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Ability scores: 18, 16, 14, 12, 10, 8
Race: Human Variant
Feats: 2 bonus
Level: 8
Background: Sailor or hermit
Magic Items: 1 of what could be 1500 gp in value.

Due to my inability to have any sense of what is optimized or not, I am trying to build an optimized Monk/Druid, for the Tomb of Annihilation adventure.

The character is basically a castaway that has taken refuge in the jungles of Chult. He now lives in a lost ruin and guards a magic item that brought him to become a "Keeper" of sorts.
He uses wild shape to blend into the jungle and stalk outsiders.
More focused on hand-to-hand than magic.

My main role in the party is making sure that they live by healing and helping CC in fights.

Regarding class choices: our DM's homebrew system for character creation was that we rolled for them. I was a life cleric before my character died. A monk has no healing so I rolled again for a multiclass on a separate table and got Druid. My PC is currently tasked with keeping the other schmucks alive until BBEG dies, THEN VENGEANCE COMES.

The party I'm joining is;

  • scout rogue 6/fighter 2 (party leader/single target dam)(has common sense)
  • dream druid 8 (support caster/blaster)(barbs gf/pocket healer)
  • Berserker barbarian 6/druid 2 (tank)

Grindhouse rules ToA.

The things I'm looking to optimize are:

  1. Healing
  2. CC
  3. Casting

The main choice is looking to be (Way of Tranquility / Dreams Circle)

My objective is to have an effective character for the above described role for the benefit of both of my friends in the game (DM and Fighter/Rogue).

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closed as too broad by BlueMoon93, Jason_c_o, Oblivious Sage, Ruse, Szega Sep 28 '18 at 1:19

Please edit the question to limit it to a specific problem with enough detail to identify an adequate answer. Avoid asking multiple distinct questions at once. See the How to Ask page for help clarifying this question. If this question can be reworded to fit the rules in the help center, please edit the question.

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    \$\begingroup\$ (Discussion has been moved to chat and mod responses have been put there.) \$\endgroup\$ – SevenSidedDie Sep 27 '18 at 17:19
  • \$\begingroup\$ You've indicated most of the details of your character and needs, are you just looking for the optimal selection of 2 feats, background choice, and magic item to achieve the goal of maximizing healing? \$\endgroup\$ – Pyrotechnical Sep 27 '18 at 20:27
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    \$\begingroup\$ Please take further discussion to the chat SSD started. \$\endgroup\$ – mxyzplk Sep 27 '18 at 20:53