Compression on.
Round 275: Jack floats up to 90N80E30Z, and sends a feeble mind attack at the horror (Rolled 15 Will save against 9 DC). The worm flails with its tentacles, but Jack is too far up. Jack has 4 PP remaining.
Round 276: Jack does much better this time (7 Will save vs. 21 DC), wracking the worm's brain for 21 points of damage. The worm has 26 HP remaining, and Jack exceeds his own Hall of Fame number for most damage done with a spell. Jack has 0 PP remaining. The worm is waiting.
Round 277: Jack descends to 90N80E15Z. The worm's AoO passes clear through Jack, and Jack retaliates with a successful touch (rolled 8+1=9 for higher ground) for 5 points of damage. The worm has 21 HP remaining. The worm flails with all seven tentacles, but any that would hit pass right through Jack.
Round 278: Jack touches again, for 4. The worm is at 17 HP. The worm flails uselessly.
Round 279: Jack touches for 2. The worm is at 15 HP. Something clicks in the worm's tiny brain, and it flees out of the arena.
Round 280: A large boulder with one eye on a stalk rumbles in directly under Jack to 90N80E.
Round 281: Jack touches it for 2 points of damage. The boulder has 61 HP left.
Round 282: The boulder hops up, trying to crush Jack, but goes right through him. Jack touches for 6. The boulder has 55 HP left.
Round 283: The boulder, being smarter than the worm, gets the hint quicker, and burrows straight down. The dirt it displaces as it digs fills the space above it.