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Something like "repeat [daily|weekly|monthly] every X [days|weeks|months] on the Yth day of the [day|week|month]", yeah? Something like that would address the first case, i think.
This might be a new feature, but scheduling SDT on the Xth [weekday] of every month is possible, I think. Pick "repeat" and "monthly (on day of week)" and choose the [first|second|third|fourth|last] [monday|tuesday|wednesday|thursday|friday|saturday|sunday] and pick your time. That addresses the second example you mentioned, right @ChickenTenderer?
I don't have an answer regarding this particular enhancement request as is, but I may be speaking at LevelUp about writing automation into change management so that only related CIs go into SDT at the beginning of a change window and come out at the end. I know it doesn't address setting once and forgetting. But, would this be interesting for you as a topic at LevelUp?
Also, as always there's a more tedious way of doing what you're looking for. You could, either through the GUI or through the API, create multiple schedules that repeat.
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