An insight that really improved my cooking over the past few years: if you buy 1gal bottles, you can get super-fancy olive oils and vinegars for the same $/oz as a typical supermarket bottle. (Store in dark, cool place, transfer to small squeeze bottles!)
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For vinegars I tend to get balsamics exclusively. Which ones do you like? II have this one now
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Have some info on balsamics in the thread below. I use them, but less than the others, and only when that's the flavor I really intend: it's quite distinctive!
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Replying to @nayafia
Olive oil: Seka Hills[1] is outstanding and can be had for $0.60/oz in bulk (about $20/mo for us). I really love Wonder Valley[2] too but alas even in bulk it is $2.38/oz.
[1] amazon.com/Seka-Hills-Pre
[2] welcometowondervalley.com/collections/al