Shortest word to longest word, step-by-step

Source

As far as I know, I invented this puzzle.

Question

Starting with the one-letter words "A" or "I" how far is it possible to progress towards the 36-letter word "Hippopotomonstrosesquipedaliophobics"?

Rules

1. Increase the word length by one at each step.

2. The new word must begin with the last letter of the previous word.

3. The words must be in the list shown here https://www.litscape.com/words/litscape_default_word_list.html#mt_length

4. If you have a preferred list of words (for example https://www.morewords.com/wordsbylength ), you may use it for search purposes, but before submission you must verify that all of your words appear in the list given in 3.

5. All letters of the alphabet must appear at least once as the last letter of some word. Repetitions are allowed. If you cannot achieve all letters, then get as far as you can without alphabetic gaps, e.g. A – X (where Y and Z are impossible)

6. You may solve this using brains or computer, or even brains and computer!

Example

A, As, Sax, Xyst, Thank, Kaftan, …, Honorificabilitudinitatibus, …

NOTE – Please ask for clarification if anything is uncertain.