When I scale this, I know flat out my printer is never going to see this thing run. The use of black background with light writing is always a striking visual, but murder on a printer and if the printer is low quality, the text ends up fuzzy. Worse, the size of this print is unreadable to me when scaled to size.
Cover gives the information required. It's pretty on a color use level, but not bringing a lot else to the table for me. Clear about the system, which is pretty important. I don't know Cairn, so I have to guess at usability in some cases. Something to keep in mind if I mention system-related confusion.
Reading things over, I see bold call-outs. Always like those since they draw my eye to important stuff when skimming. Given how dense this is, that's extra important here. Info is on theme and still within a range of fitting into most games typical of what I would expect to see played. Good clean read on how the crawl works, so again good.
The loss of memories is the one sticking point I have. If I am doing this as a one-shot, there's no real impact to losing memories of a character. If I'm playing a long-run game with lots of history, this can be deeply impactful, but also potentially destroy beloved elements of a character. I think that would be the thing that decided if I ran it or not. If I had a game with rich history and NPC ties, but also with a set of players who consider /all/ character change good, it would be perfect. Long sentence, deep concept. Either way, I don't dislike it. I just need to be careful with how I use it.
Enemy is clear and offers a non-combat solution in a relatively small block. Solid. Not sure if you know the Wizard of Oz backstory for the Tinman (the tin woodsman), but it is all about a man who had deep love in his heart but had his parts slowly replaced due to a situation caused by a witch. Eventually he lost everything that made him human. His physical heart, but also the metaphorical one. In the absence of his love, he became like a machine, just going through the motions until he froze up. Why bring it up? Your NPC doesn't sound like that guy, but the connections between lost emotions and a woodsman reminded me strongly of that history. I would have been hard pressed not to have the subconscious connection make some some odd appearance in how I ran him. As to the last monster, 1d12 WIL... ouch.
Locations are varied and interesting. Lots here. Tight packed, but all clear enough from what I am reading. Again, without knowing the system, I have to guess at balance. It seems balanced though. With a minimum of 9 rooms to get deep enough to find the center (barring kindling rule). It's enough to create doubt of success without being unreasonable.
Details are solid also, adding changes to the location that go a long way to making repeated rolls on the same 'location' into their own unique variations. Events also have some nice details including causing location merges, detail double ups, etc. I think it's your tables in this that make the whole thing sing.
The biggest issue for me is just how tightly packed this is. Everything works and I'll honestly be adding this to the ones I keep in a file. My current printer can probably handle it as readable, but if I was using my printer from 2 years ago it would be a lost cause. Even with the good printer, I am looking at a massive loss of ink due to the black background. A printer-friendly version would go a long way on that though. If the jam was still ongoing, the change I would have suggested is actually cutting out the cover.
Maybe a quarter of the page dedicated to the same information, a bit of art, then use that space to give the rest of the document more breathing room. My old man eyes are always a bit intimidated by ultrafine writing. Everyone with small font always responds with something to the effect of 'I printed it and it's fine' as if everyone has the same quality printer or the same eyesight. There are people who've been in the hobby for around 70 years now and still going. It's really easy to say 'it's fine' when you're half the age of the person reading (or maybe just have better eyes if similarly aged).
Despite my finding the tight, small font intimidating if not scaled up, I think you did something really high quality here. You packed a lot in (even accounting for the tightness, there's more than expected here) and should be proud of this entry. Not going to lie, I was jealous when I was starting my own and saw the title you got. Such a fun title and you did it a lot of justice. I hope you decide to do an update after the jam to maybe make it a little less jam-packed and let it breathe a little. I don't even know that it needs a lot added honestly. Just maybe a bit more space for things to ease the eye a touch.