Very enjoyable, thanks for posting. Many classically trained pianists have trouble with rhythm when playing this sort of music but your sense of rhythm is excellent. I think you are right to make something of your own out of it rather than attempt to scrupulously imitate the original player. I haven't played many stride transcriptions but those I have present a few issues. Firstly, the transcriber might actually have some notes wrong. John Farrell, to my mind was a wonderful transcriber of stride, possibly the best, but mistakes do exist. Secondly, the player might have had big hands, for example Waller, and played things impossible for an interpreter; this issue is common in stride. Thirdly, what was played might be impossible to notate approximately and conveniently, for example syncopated tremolos and asynchronous ornaments of various types.
I think you are right in that careful listening to the original recording in conjunction with the transcription is essential, but always with the objective of producing a musical result of your own. As to classical pianists playing jazz, anybody should feel completely free to play anything in any manner they wish; rules are for fools.