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Glorin and Therin reach the net followed by Targrenon. Erna is almost at the base of pillar closest to cliff face. Mavin falls to water.
Erna: 1d20 + 6 ⇒ (10) + 6 = 16
Mavin: 1d20 + 3 ⇒ (2) + 3 = 5
Targrenon: 1d20 + 9 ⇒ (9) + 9 = 18
Bolded can act
Erna S
Targrenon R
Mavin M
Kaleena
Dorn
Damiel
Gerherd
Glorin
Therin

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"Good work!" Dorn bellows to Kaleena. Due to his raspy voice everything sounds like he's angry even when he's saying a compliment. He looks back to see Damiel getting closer.
"Lad-- catch the end of this! When Glorin gets to ya, he can hold it, and I'll hold the other end, so you and Therin can get across holdin' on to it, you follow?"
I had a better idea than tying to the beam. I will untie my rope and try to throw one end to land by Damiel's feet. If you want a roll for that:
Ranged Attack roll vs square AC of 5: 1d20 + 8 ⇒ (10) + 8 = 18

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Kaleena and Damiel successfully advance while Dorn throws Damiel the rope. Gerherd continues swimming.
Swim: 1d20 + 3 ⇒ (10) + 3 = 13
Bolded can act
Erna S
Targrenon R
Mavin M
Kaleena
Dorn
Damiel
Gerherd
Glorin
Therin

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My bad Kaleena, you did manage to fetch the flag
Therin's roll: 1d20 ⇒ 15 While holding the rope Therin progresses 10 feet.
Erna: 1d20 + 6 ⇒ (19) + 6 = 25
Mavin: 1d20 + 2 ⇒ (4) + 2 = 6
Erna reaches the pillar while her friend is struggling to climb back. Targrenon prepares to aid his friends up the cliff.
Bolded can act
Erna S
Targrenon R
Mavin M
Kaleena
Dorn
Damiel
Gerherd
Glorin
Therin

DamieI Morgethai |

Two round of successful half-speed move (of 15ft) should allow Damiel to move across the 25ft beam to the left side. Damiel will secure the rope to the post that the beam connects to so his teammate can make their way across with the rope.

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Once she secures the flag Kaleena tries to join Dorn and Damiel on the other side...
Acrobatics: 1d20 + 11 ⇒ (6) + 11 = 17
"Wait for me you two" she calls out to them. "Has anyone seen Therin?"
She looks back to see where the others are...

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Kaleena, Dorn and Damiel are now on other side. Gerherd also makes it to base of pillar.
Gerherd' swim: 1d20 + 3 ⇒ (20) + 3 = 23
Bolded can act
Erna S
Targrenon R
Mavin M
Kaleena
Dorn
Damiel
Gerherd
Glorin
Therin

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Glorin holds his position. "Tie off your end of the rope, Dorn, I'll want the anchor point when I get across!"
He wraps his end of the rope tightly around his forearm, so he cannot drop it accidentally.

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"Over here! Climb the rope!" Targrenon yells to his team. Erna is first to climb. Mavin stubbornly tries to climb and reaches a foothold.
climb: 1d20 + 2 ⇒ (19) + 2 = 21
Bolded can act
Erna S
Targrenon R
Mavin M
Kaleena
Dorn
Damiel
Gerherd
Glorin
Therin

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Once Kaleena moves to the next obstacle she will look it over to see how best to negotiate it...
Perception: 1d20 + 9 ⇒ (18) + 9 = 27
"Well whattaya think about this here next spot?" she asks Dorn.

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Therin is halfway across the challenge.
A5: A pair of knotted ropes are secured above this 15-foot gap. A competitor can swing on the ropes with a successful DC 10 Climb check, or leap across the gap with a successful DC 15 Acrobatics check. On failure, character may fall into the water 20 feet below.
The flag hangs slightly below the bottom of the rope’s arc, and requires a successful touch attack against AC 20 to snatch midway through a character’s swing.
Gerherd couldn't get a good hold of rope.
Gerherd climbing: 1d20 + 2 ⇒ (1) + 2 = 3
Bolded can act
Erna S
Targrenon R
Mavin M
Kaleena
Dorn
Damiel
Gerherd
Glorin
Therin

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"Like an anvil on a high shelf," Glorin sighs.
He checks that the rope is held tight around his forearm, and dives in the water after Therin.

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Would the rope he is holding give Therin any bonus to either his check or would it allow him to do a Reflex save to catch himself or anything? We spent a couple of turns' worth of actions setting up the rope, it'd be nice if it would give Therin any advantage here. I would assume at least it might be treated as the Aid action, though a +2 might not have stopped Therin from falling anyway.

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Certainly it helps. Let's say he gets a reflex save.
Reflex save: 1d20 + 4 ⇒ (16) + 4 = 20
Therin catches himself using the rope. Glorin, would you like to retcon?

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Therin regains his balance. Erna stays behind so Gerherd may climb up while Targrenon advances. Mavin couldn't reach top of pillar.
Targrenon's climb: 1d20 + 6 ⇒ (12) + 6 = 18
Mavin's climb: 1d20 + 2 ⇒ (7) + 2 = 9
Bolded can act
Erna S
Targrenon R
Mavin M
Kaleena
Dorn
Damiel
Gerherd
Glorin
Therin