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The phrase "almost impossible to fill" is correct and usable in written English.
It can be used to describe a situation or position that is very difficult to occupy or complete, often due to high standards or specific requirements.
Example: "The vacancy for the CEO position was almost impossible to fill due to the extensive qualifications required."
Alternatives: "nearly unfillable" or "extremely hard to fill".
Exact(4)
Mr. Cowell's departure leaves a gap of withering directness that will be almost impossible to fill.
"You get used to performing in front of thousands every week and when that's gone, then suddenly there's a huge mental void that becomes almost impossible to fill".
There he is, arms outstretched and poised to take those joyful dance steps, a constant reminder that it's almost impossible to fill the old man's shoes.
A Seagate One Terabyte hard drive is almost impossible to fill up, and super-compact and easy to set-up, making it a good investment for digital audio files.
Similar(56)
They are almost impossible to take in.
"The result was almost impossible to take.
Best of all, I learned how to make rajas (essentially roasted, shredded poblanos that are then fried with onions and garlic), which, with just a little queso asadero, are probably my favorite taco filling, though they're almost impossible to find at taco stands.
The spa itself is almost impossible to find behind a maze of exercise machines and a pool filled with serious swimmers doing laps.
Robinson's cleats — his place in history, his meaning then and now to a nation almost cleaved in two by racism — are pretty much impossible to fill.
But these are almost impossible to find.
Detailed maps are almost impossible to find.
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Since I tried Ludwig back in 2017, I have been constantly using it in both editing and translation. Ever since, I suggest it to my translators at ProSciEditing.

Justyna Jupowicz-Kozak
CEO of Professional Science Editing for Scientists @ prosciediting.com