Is it possible to see the list of questions sorted by votes in ascending order - ie see the worst questions first?
I would have thought that clicking twice on the heading would reverse the sort...
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There is currently no way to sort questions by "lowest score first". None of the sort options are reversible.
You can generally get the same effect of reversing a sort by just starting from the last page and moving upwards. So, on
votes you can start at the last page to go from worst to best, on
newest you can start at the last page to go from eldest first, and so on and so forth. This kind of option is somewhat redundant with adding a new sort order - it's part why we got rid of the "newest" sort option on answers within a question.
The only time this particularly fails is if you're on a search criteria that provides more than 5000 results. In which case, I might suggest giving Data Explorer a try. It won't be necessarily up-to-date, but when it comes to the lowest of the low, it'll probably be pretty accurate.