Prof. Pepperwinkle, that’s not what I had in mind. But I have noted that some words can be… uh… omni-“curtailed” down to a single letter that counts as a word. If that is the longest one known, thank you.
I was afraid that my efforts violated the spirit of the rules by using multiple letters. If they’re OK, allow me to present a solution for n=9
steadiers
remove a – editress
remove d – seriates
remove e – disaster
remove i – asserted
remove r – steadies
remove s – readiest
remove t – seasider
(‘Editress’ has some commoner anagrams but the word has sentimental value to me. The first time I saw the word was in a census listing for my great-grandmother.)
@ Prof. Pepperwinkle — if you allow the remaining letters to be permuted, as OP does, you can get a much longer deletion chain. See if you can reduce featherlessnesses all the way down to a.
I had never considered double letters an obstacle to a solution. As you put it, “remove either # to get: …”
n=9 is excellent! I dimly recall struggling with an 8 letter word 6 years ago on a bus. I can’t seem to recall it now, except that it started with en. It may come back to me, but it’s probably not worth anything here. I’m sure I recall that one of the deletions left a hopeless result.