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You can get all endings in one save file. Just ensure you get the first vanilla ending, which is finishing the game when you open the Black Egg without an obvious detour you will notice is part of the story that happens at Kingdom's Edge.
2. As Coco said, no need. All endings are possible on one file. I will say though, aside from the earliest accessible ending being missable if you wait too long to get it, it is also technically possible to miss the 4th unlockable ending if you meet a certain requirement (but it's really unlikely without probably knowing what you're doing anyway, although I have seen someone get locked out of it in their main file in a let's play recently).
3. My tip for first completion of the game (and not something I would say for most games by any stretch): just don't wait too long to do it. Once you've met the basic requirements, you should already be at a good level to just give it a shot. In a lot of ways, Hollow Knight's story only *begins* making sense after you start seeing endings and comparing slight differences between the more similar endings. (Cryptic dialogue and mysterious names might start to become just a bit clearer, for example, if you're interested.)
2. You can do all endings on a single file. One achievement is missable if you do too much.
3.
✅ Every time you sit on a bench this respawns all enemies
✅ Quit to Menu saves all progress, fully heals and returns to last bench/checkpoint
✅ Use Dreamnail a lot, on everything. Using it on easy or stationary enemies gives you free unlimited soul for infinite healing.
✅ Hit every wall with your nail, walk into every wall or jump into every ceiling
✅ If you play on headphones, it will allow you to hear the secret audio cues much better and discover much more secrets just by listening
✅ Spells are really powerful. DD gives short immortality.
✅ I liked using Grubsong + Thorns of Agony combo, increases survivability a lot
✅ Use custom map pins to mark locations
✅ Double tap the map button to open a larger map much quicker