Quilting on blocks with sashing
 

I have a quilt layered and ready to quilt but I have a question about the process of quilting the top. I usually SITD around all the sashings first except the outside sashing and then do the blocks and then the outside sashing, then border(s). But sometimes the sashing gets out of shape and I wondered if there was another order in which the quilt top should be quilted to eliminate wonky sashing.
Here is a pic of the top that I will be doing small stippling around the Sues and Sam and SITD for the sashing. Any suggestions would be appreciated.

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I would do the same as you ... SITD all the sashings first.
However, I would do all ... including the outside edge of sashing.
It's the same fabric, and same look, so the same treatment at the same time.
That should keep your sashings lined up well.

A couple of other thoughts about potential wonky-causes .....
* Do you check as you make the sandwich that the sashings are straight and square?
* Because I see you have pinned your sandwich ... does shifting happening, as you handle the quilt, while you do the SITD step?

I'm lucky enough to have access to a long arm quilter now, but I spent years working with my vintage machine both using safety pins and spray basting. I used a lot more pins than you have, at least all four corners of each of the Sue blocks and probably 4 more in the middle of each side, maybe one in the bonnet. And then probably at least 2 in each long piece of sashing. My fingers were always hurting from all the pinning but my stuff did not move!

I'd carefully roll up the long sides and start out by doing the long center sashing. Then I'd turn it and do the middle sashing row. Then go back and do the other inner long sashings, turn again and do the short way, and then around the edge.

Once the sashing stitching is in and the quilt is what I called stablized, I'd take out the pins except for the one in the bonnet.

I really like Sam hiding out with all the Sues :)

Top was glue basted and then some pins were added for extra stability. I will add more pins and see how the quilting goes. Will continue to quilt SITD as usual and see if the additional pins helps. Thanks for you suggestions.

I baste with white thread after taping down backing and pinning the sandwich. I have never had a pucker on the back. Yes, I know it's a lot of work!

Like Iceblossom, I suggest that you use more pins. It really makes a difference although it’s hard on your hands. I’m lucky to be in a quilting group- we all pitch in when sandwiching a quilt. Many hands do make light work.

I use the Kwik Klip tool for all the pinning. Makes a huge difference for me.

The denser your quilting, the more it "draws in", or pulls together. If you are planning a small stipple in your blocks and only STID for the sashings, the sashings are likely to look puckery, even if you anchor them with STID first. That small stipple is denser quilting. Try doing some sort of squiggle or loop in the sashings to add more quilting. It will absorb any puckering and look more balanced. Or you could quilt diamonds, lines, anything to add quilting in the sashings.