Is the grappling strike maneuver a part of an attack or used after the hit?

Battlemaster says

Maneuvers. You learn three maneuvers of your choice, which are listed under "Maneuvers" below. Many maneuvers enhance an attack in some way. You can use only one maneuver per attack.

but unlike other maneuvers, grappling strike uses "immediately after you hit" instead of "when you hit"

Is grappling strike limited to the one maneuver per attack clause?

Grappling and reach/reach weapons

One of my players is a large creature with a 10 ft reach who is also using a lucerne hammer (10ft reach).

He mentioned grappling with it and I was hoping for verification.

How would grappling with a reach weapon on a reach character work?

Would he have to drop the weapon, is he unable to initiate grapples at adjacent squares?

Edit: I wanted to clarify, it isn’t that he wishes to pull an enemy to him, I k ow during a grapple you move into your opponents square.

My concern is whether or not he can initiate a grapple while holding a reach weapon and being a large creature as well as what ranges he would be able to do so at and whether he can do so while still holding it or does he have to drop the weapon.

For reference: reach weapons state you cannot attack someone adjacent to you while using it.

Initiating a grapple is considered a melee attack action that deals no damage.

The players has a feat called shortened grip that allows the adjacent attacks with reach weapons.

Water Elemental grappling a Huge creature, does it take damage from Whelm’s second paragraph?

If a Water Elemental were to use the grappling rules to grapple a Huge creature (since it is Large), would that creature then take damage from this:

At the start of each of the elemental’s turns, each target grappled by it takes 13 (2d8 + 4) bludgeoning damage.

Or does this damage only work against the one Large or two Medium- creatures that get stuck by Whelm?

Can a grappling creature cause a prone creature it is grappling to be unprone? [duplicate]

If my character is grappling a creature who has been knocked prone, that creature can’t stand back up unless they succeed in first breaking free of the grapple.

Do the rules for moving a grappled creature allow my character to cause the grappled & prone creature to stand up and stop being prone?

Moving a Grappled Creature. When you move, you can drag or carry the grappled creature with you, but your speed is halved, unless the creature is two or more sizes smaller than you.

Is the Midgard Heroes Handbook Centaur race considered as Medium, or Large, for the purpose of grappling and shoving?

In the "Midgard Heroes Handbook" from the Kobold Press, there is a playable character race, the Centaur. Their size is rather unique – a Medium/Large hybrid, so to speak :

Size. Centaurs stand between 8 and 9 feet tall and weigh in excess of 1,000 pounds. Your size is Large.

Humanoid Torso. Although you are Large, you wield weapons and wear armor sized for a Medium creature, thanks to the proportions of your humanoid torso.

It is clear to me that, as a creature with a Large, equine lower part, a Midgard Centaur can be ridden by a Medium creature (provided they’re wearing a saddle), but as a creature with a Medium, humanoid upper part, they cannot wield oversized weaponry.

But what about grappling and shoving ? Are they considered Large, or Medium for such things ? I can see an argument for either interpretation – since they’re of Large category, but have Medium sized hands…

Do Black Tentacles “protect” you from ranged attacks as creatures grappling you do?

If you are trying to shoot some creature, and your target is grappling, rules say: "roll randomly to see which grappling combatant you strike".

Does Black Tentacles spell’s effect count as a combatant? Or should you just roll high enough attack to strike a creature, grappled by Tentacles, as there is no actual target other then the creature you are aiming at?

Grappling – Ideas and Concepts (classes) [closed]

I list of thoughts of what part of classes could be good for grappling. Will probably be using Point buy with a Goliath, dump Wis and Int to 8. Not fully STUPID, but definitly a little slow and gullible. The lovable idiot. Str 16, Dex 12, Con 16, Cha 14 (not final, was thinking Bard and Barbarian) So, just wanted to chat.

Im NOT taking all these classes, just more of a list for class commitment that helps with Grappling

Barbarian – lvl 1 / 3 / 5 Rage, for Advantage. Bear Totem for Dmg Reduction, ASI (maybe Tavern Brawler for improvised attacks, but lots of choices) and Extra attack/Movement

bard – lvl 3 Expertise in Athletics, Cunning Words

rogue lvl 1-2 Expertise in Atheltics, Cunning Action (mobility)

fighter – lvl 2 Action Surge. Grapple 2 things or grapple and prone them? yes please

Monk – Lvl 5 Stunning Strike (Success plus tavern brawler is free grapple)

Warlock – Lvl 1 Pact of the Chain for Improved familiar. Yes, I know you can get familiar from other things, but its a single level dip and you get a better familiar. Familiar is basically get a helper for rolls.

Ive recently been trying to get back into D&D, there is a local Adeventure League group. Wanted to do a grappler (not necessarily PURE grapple, but main focus. Been toying around with some ideas. Was also thinking of Sorcerer or Wizard, maybe some kind of Touch Spell (shocking grasp) grappler. Or Barbarian rogue (grapple then shank them to death)

Ive been out a long time, anything else that helps with grappling? interesting feats, class abilites, synergies, etc…

One PC Grappling multiple creatures

In my campaign i’m playing a Barbarian that I’ve focused on grappling and pulling enemies around the battlefield. I’m unsure whether I can grapple multiple enemies at once(one in each hand for example) and if I can, can i force drag both at the same time(is it still half speed or quarter). I’ve found multiple sources contradicting whether it does or doesn’t work. This is for a 5e campaign.