Hi happy_gnu
I'm running Trisquel as "not installed" from the usb to comment here - Yay!
If it is convenient for you, could we schedule a live trouble-shoot session?

the screenshots are below, I do not see where Trisquel is "installed".

I may choose one of the fix-options:
Option 1.
1. set boot=(hd0,msdos6)
2. set prefix=(hd0,msdos6)/boot/grub
3. insmod normal
4. normal

Option 2.
1. sudo add-apt-repository ppa:yannubuntu/boot-repair && sudo apt-get update
2. sudo apt-get install -y boot-repair && boot-repair
3. [click option] "Recommended Repair".

Because you shared option 2 I'll attempt that.
When you return, please help me understand where Trisquel installed and "if" the boot repair worked what I should do next?

I'm thinking the C: SSD drive is full and needs to be optimized for fast functions.

Wish me success, my boot repair attempt shouldn't screwup anything?
Thank you happy gnu

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