diff --git a/db/migrate/20251003091242_create_captain_custom_tools.rb b/db/migrate/20251003091242_create_captain_custom_tools.rb
new file mode 100644
index 000000000..9be8a9048
--- /dev/null
+++ b/db/migrate/20251003091242_create_captain_custom_tools.rb
@@ -0,0 +1,21 @@
+class CreateCaptainCustomTools < ActiveRecord::Migration[7.1]
+  def change
+    create_table :captain_custom_tools do |t|
+      t.references :account, null: false, index: true
+      t.string :slug, null: false
+      t.string :title, null: false
+      t.text :description
+      t.string :http_method, null: false, default: 'GET'
+      t.text :endpoint_url, null: false
+      t.text :request_template
+      t.text :response_template
+      t.string :auth_type, default: 'none'
+      t.jsonb :auth_config, default: {}
+      t.boolean :enabled, default: true, null: false
+
+      t.timestamps
+    end
+
+    add_index :captain_custom_tools, [:account_id, :slug], unique: true
+  end
+end
diff --git a/db/schema.rb b/db/schema.rb
index d5f0c244c..c561051ca 100644
--- a/db/schema.rb
+++ b/db/schema.rb
@@ -10,7 +10,7 @@
 #
 # It's strongly recommended that you check this file into your version control system.
 
-ActiveRecord::Schema[7.1].define(version: 2025_09_17_012759) do
+ActiveRecord::Schema[7.1].define(version: 2025_10_03_091242) do
   # These extensions should be enabled to support this database
   enable_extension "pg_stat_statements"
   enable_extension "pg_trgm"
@@ -323,6 +323,24 @@ ActiveRecord::Schema[7.1].define(version: 2025_09_17_012759) do
     t.index ["account_id"], name: "index_captain_assistants_on_account_id"
   end
 
+  create_table "captain_custom_tools", force: :cascade do |t|
+    t.bigint "account_id", null: false
+    t.string "slug", null: false
+    t.string "title", null: false
+    t.text "description"
+    t.string "http_method", default: "GET", null: false
+    t.text "endpoint_url", null: false
+    t.text "request_template"
+    t.text "response_template"
+    t.string "auth_type", default: "none"
+    t.jsonb "auth_config", default: {}
+    t.boolean "enabled", default: true, null: false
+    t.datetime "created_at", null: false
+    t.datetime "updated_at", null: false
+    t.index ["account_id", "slug"], name: "index_captain_custom_tools_on_account_id_and_slug", unique: true
+    t.index ["account_id"], name: "index_captain_custom_tools_on_account_id"
+  end
+
   create_table "captain_documents", force: :cascade do |t|
     t.string "name"
     t.string "external_link", null: false
diff --git a/enterprise/app/models/captain/custom_tool.rb b/enterprise/app/models/captain/custom_tool.rb
new file mode 100644
index 000000000..8d52dc8ae
--- /dev/null
+++ b/enterprise/app/models/captain/custom_tool.rb
@@ -0,0 +1,60 @@
+# == Schema Information
+#
+# Table name: captain_custom_tools
+#
+#  id                :bigint           not null, primary key
+#  auth_config       :jsonb
+#  auth_type         :string           default("none")
+#  description       :text
+#  enabled           :boolean          default(TRUE), not null
+#  endpoint_url      :text             not null
+#  http_method       :string           default("GET"), not null
+#  request_template  :text
+#  response_template :text
+#  slug              :string           not null
+#  title             :string           not null
+#  created_at        :datetime         not null
+#  updated_at        :datetime         not null
+#  account_id        :bigint           not null
+#
+# Indexes
+#
+#  index_captain_custom_tools_on_account_id           (account_id)
+#  index_captain_custom_tools_on_account_id_and_slug  (account_id,slug) UNIQUE
+#
+class Captain::CustomTool < ApplicationRecord
+  self.table_name = 'captain_custom_tools'
+
+  belongs_to :account
+
+  enum :http_method, %w[GET POST].index_by(&:itself), validate: true
+  enum :auth_type, %w[none bearer basic api_key].index_by(&:itself), default: :none, validate: true, prefix: :auth
+
+  before_validation :generate_slug
+
+  validates :slug, presence: true, uniqueness: { scope: :account_id }
+  validates :title, presence: true
+  validates :endpoint_url, presence: true
+
+  scope :enabled, -> { where(enabled: true) }
+
+  private
+
+  def generate_slug
+    return if slug.present?
+
+    base_slug = title.present? ? "custom_#{title.parameterize}" : "custom_#{SecureRandom.uuid}"
+    self.slug = find_unique_slug(base_slug)
+  end
+
+  def find_unique_slug(base_slug, counter = 0)
+    slug_candidate = counter.zero? ? base_slug : "#{base_slug}-#{counter}"
+    return find_unique_slug(base_slug, counter + 1) if slug_exists?(slug_candidate)
+
+    slug_candidate
+  end
+
+  def slug_exists?(candidate)
+    self.class.exists?(account_id: account_id, slug: candidate)
+  end
+end
diff --git a/spec/enterprise/models/captain/custom_tool_spec.rb b/spec/enterprise/models/captain/custom_tool_spec.rb
new file mode 100644
index 000000000..607fbd9e2
--- /dev/null
+++ b/spec/enterprise/models/captain/custom_tool_spec.rb
@@ -0,0 +1,146 @@
+require 'rails_helper'
+
+RSpec.describe Captain::CustomTool, type: :model do
+  describe 'associations' do
+    it { is_expected.to belong_to(:account) }
+  end
+
+  describe 'validations' do
+    it { is_expected.to validate_presence_of(:title) }
+    it { is_expected.to validate_presence_of(:endpoint_url) }
+    it { is_expected.to define_enum_for(:http_method).with_values('GET' => 'GET', 'POST' => 'POST').backed_by_column_of_type(:string) }
+
+    it {
+      expect(subject).to define_enum_for(:auth_type).with_values('none' => 'none', 'bearer' => 'bearer', 'basic' => 'basic',
+                                                                 'api_key' => 'api_key').backed_by_column_of_type(:string).with_prefix(:auth)
+    }
+
+    describe 'slug uniqueness' do
+      let(:account) { create(:account) }
+
+      it 'validates uniqueness of slug scoped to account' do
+        create(:captain_custom_tool, account: account, slug: 'custom_test-tool')
+        duplicate = build(:captain_custom_tool, account: account, slug: 'custom_test-tool')
+
+        expect(duplicate).not_to be_valid
+        expect(duplicate.errors[:slug]).to include('has already been taken')
+      end
+
+      it 'allows same slug across different accounts' do
+        account2 = create(:account)
+        create(:captain_custom_tool, account: account, slug: 'custom_test-tool')
+        different_account_tool = build(:captain_custom_tool, account: account2, slug: 'custom_test-tool')
+
+        expect(different_account_tool).to be_valid
+      end
+    end
+  end
+
+  describe 'scopes' do
+    let(:account) { create(:account) }
+
+    describe '.enabled' do
+      it 'returns only enabled custom tools' do
+        enabled_tool = create(:captain_custom_tool, account: account, enabled: true)
+        disabled_tool = create(:captain_custom_tool, account: account, enabled: false)
+
+        expect(described_class.enabled).to include(enabled_tool)
+        expect(described_class.enabled).not_to include(disabled_tool)
+      end
+    end
+  end
+
+  describe 'slug generation' do
+    let(:account) { create(:account) }
+
+    it 'generates slug from title on creation' do
+      tool = create(:captain_custom_tool, account: account, title: 'Fetch Order Status')
+
+      expect(tool.slug).to eq('custom_fetch-order-status')
+    end
+
+    it 'adds custom_ prefix to generated slug' do
+      tool = create(:captain_custom_tool, account: account, title: 'My Tool')
+
+      expect(tool.slug).to start_with('custom_')
+    end
+
+    it 'does not override manually set slug' do
+      tool = create(:captain_custom_tool, account: account, title: 'Test Tool', slug: 'custom_manual-slug')
+
+      expect(tool.slug).to eq('custom_manual-slug')
+    end
+
+    it 'handles slug collisions by appending counter' do
+      create(:captain_custom_tool, account: account, title: 'Test Tool', slug: 'custom_test-tool')
+      tool2 = create(:captain_custom_tool, account: account, title: 'Test Tool')
+
+      expect(tool2.slug).to eq('custom_test-tool-1')
+    end
+
+    it 'handles multiple slug collisions' do
+      create(:captain_custom_tool, account: account, title: 'Test Tool', slug: 'custom_test-tool')
+      create(:captain_custom_tool, account: account, title: 'Test Tool', slug: 'custom_test-tool-1')
+      tool3 = create(:captain_custom_tool, account: account, title: 'Test Tool')
+
+      expect(tool3.slug).to eq('custom_test-tool-2')
+    end
+
+    it 'generates slug with UUID when title is blank' do
+      tool = build(:captain_custom_tool, account: account, title: nil)
+      tool.valid?
+
+      expect(tool.slug).to match(/^custom_[0-9a-f-]+$/)
+    end
+
+    it 'parameterizes title correctly' do
+      tool = create(:captain_custom_tool, account: account, title: 'Fetch Order Status & Details!')
+
+      expect(tool.slug).to eq('custom_fetch-order-status-details')
+    end
+  end
+
+  describe 'factory' do
+    it 'creates a valid custom tool with default attributes' do
+      tool = create(:captain_custom_tool)
+
+      expect(tool).to be_valid
+      expect(tool.title).to be_present
+      expect(tool.slug).to be_present
+      expect(tool.endpoint_url).to be_present
+      expect(tool.http_method).to eq('GET')
+      expect(tool.auth_type).to eq('none')
+      expect(tool.enabled).to be true
+    end
+
+    it 'creates valid tool with POST trait' do
+      tool = create(:captain_custom_tool, :with_post)
+
+      expect(tool.http_method).to eq('POST')
+      expect(tool.request_template).to be_present
+    end
+
+    it 'creates valid tool with bearer auth trait' do
+      tool = create(:captain_custom_tool, :with_bearer_auth)
+
+      expect(tool.auth_type).to eq('bearer')
+      expect(tool.auth_config['token']).to eq('test_bearer_token_123')
+    end
+
+    it 'creates valid tool with basic auth trait' do
+      tool = create(:captain_custom_tool, :with_basic_auth)
+
+      expect(tool.auth_type).to eq('basic')
+      expect(tool.auth_config['username']).to eq('test_user')
+      expect(tool.auth_config['password']).to eq('test_pass')
+    end
+
+    it 'creates valid tool with api key trait' do
+      tool = create(:captain_custom_tool, :with_api_key)
+
+      expect(tool.auth_type).to eq('api_key')
+      expect(tool.auth_config['key']).to eq('test_api_key')
+      expect(tool.auth_config['location']).to eq('header')
+    end
+  end
+end
diff --git a/spec/factories/captain/custom_tool.rb b/spec/factories/captain/custom_tool.rb
new file mode 100644
index 000000000..81921b1c5
--- /dev/null
+++ b/spec/factories/captain/custom_tool.rb
@@ -0,0 +1,41 @@
+FactoryBot.define do
+  factory :captain_custom_tool, class: 'Captain::CustomTool' do
+    sequence(:title) { |n| "Custom Tool #{n}" }
+    description { 'A custom HTTP tool for external API integration' }
+    endpoint_url { 'https://api.example.com/endpoint' }
+    http_method { 'GET' }
+    auth_type { 'none' }
+    auth_config { {} }
+    enabled { true }
+    association :account
+
+    trait :with_post do
+      http_method { 'POST' }
+      request_template { '{ "key": "{{ value }}" }' }
+    end
+
+    trait :with_bearer_auth do
+      auth_type { 'bearer' }
+      auth_config { { token: 'test_bearer_token_123' } }
+    end
+
+    trait :with_basic_auth do
+      auth_type { 'basic' }
+      auth_config { { username: 'test_user', password: 'test_pass' } }
+    end
+
+    trait :with_api_key do
+      auth_type { 'api_key' }
+      auth_config { { key: 'test_api_key', location: 'header', name: 'X-API-Key' } }
+    end
+
+    trait :with_templates do
+      request_template { '{ "order_id": "{{ order_id }}", "source": "chatwoot" }' }
+      response_template { 'Order status: {{ response.status }}' }
+    end
+
+    trait :disabled do
+      enabled { false }
+    end
+  end
+end