Outer Stroke Bumpy/Uneven

Stroke seems to always follow the layer a bit "too" well sometimes. I wish there was a way to smooth it out.

A workaround you can try is to make a "pseudo-stroke" I guess you could call it (a term I just made up).

1. Duplicate the layer you want to stroke, we can call it the "pseudo stroke" layer, and put it underneath the main layer you otherwise would apply the real stroke to. Probably make it a smart layer so you can adjust the filters as needed.

2.  Apply an overlay blending option to the pseudo-stroke layer in the color you want the stroke to be.

3. On the pseudo stroke layer, apply the "minimum" effect (which expands the edges) in "roundness" mode (which will make the expansion smoother than stroke would). Just set the size of it to however big you would the stroke.

The "Preserve Roundness" option in the Minimum effect is the key:

It should hopefully look smoother than the regular stroke. Here's an example test I did on a simple drawing. It's more obvious when zoomed in more.

Regular Stroke:

With Pseudo-Stroke (Minimum effect + color overlay):

The difference is subtle but definitely less blocky on corners and stuff.

Have you tried using the layer mask along with the Select and Mask features, such as Smooth and others? Alternatively, you can use Edit > Stroke after making a selection around the object.