Sounds like you had my luck with random numbers of units in a stack, Impy. First time I tried no loss I got stuck with a huge stack of Fairies in one of those Shelter fights, but when I restarted and got back to the same fight it was much easier. I didn't do that hardest spider stack either, but like you say once you get Blackie it gets much easier.
Having said that, no loss is a challenge in this game for sure. I am up to 196 fights without loss now, about level 34, and I'm not entirely sure where I ought to be concentrating on. For a long time now most of the available stacks on most islands are Very Hard and above. It's hard to know the correct order of islands in terms of difficulty.
Obviously it's Portland, Monteville, Inselburg in that order, but after that I have been all over the place fighting whatever seemed easiest. I finally cleared out Draganador and also Baraz-Gund, and after quite a few easy fights on Tristem I can pick and choose to a large extent.
I really enjoyed those first three islands a lot - I thought the map and quest design was excellent. The other islands are good too but I have to say I prefer the sense of being more or less 'stuck' on one island and having to fight my way through it, rather than being able to teleport all over the world looking for the next easiest fight. Ah well, at least I don't have to use the boat...
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