  So by drawing the objects yourself, you can be sure the sides are straight.

Besides the trace adding a node a long a straight segment, it also tends to add way too many nodes, in some cases.  For example, in the last file you attached, those objects which are sort of like a teardrop on its side.  The curved edges of those have relatively tons of nodes.  Actually drawing that kind of shape yourself could be a little challenging.  But I still would try it.  We can always give you some tips if you get stuck.

I'm sorry, I also forgot to mention that this issue didn't happen with another file where I only used boxes. I'm attaching that one so that you can see that it worked properly (followed the same process) and it opened fine in Silhouette Studio.