diff --git a/lang/en.json b/lang/en.json
index a764ec5cf8..f345048b52 100644
--- a/lang/en.json
+++ b/lang/en.json
@@ -444,6 +444,7 @@
 "DND5E.Concentration": "Concentration",
 "DND5E.ConcentrationAbbr": "C",
 "DND5E.ConcentrationBreak": "Break Concentration",
+"DND5E.ConcentrationBreakWarning": "Breaking concentration on an effect that is active on other creatures requires an active GM to be present.",
 "DND5E.ConcentrationBonus": "Concentration Bonus",
 "DND5E.ConcentrationDuration": "Concentration, up to {duration}",
 "DND5E.ConcentratingOn": "You are maintaining concentration on the effects of the '{name}' {type}.",
@@ -668,7 +669,8 @@
 "DND5E.Effect": "Effect",
 "DND5E.Effects": "Effects",
 "DND5E.EffectsApplyTokens": "Apply to selected tokens",
-"DND5E.EffectApplyWarning": "Effects cannot be applied to tokens you are not the owner of.",
+"DND5E.EffectApplyWarningConcentration": "Applying an effect that is being concentrated on by another character requires GM permissions.",
+"DND5E.EffectApplyWarningOwnership": "Effects cannot be applied to tokens you are not the owner of.",
 "DND5E.EffectsSearch": "Search effects",
 "DND5E.Environment": "Environment",
 "DND5E.EquipmentBonus": "Magical Bonus",
diff --git a/module/documents/active-effect.mjs b/module/documents/active-effect.mjs
index 56ca1e3941..5f22402c4d 100644
--- a/module/documents/active-effect.mjs
+++ b/module/documents/active-effect.mjs
@@ -339,6 +339,26 @@ export default class ActiveEffect5e extends ActiveEffect {
 
   /* -------------------------------------------- */
 
+  /** @inheritDoc */
+  async _preDelete(options, user) {
+    const dependents = this.getDependents();
+    if ( dependents.length && !game.users.activeGM ) {
+      ui.notifications.warn("DND5E.ConcentrationBreakWarning", { localize: true });
+      return false;
+    }
+    return super._preDelete(options, user);
+  }
+
+  /* -------------------------------------------- */
+
+  /** @inheritDoc */
+  _onDelete(options, userId) {
+    super._onDelete(options, userId);
+    if ( game.user === game.users.activeGM ) this.getDependents().forEach(e => e.delete());
+  }
+
+  /* -------------------------------------------- */
+
   /**
    * Prepare effect favorite data.
    * @returns {Promise<FavoriteData5e>}
@@ -531,6 +551,33 @@ export default class ActiveEffect5e extends ActiveEffect {
     });
   }
 
+  /* -------------------------------------------- */
+
+  /**
+   * Record another effect as a dependent of this one.
+   * @param {ActiveEffect5e} dependent  The dependent effect.
+   * @returns {Promise<ActiveEffect5e>}
+   */
+  addDependent(dependent) {
+    const dependents = this.getFlag("dnd5e", "dependents") ?? [];
+    dependents.push({ uuid: dependent.uuid });
+    return this.setFlag("dnd5e", "dependents", dependents);
+  }
+
+  /* -------------------------------------------- */
+
+  /**
+   * Retrieve a list of dependent effects.
+   * @returns {ActiveEffect5e[]}
+   */
+  getDependents() {
+    return (this.getFlag("dnd5e", "dependents") || []).reduce((arr, { uuid }) => {
+      const effect = fromUuidSync(uuid);
+      if ( effect ) arr.push(effect);
+      return arr;
+    }, []);
+  }
+
   /* -------------------------------------------- */
   /*  Deprecations                                */
   /* -------------------------------------------- */
diff --git a/module/documents/item.mjs b/module/documents/item.mjs
index b3c36b4a2f..887d9f38cc 100644
--- a/module/documents/item.mjs
+++ b/module/documents/item.mjs
@@ -1022,21 +1022,23 @@ export default class Item5e extends SystemDocumentMixin(Item) {
     if ( !foundry.utils.isEmpty(actorUpdates) ) await this.actor.update(actorUpdates);
     if ( !foundry.utils.isEmpty(resourceUpdates) ) await this.actor.updateEmbeddedDocuments("Item", resourceUpdates);
 
-    // Prepare card data & display it if options.createMessage is true
-    const cardData = await item.displayCard(options);
-
-    // Initiate or concentration.
+    // Initiate or end concentration.
     const effects = [];
     if ( config.beginConcentrating ) {
       const effect = await item.actor.beginConcentrating(item);
-      if ( effect ) effects.push(effect);
-
+      if ( effect ) {
+        effects.push(effect);
+        foundry.utils.setProperty(options.flags, "dnd5e.use.concentrationId", effect.id);
+      }
       if ( config.endConcentration ) {
         const deleted = await item.actor.endConcentration(config.endConcentration);
         effects.push(...deleted);
       }
     }
 
+    // Prepare card data & display it if options.createMessage is true
+    const cardData = await item.displayCard(options);
+
     // Initiate measured template creation
     let templates;
     if ( config.createMeasuredTemplate ) {
@@ -2019,11 +2021,14 @@ export default class Item5e extends SystemDocumentMixin(Item) {
           const li = button.closest("li.effect");
           let effect = item.effects.get(li.dataset.effectId);
           if ( !effect ) effect = await fromUuid(li.dataset.uuid);
-          let warn = false;
+          const concentration = actor.effects.get(message.getFlag("dnd5e", "use.concentrationId"));
           for ( const token of canvas.tokens.controlled ) {
-            if ( await this._applyEffectToToken(effect, token) === false ) warn = true;
+            try {
+              await this._applyEffectToToken(effect, token, { concentration });
+            } catch(err) {
+              Hooks.onError("Item5e._applyEffectToToken", err, { notify: "warn", log: "warn" });
+            }
           }
-          if ( warn ) ui.notifications.warn("DND5E.EffectApplyWarning", { localize: true });
           break;
         case "attack":
           await item.rollAttack({
@@ -2084,16 +2089,23 @@ export default class Item5e extends SystemDocumentMixin(Item) {
 
   /**
    * Handle applying an Active Effect to a Token.
-   * @param {ActiveEffect5e} effect  The effect.
-   * @param {Token5e} token          The token.
-   * @returns {Promise<ActiveEffect5e>|false}
+   * @param {ActiveEffect5e} effect                   The effect.
+   * @param {Token5e} token                           The token.
+   * @param {object} [options]
+   * @param {ActiveEffect5e} [options.concentration]  An optional concentration effect to act as the applied effect's
+   *                                                  origin instead.
+   * @returns {Promise<ActiveEffect5e|false>}
+   * @throws {Error}                                  If the effect could not be applied.
    * @protected
    */
-  static _applyEffectToToken(effect, token) {
-    if ( !game.user.isGM && !token.actor?.isOwner ) return false;
+  static async _applyEffectToToken(effect, token, { concentration }={}) {
+    const origin = concentration ?? effect;
+    if ( !game.user.isGM && !token.actor?.isOwner ) {
+      throw new Error(game.i18n.localize("DND5E.EffectApplyWarningOwnership"));
+    }
 
     // Enable an existing effect on the target if it originated from this effect
-    const existingEffect = token.actor?.effects.find(e => e.origin === effect.uuid);
+    const existingEffect = token.actor?.effects.find(e => e.origin === origin.uuid);
     if ( existingEffect ) {
       return existingEffect.update({
         ...effect.constructor.getInitialDuration(),
@@ -2101,13 +2113,19 @@ export default class Item5e extends SystemDocumentMixin(Item) {
       });
     }
 
+    if ( !game.user.isGM && concentration && !concentration.actor?.isOwner ) {
+      throw new Error(game.i18n.localize("DND5E.EffectApplyWarningConcentration"));
+    }
+
     // Otherwise, create a new effect on the target
     const effectData = foundry.utils.mergeObject(effect.toObject(), {
       disabled: false,
       transfer: false,
-      origin: effect.uuid
+      origin: origin.uuid
     });
-    return ActiveEffect.implementation.create(effectData, { parent: token.actor });
+    const applied = await ActiveEffect.implementation.create(effectData, { parent: token.actor });
+    if ( concentration ) await concentration.addDependent(applied);
+    return applied;
   }
 
   /* -------------------------------------------- */