After getting in touch with Trek, the support for frame damage makes my decision more comfortable going with a new frameset vs preowned.
Given what my options are, I have some thinking to do as for which I would go with. It's going to be a new Checkpoint SL or new Domane SLR Disc Frameset. Going with a complete bicycle would make sense if I didn't already have parts or just wanted a cookie cutter production bicycle. I'd save a few hundred (maybe even over a grand) after all said & done building a frame.
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