Hi there! I did renew maintainance blindly too... And I am admitedly worried about the delay. My desktop is kind of old (well, it's old... welp, it's very old), but I had a brand new laptop I got on Saturday that makes LayOut a beauty to work with.
Also, I hope the YouTube channel releases Sonder's content as soon as possible, as he said in a podcast that he was showing the new and improved workflow he uses. I consider Mr. Sonder the God's child of LayOut, more than SketchUp: he surely is one capable modeller, but how he makes LayOut spin makes my mouth watering!
I also use "conventional" 2D cad extensively, and I find LayOut really falling behind when it comes to dimensioning. The best example I can give you is that it doesn't allow to round off at, say, 5 cm (sorry, I'm Italian and I am really bad with the Imperial system). In my work, and I can't find any way to make it work automatically, the only way around it is editing every singular dimension.
Another major flaw is not being able to suppress unwanted extension lines in the dimensions, or to stretch them all at once, not before entering edit mode for them... It REALLY is time consuming.
Also, area (square meters/feet) comunication between SketchUp and LayOut can be vastly improved. Again, nothing that makes it unusable, but a lot that makes it somehow... Clumsy!
I find many differences between US and Italian ConDocs (many of them I try to include in my pojects/documents), and I can see how SketchUp is clearly better suited to the US Standards. Again: it is very (very) usable for me too, and I strongly advocate shifting towards it whenever I can, but it lacks a thing or two to make it really comparable to 2D CADs for small works (which is not bad: I find every tool to be exceptional in one job and not the best in others... But my first try is always SU).
Aside of that, I don't think SketchUp should be stretched further in modelling features (there's the awesome comunity we have for that, and In my works - which goes to full buildings to furniture design - I really need a need just a couple to make my day go smooth, even with topography and terrain surveys - Toposhaper by Fredo6 is astonishingly powerful). I'd go to a better and more capable BIM compatibily, and considering Trimble owns Tekla, I'd say it could be an option we'll see.