I have never purchased a guitar that I already knew that I would be selling. But, I have sold some of my guitars over the years and have mostly made money or broke even. I have lost money on a couple of transactions depending on the market and timing involved. It is not something you can always predict. I would say that if it is a source of worry for you then do not do it. Everyone has their own comfort level when it comes to these matters.
There are some good used guitars out there these days so you might explore that option first.
Best,
Jayne
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