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@macaroon
OP; if you're using those dropouts then you won't be able to run the brake routing along the TT.
The dropouts don't look too bad in that second pic, I think it's those "bullet ended" (or whatever you call them) stays that make them look horrid.
I it's not going to be a dedicated SS bike, then I'd just run a half link and a chain tensioner (not a Surly one though).