This is going on 2+ years of being broken (lost track of long its been). I have to close and re-open sketchup constantly to fix the issue. Its starts off good and exports 100% and then after 1-2 exports it drops to around half of what its suppose to export. I have gotten in trouble at work for one of these missing exports I didnt notice and also a client as noticed one. I can’t stress how import this is to go back to 100% working. Please fix this! It breaks in every single sketchup drawing and for Mac and PC.
@tiagoricotta ping
Do you have samples of SketchUp files that you are working to share so we can take a look?
Every single one does it. I will send to you directly ( I can’t post here these are clients homes ) but you have to export several times and eventually half the dwg or more will not export.
I sent you a private message with my e-mail for you to send the files.
you can now export dwg from Layout, and get quite good dwg´s with tags intact, and not all the broken lines. But if you want proper numeric accuracy ( as one does ) this is not an option.
There is now third party plugins that work quite well, like Curic toCAD, to get this very basic workflow thing up and running.
sketchup will do workflow things that are fun to program, like AI things we dont need, heh 
We’ve been looking into the export issue you mentioned. We’ve run several tests on our end to try and recreate the problem, but so far, our exports are going through smoothly. To help us get to the bottom of this and find a fix, could you share a little more information about your workflow?
SketchUp version: Which version are you currently using?
Operating System: Are you on a Mac or Windows?
Export type: Are you doing a 2D or 3D export?
Export options: What specific settings do you have selected?
Frequency: Roughly how many times do you export before the issue occurs?
If you could answer these questions and share a sample file where this happens, it would be a huge help in tracking down the bug.
SketchUp version: Which version are you currently using?
Operating System: Are you on a Mac or Windows?
BOTH
Export type: Are you doing a 2D or 3D export?
2D DWG
Export options: What specific settings do you have selected?
ALL TURNED OFF. HAVE TRIED RELEASE 12 AND 2018 AND GET THE SAME RESULTS
Frequency: Roughly how many times do you export before the issue occurs?
STARTS OFF GOOD AND THEN STARTS MISSING DATA. I GET SOMETIMES 10 GOOD ONES AND THEN IT FAILS AND I HAVE TO CLOSE SKETCHUP AND RE-OPEN
BY THE WAY THIS HAPPENS ON 4 DIFFERENT COMPUTER HARDWARE TYPES. A 2025 MACBOOK PRO M4, 2022? MBP M1, 2019 MAC PRO AND 2017 IMAC PRO (MACS WORK FOREVER GEEZ…). IN BOOTCAMP PC (NOT EMULATION) AND MAC OS MODES. I GUESS THERE IS ONE COMMONALITY WHICH IS ITS ALL APPLE HARDWARE EVEN RUNNING PC.
THE CAPS LOCK IS JUST CAUSE ITS ALWAYS ON FOR ARCHITECTURE. I AM NOT YELLING.