I skipped the , because there are only two, and there’s just one card, I thought I’d put them together.

A Dark Path
Condition • Support Area
To play, exert a minion.
Each time the fellowship moves, you may make the Free Peoples player choose: add , or have you make the next site lose or gain a keyword of your choice.
Shadow: Discard this condition to play a minion from your discard pile.
"I do not know the way."

Make it non-unique and the shadow ability a maneuver ability, then it would be balanced. (If it’s in the maneuver phase, you can’t replace it after you discard it and do it again!)

•Cave Troll of Moria, Monstrous Menace
Minion • Troll
Strength: 15
Vitality: 4
Site: 4
Damage +1. Enduring. Fierce.
For each wound on the Cave Troll, it is Attacked +1.
"They have a cave troll!"

Note: Attacked +1 is like Defender +1, but in this case you can assign multiple companions to one minion, instead of assigning multiple minions to one companion.

Attacked is interesting, but could do with a better name. Fun!

•Sauron, Shadow over Middle-Earth
Minion • Maia
Strength: 15
Vitality: 5
Site: 6
When you play Sauron, discard all minions. You may not play minions.
After you resolve a skirmish involving Sauron, you may assign him to a companion that did not skirmish since the Shadow phase.
During a skirmish involving Sauron the Free Peoples’ player may discard a card from hand to heal a companion in that skirmish or make a companion in that skirmish strength +1.
"There are none that can."

I skipped the , because there are only two, and there’s just one card, I thought I’d put them together.

A Dark Path
Condition • Support Area
To play, exert a minion.
Each time the fellowship moves, you may make the Free Peoples player choose: add , or have you make the next site lose or gain a keyword of your choice.
Shadow: Discard this condition to play a minion from your discard pile.
"I do not know the way."
make it unique.

•Cave Troll of Moria, Monstrous Menace
Minion • Troll
Strength: 15
Vitality: 4
Site: 4
Damage +1. Enduring. Fierce.
For each wound on the Cave Troll, it is Attacked +1.
"They have a cave troll!"

Note: Attacked +1 is like Defender +1, but in this case you can assign multiple companions to one minion, instead of assigning multiple minions to one companion.
wait so you can assign him to a skirmish? or they can assign him to a skirmish and put more then one guy on him? if so sure.

•Sauron, Shadow over Middle-Earth
Minion • Maia
Strength: 15
Vitality: 5
Site: 6
When you play Sauron, discard all minions. You may not play minions.
After you resolve a skirmish involving Sauron, you may assign him to a companion that did not skirmish since the Shadow phase.
During a skirmish involving Sauron the Free Peoples’ player may discard a card from hand to heal a companion in that skirmish or make a companion in that skirmish strength +1.
"There are none that can."

•Bilbo, Bearer of Trinkets
Companion • Hobbit
Strength: 3
Vitality: 4
Ringed Resistance: 5
Bilbo is resistance +1 for each card he bears.
Each time the fellowship moves, you may add a burden to play a possession or follower from your draw deck.
"Oh, what business is it of yours what I do with my own things?"

•Frodo and Sam, Adventurers
Companion • Hobbit
Strength: 5
Vitality: 5
Ringed Resistance: 8
Group: Frodo, Sam. Ring-bearer.
Each time you assign this companion to a skirmish, add a burden.
Skirmish: Exert Frodo and Sam twice to make them +1 for each different keyword on the site path.
"If I take one more step, it’ll be the farthest away from home I’ve ever been."

•Merry and Pippin, Little Rascals
Companion • Hobbit
Strength: 5
Vitality: 5
Resistance: 8
Group: Merry, Pippin.
Each time a minion is played add and you may exert this companion to wound that minion.
"Great! Where are we going?"

•Sting, Wonderful Weapon
Strength: +2
Bearer must be a Hobbit.
Fellowship: If bearer is Bilbo, exert him and discard a card from hand to draw two cards.
Maneuver: If bearer is Sam, exert him and discard a card from hand to exert a minion.
Regroup: If bearer is Frodo, exert him and discard a card from hand to heal a Hobbit twice.

There I was thinking I bolded everything that needed bolding.
Actually, I meant for Merry and Pippin to have the first ability. Does the cost still need to increase then? And as for the group thing, with your implementation, do they count as 1 or 2 companions? I’d like to count them as just 1, so that’s why I went for the Group thing.

(And do you need to add ring-bound to a card that automatically is the ring-bearer?)

Hmm, with the current announcement I’m wondering how close my 40-card Icons-set is going to be to the 40-card Age’s End-set.

•Lurtz, Battle-hardened [Uruk-Hai]
Minion • Uruk-Hai
Strength: 13
Vitality: 3
Site: 5
Archer. Damage +1. Lurker.
Each time an [Uruk-Hai] wins a skirmish, you may shuffle that minion in your draw deck to draw a card.
"Whom do you serve?"

•The Fighting Uruk-Hai [Uruk-Hai]
Condition • Support Area
Each wounded minion skirmishing a wounded companion is damage +1.
At the start of the assignment phase, you may exert an Uruk-Hai to assign that minion to an unbound companion. That companion may exert to prevent that.
"Now... perfected."