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Either I'm getting very unlucky or the portals become straight up impossible. Moon ~30 and the mobs in the portal insta-killed one of my two swordsman and then the second one shortly after.

That's odd.  Are you throwing all your people into the fight?  That spreads the damage around, and lets you dispatch the enemies faster.

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I just won a game on Day 23, i had 5 swordmen and 2 militia.

I'm sure you can do it too ! Part of a game is to get a good challenge right ? 

Edit : Little tricky trick : try to split the enemy units using packs as walls and take them one by one.