diff --git a/app/models/group.rb b/app/models/group.rb
index d24d05f696b..5e63d19b97d 100644
--- a/app/models/group.rb
+++ b/app/models/group.rb
@@ -793,22 +793,26 @@ class Group < ActiveRecord::Base
     group_user = self.group_users.find_by(user: user)
     return false if group_user.blank?
 
-    has_webhooks = WebHook.active_web_hooks(:group_user)
-    payload =
-      WebHook.generate_payload(:group_user, group_user, WebHookGroupUserSerializer) if has_webhooks
     group_user.destroy
     trigger_user_removed_event(user)
-    if has_webhooks
-      WebHook.enqueue_hooks(
-        :group_user,
-        :user_removed_from_group,
-        id: group_user.id,
-        payload: payload,
-      )
-    end
+    enqueue_user_removed_from_group_webhook_events(group_user)
+
     true
   end
 
+  def enqueue_user_removed_from_group_webhook_events(group_user)
+    return if !WebHook.active_web_hooks(:group_user)
+
+    payload = WebHook.generate_payload(:group_user, group_user, WebHookGroupUserSerializer)
+
+    WebHook.enqueue_hooks(
+      :group_user,
+      :user_removed_from_group,
+      id: group_user.id,
+      payload: payload,
+    )
+  end
+
   def trigger_user_added_event(user, automatic)
     DiscourseEvent.trigger(:user_added_to_group, user, self, automatic: automatic)
   end
@@ -866,14 +870,7 @@ class Group < ActiveRecord::Base
       User.where(id: user_ids).update_all(user_attributes) if user_attributes.present?
 
       # update group user count
-      DB.exec <<~SQL
-        UPDATE groups g
-        SET user_count =
-          (SELECT COUNT(gu.user_id)
-           FROM group_users gu
-           WHERE gu.group_id = g.id)
-        WHERE g.id = #{self.id};
-      SQL
+      recalculate_user_count
     end
 
     if self.grant_trust_level.present?
@@ -883,6 +880,31 @@ class Group < ActiveRecord::Base
     self
   end
 
+  def bulk_remove(user_ids)
+    Group.transaction do
+      group_users_to_be_destroyed = group_users.includes(:user).where(user_id: user_ids).destroy_all
+      group_users_to_be_destroyed.each do |group_user|
+        trigger_user_removed_event(group_user.user)
+        enqueue_user_removed_from_group_webhook_events(group_user)
+      end
+    end
+
+    recalculate_user_count
+
+    true
+  end
+
+  def recalculate_user_count
+    DB.exec <<~SQL
+      UPDATE groups g
+      SET user_count =
+        (SELECT COUNT(gu.user_id)
+         FROM group_users gu
+         WHERE gu.group_id = g.id)
+      WHERE g.id = #{self.id};
+    SQL
+  end
+
   def add_automatically(user, subject: nil)
     if users.exclude?(user) && add(user)
       logger = GroupActionLogger.new(Discourse.system_user, self)
diff --git a/spec/models/group_spec.rb b/spec/models/group_spec.rb
index da63a2e8ebd..bb876b7bb21 100644
--- a/spec/models/group_spec.rb
+++ b/spec/models/group_spec.rb
@@ -864,6 +864,20 @@ RSpec.describe Group do
       events = DiscourseEvent.track_events { group.remove(user) }.map { |e| e[:event_name] }
       expect(events).to include(:user_removed_from_group)
     end
+
+    describe "with webhook" do
+      fab!(:group_user_web_hook) { Fabricate(:group_user_web_hook) }
+
+      it "Enqueues webhook events" do
+        group.remove(user)
+        job_args = Jobs::EmitWebHookEvent.jobs.last["args"].first
+
+        expect(job_args["event_name"]).to eq("user_removed_from_group")
+        payload = JSON.parse(job_args["payload"])
+        expect(payload["group_id"]).to eq(group.id)
+        expect(payload["user_id"]).to eq(user.id)
+      end
+    end
   end
 
   describe "#add" do
@@ -994,7 +1008,45 @@ RSpec.describe Group do
       expect {
         group.bulk_add([user.id, admin.id])
         group.reload
-      }.to change { group.user_count }.by(2)
+      }.to change { group.user_count }.from(0).to(2)
+    end
+  end
+
+  describe "#bulk_remove" do
+    it "removes multiple users from the group and doesn't error with user_ids not present" do
+      group.bulk_add([user.id, admin.id])
+
+      group.bulk_remove([user.id, admin.id, admin.id + 1])
+
+      expect(group.group_users.count).to be_zero
+    end
+
+    it "updates group user count" do
+      group.bulk_add([user.id, admin.id])
+      expect(group.reload.user_count).to eq(2)
+
+      group.bulk_remove([user.id, admin.id])
+      expect(group.reload.user_count).to eq(0)
+    end
+
+    describe "with webhook" do
+      fab!(:group_user_web_hook) { Fabricate(:group_user_web_hook) }
+
+      it "Enqueues user_removed_from_group webhook events for each group_user" do
+        group.bulk_add([user.id, admin.id])
+
+        group.bulk_remove([user.id, admin.id])
+        Jobs::EmitWebHookEvent
+          .jobs
+          .last(2)
+          .each do |event|
+            job_args = event["args"].first
+            expect(job_args["event_name"]).to eq("user_removed_from_group")
+            payload = JSON.parse(job_args["payload"])
+            expect(payload["group_id"]).to eq(group.id)
+            expect([user.id, admin.id]).to include(payload["user_id"])
+          end
+      end
     end
   end