diff --git a/enterprise/app/models/captain/assistant.rb b/enterprise/app/models/captain/assistant.rb
index abb7bb9e1..c05c3f35f 100644
--- a/enterprise/app/models/captain/assistant.rb
+++ b/enterprise/app/models/captain/assistant.rb
@@ -16,7 +16,7 @@
 #
 class Captain::Assistant < ApplicationRecord
   include Avatarable
-  include AgentToolsResolvable
+  include CaptainToolsHelpers
 
   self.table_name = 'captain_assistants'
 
diff --git a/enterprise/app/models/captain/scenario.rb b/enterprise/app/models/captain/scenario.rb
index 6f607bde1..377bb9f63 100644
--- a/enterprise/app/models/captain/scenario.rb
+++ b/enterprise/app/models/captain/scenario.rb
@@ -25,7 +25,7 @@
 #  fk_rails_...  (assistant_id => captain_assistants.id)
 #
 class Captain::Scenario < ApplicationRecord
-  include AgentToolsResolvable
+  include CaptainToolsHelpers
 
   self.table_name = 'captain_scenarios'
 
@@ -37,14 +37,60 @@ class Captain::Scenario < ApplicationRecord
   validates :instruction, presence: true
   validates :assistant_id, presence: true
   validates :account_id, presence: true
+  validate :validate_instruction_tools
 
   scope :enabled, -> { where(enabled: true) }
 
-  before_save :populate_tools
+  before_save :resolve_tool_references
 
   private
 
-  def populate_tools
-    # TODO: Implement tools population logic
+  # Validates that all tool references in the instruction are valid.
+  # Parses the instruction for tool references and checks if they exist
+  # in the available tools configuration.
+  #
+  # @return [void]
+  # @api private
+  # @example Valid instruction
+  #   scenario.instruction = "Use (tool://add_contact_note) to document"
+  #   scenario.valid? # => true
+  #
+  # @example Invalid instruction
+  #   scenario.instruction = "Use (tool://invalid_tool) to process"
+  #   scenario.valid? # => false
+  #   scenario.errors[:instruction] # => ["contains invalid tools: invalid_tool"]
+  def validate_instruction_tools
+    return if instruction.blank?
+
+    tool_ids = extract_tool_ids_from_text(instruction)
+    return if tool_ids.empty?
+
+    available_tool_ids = self.class.available_tool_ids
+    invalid_tools = tool_ids - available_tool_ids
+
+    return unless invalid_tools.any?
+
+    errors.add(:instruction, "contains invalid tools: #{invalid_tools.join(', ')}")
+  end
+
+  # Resolves tool references from the instruction text into the tools field.
+  # Parses the instruction for tool references and materializes them as
+  # tool IDs stored in the tools JSONB field.
+  #
+  # @return [void]
+  # @api private
+  # @example
+  #   scenario.instruction = "First (tool://add_private_note) then (tool://update_priority)"
+  #   scenario.save!
+  #   scenario.tools # => ["add_private_note", "update_priority"]
+  #
+  #   scenario.instruction = "No tools mentioned here"
+  #   scenario.save!
+  #   scenario.tools # => nil
+  def resolve_tool_references
+    return if instruction.blank?
+
+    tool_ids = extract_tool_ids_from_text(instruction)
+    self.tools = tool_ids.presence
   end
 end
diff --git a/enterprise/app/models/concerns/agent_tools_resolvable.rb b/enterprise/app/models/concerns/agent_tools_resolvable.rb
deleted file mode 100644
index 2f367ed39..000000000
--- a/enterprise/app/models/concerns/agent_tools_resolvable.rb
+++ /dev/null
@@ -1,36 +0,0 @@
-module AgentToolsResolvable
-  extend ActiveSupport::Concern
-
-  class_methods do
-    def available_agent_tools
-      @available_agent_tools ||= load_agent_tools
-    end
-
-    def resolve_tool_class(tool_id)
-      class_name = "Captain::Tools::#{tool_id.classify}Tool"
-      class_name.safe_constantize
-    end
-
-    private
-
-    def load_agent_tools
-      tools_config = YAML.load_file(Rails.root.join('config/agents/tools.yml'))
-
-      tools_config.filter_map do |tool_config|
-        tool_class = resolve_tool_class(tool_config['id'])
-
-        if tool_class
-          {
-            id: tool_config['id'],
-            title: tool_config['title'],
-            description: tool_config['description'],
-            icon: tool_config['icon']
-          }
-        else
-          Rails.logger.warn "Tool class not found for ID: #{tool_config['id']}"
-          nil
-        end
-      end
-    end
-  end
-end
\ No newline at end of file
diff --git a/enterprise/app/models/concerns/captain_tools_helpers.rb b/enterprise/app/models/concerns/captain_tools_helpers.rb
new file mode 100644
index 000000000..e7bef04ca
--- /dev/null
+++ b/enterprise/app/models/concerns/captain_tools_helpers.rb
@@ -0,0 +1,76 @@
+# Provides helper methods for working with Captain agent tools including
+# tool resolution, text parsing, and metadata retrieval.
+module CaptainToolsHelpers
+  extend ActiveSupport::Concern
+
+  # Regular expression pattern for matching tool references in text.
+  # Matches patterns like (tool://tool_id) following Chatwoot's mention syntax.
+  TOOL_REFERENCE_REGEX = %r{\(tool://([^/)]+)\)}
+
+  class_methods do
+    # Returns all available agent tools with their metadata.
+    # Only includes tools that have corresponding class files and can be resolved.
+    #
+    # @return [Array<Hash>] Array of tool hashes with :id, :title, :description, :icon
+    def available_agent_tools
+      @available_agent_tools ||= load_agent_tools
+    end
+
+    # Resolves a tool class from a tool ID.
+    # Converts snake_case tool IDs to PascalCase class names and constantizes them.
+    #
+    # @param tool_id [String] The snake_case tool identifier
+    # @return [Class, nil] The tool class if found, nil if not resolvable
+    def resolve_tool_class(tool_id)
+      class_name = "Captain::Tools::#{tool_id.classify}Tool"
+      class_name.safe_constantize
+    end
+
+    # Returns an array of all available tool IDs.
+    # Convenience method that extracts just the IDs from available_agent_tools.
+    #
+    # @return [Array<String>] Array of available tool IDs
+    def available_tool_ids
+      @available_tool_ids ||= available_agent_tools.map { |tool| tool[:id] }
+    end
+
+    private
+
+    # Loads agent tools from the YAML configuration file.
+    # Filters out tools that cannot be resolved to actual classes.
+    #
+    # @return [Array<Hash>] Array of resolvable tools with metadata
+    # @api private
+    def load_agent_tools
+      tools_config = YAML.load_file(Rails.root.join('config/agents/tools.yml'))
+
+      tools_config.filter_map do |tool_config|
+        tool_class = resolve_tool_class(tool_config['id'])
+
+        if tool_class
+          {
+            id: tool_config['id'],
+            title: tool_config['title'],
+            description: tool_config['description'],
+            icon: tool_config['icon']
+          }
+        else
+          Rails.logger.warn "Tool class not found for ID: #{tool_config['id']}"
+          nil
+        end
+      end
+    end
+  end
+
+  # Extracts tool IDs from text containing tool references.
+  # Parses text for (tool://tool_id) patterns and returns unique tool IDs.
+  #
+  # @param text [String] Text to parse for tool references
+  # @return [Array<String>] Array of unique tool IDs found in the text
+  def extract_tool_ids_from_text(text)
+    return [] if text.blank?
+
+    tool_matches = text.scan(TOOL_REFERENCE_REGEX)
+    tool_matches.flatten.uniq
+  end
+end
\ No newline at end of file