You can do it if you add a simple groovy script as a post-function on the start progress transition. Here is an example:
ComponentManager componentManager = ComponentManager.getInstance()
CommentManager commentManager = componentManager.getCommentManager()
commentManager.create(issue, transientVars.context.caller, "Your automatic comment", false)
Generally, it's very odd to put a comment on an issue as you create it - comments are for a discussion, why wouldn't you just put what you want to talk about in the description?
Anyway, the short answer is "code". You'll want to find/write a post function or listener that will run on "issue created" and add a comment. As usual, I'd use the Script Runner to do it, but there are other scripting add-ons that could do it too I think.
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