I really like the look and fabric of the TB varsity, but its the fit on TB pieces that throws me off. I like it slim and close to the body but he makes his jackets very boxy and just weird sometimes IDK what to expect. The TB is $500 more than the DS jacket. I can't just buy it and return it without a high cost because import duties are not refundable.
Stylistic differences - put that aside. The way I am looking at it is this is I am building my wardrobe. I need a classic varsity jacket as an essential piece of outwear. I want to invest in a high quality one. I have looked long and hard for a nice varsity and waited over the seasons patiently. Shipley & Halmos had one last season but I waited too long and it sold out. The question for me is, is this TB varsity the one I should pull the trigger on? I have waited a few seasons and in my opinion, it is probably the most spectacular looking varsity i have seen in a while...., but that does not necessarily mean its the right choice for me.
Also note, this jacket is $1,600 (which I am happy to spend if its the one that meets my requirements as described above).