diff --git a/cline_docs/settings.md b/cline_docs/settings.md
index f4b06826023..ce69076416c 100644
--- a/cline_docs/settings.md
+++ b/cline_docs/settings.md
@@ -1,12 +1,20 @@
 ## For All Settings
 
-1. Add the setting to ExtensionMessage.ts:
+1. Add the setting to schema definitions:
 
-    - Add the setting to the ExtensionState interface
-    - Make it required if it has a default value, optional if it can be undefined
-    - Example: `preferredLanguage: string`
+    - Add the item to `globalSettingsSchema` in `schemas/index.ts`
+    - Add the item to `globalSettingsRecord` in `schemas/index.ts`
+    - Example: `terminalCommandDelay: z.number().optional(),`
 
-2. Add test coverage:
+2. Add the setting to type definitions:
+
+    - Add the item to `exports/types.ts`
+    - Add the item to `exports/roo-code.d.ts`
+    - Add the setting to `shared/ExtensionMessage.ts`
+    - Add the setting to the WebviewMessage type in `shared/WebviewMessage.ts`
+    - Example: `terminalCommandDelay?: number | undefined`
+
+3. Add test coverage:
     - Add the setting to mockState in ClineProvider.test.ts
     - Add test cases for setting persistence and state updates
     - Ensure all tests pass before submitting changes
@@ -64,12 +72,35 @@
         ```
 
 5. Add the setting to handleSubmit in SettingsView.tsx:
-    - Add a vscode.postMessage call to send the setting's value when clicking Done
+
+    - Add a vscode.postMessage call to send the setting's value when clicking Save
+    - This step is critical for persistence - without it, the setting will not be saved when the user clicks Save
     - Example:
         ```typescript
         vscode.postMessage({ type: "multisearchDiffEnabled", bool: multisearchDiffEnabled })
         ```
 
+6. Style Considerations:
+    - Use the VSCodeCheckbox component from @vscode/webview-ui-toolkit/react instead of HTML input elements
+    - Wrap each checkbox in a div element for proper spacing
+    - Use a span with className="font-medium" for the checkbox label inside the VSCodeCheckbox component
+    - Place the description in a separate div with className="text-vscode-descriptionForeground text-sm mt-1"
+    - Maintain consistent spacing between configuration options
+    - Example:
+        ```typescript
+        <div>
+          <VSCodeCheckbox
+            checked={terminalPowershellCounter ?? true}
+            onChange={(e: any) => setCachedStateField("terminalPowershellCounter", e.target.checked)}
+            data-testid="terminal-powershell-counter-checkbox">
+            <span className="font-medium">{t("settings:terminal.powershellCounter.label")}</span>
+          </VSCodeCheckbox>
+          <div className="text-vscode-descriptionForeground text-sm mt-1">
+            {t("settings:terminal.powershellCounter.description")}
+          </div>
+        </div>
+        ```
+
 ## For Select/Dropdown Settings
 
 1. Add the message type to WebviewMessage.ts:
@@ -98,6 +129,7 @@
     - Add the setting to the return value in getState with a default value
     - Add the setting to the destructured variables in getStateToPostToWebview
     - Add the setting to the return value in getStateToPostToWebview
+    - This step is critical for UI display - without it, the setting will not be displayed in the UI
     - Add a case in setWebviewMessageListener to handle the setting's message type
     - Example:
         ```typescript
@@ -146,3 +178,167 @@ These steps ensure that:
 - The setting's value is properly synchronized between the webview and extension
 - The setting has a proper UI representation in the settings view
 - Test coverage is maintained for the new setting
+
+## Adding a New Configuration Item: Summary of Required Changes
+
+To add a new configuration item to the system, the following changes are necessary:
+
+1. **Feature-Specific Class** (if applicable)
+
+    - For settings that affect specific features (e.g., Terminal, Browser, etc.)
+    - Add a static property to store the value
+    - Add getter/setter methods to access and modify the value
+
+2. **Schema Definition**
+
+    - Add the item to globalSettingsSchema in schemas/index.ts
+    - Add the item to globalSettingsRecord in schemas/index.ts
+
+3. **Type Definitions**
+
+    - Add the item to exports/types.ts
+    - Add the item to exports/roo-code.d.ts
+    - Add the item to shared/ExtensionMessage.ts
+    - Add the item to shared/WebviewMessage.ts
+
+4. **UI Component**
+
+    - Create or update a component in webview-ui/src/components/settings/
+    - Add appropriate slider/input controls with min/max/step values
+    - Ensure the props are passed correctly to the component in SettingsView.tsx
+    - Update the component's props interface to include the new settings
+
+5. **Translations**
+
+    - Add label and description in webview-ui/src/i18n/locales/en/settings.json
+    - Update all other languages
+    - If any language content is changed, synchronize all other languages with that change
+    - Translations must be performed within "translation" mode so change modes for that purpose
+
+6. **State Management**
+
+    - Add the item to the destructuring in SettingsView.tsx
+    - Add the item to the handleSubmit function in SettingsView.tsx
+    - Add the item to getStateToPostToWebview in ClineProvider.ts
+    - Add the item to getState in ClineProvider.ts with appropriate default values
+    - Add the item to the initialization in resolveWebviewView in ClineProvider.ts
+
+7. **Message Handling**
+
+    - Add a case for the item in webviewMessageHandler.ts
+
+8. **Implementation-Specific Logic**
+
+    - Implement any feature-specific behavior triggered by the setting
+    - Examples:
+        - Environment variables for terminal settings
+        - API configuration changes for provider settings
+        - UI behavior modifications for display settings
+
+9. **Testing**
+
+    - Add test cases for the new settings in appropriate test files
+    - Verify settings persistence and state updates
+
+10. **Ensuring Settings Persistence Across Reload**
+
+    To ensure settings persist across application reload, several key components must be properly configured:
+
+    1. **Initial State in ExtensionStateContextProvider**:
+
+        - Add the setting to the initial state in the useState call
+        - Example:
+            ```typescript
+            const [state, setState] = useState<ExtensionState>({
+            	// existing settings...
+            	newSetting: false, // Default value for the new setting
+            })
+            ```
+
+    2. **State Loading in ClineProvider**:
+
+        - Add the setting to the getState method to load it from storage
+        - Example:
+            ```typescript
+            return {
+            	// existing settings...
+            	newSetting: stateValues.newSetting ?? false,
+            }
+            ```
+
+    3. **State Initialization in resolveWebviewView**:
+
+        - Add the setting to the initialization in resolveWebviewView
+        - Example:
+            ```typescript
+            this.getState().then(
+            	({
+            		// existing settings...
+            		newSetting,
+            	}) => {
+            		// Initialize the setting with its stored value or default
+            		FeatureClass.setNewSetting(newSetting ?? false)
+            	},
+            )
+            ```
+
+    4. **State Transmission to Webview**:
+
+        - Add the setting to the getStateToPostToWebview method
+        - Example:
+            ```typescript
+            return {
+            	// existing settings...
+            	newSetting: newSetting ?? false,
+            }
+            ```
+
+    5. **Setter Method in ExtensionStateContext**:
+        - Add the setter method to the contextValue object
+        - Example:
+            ```typescript
+            const contextValue: ExtensionStateContextType = {
+            	// existing properties and methods...
+            	setNewSetting: (value) => setState((prevState) => ({ ...prevState, newSetting: value })),
+            }
+            ```
+
+11. **Debugging Settings Persistence Issues**
+
+    If a setting is not persisting across reload, check the following:
+
+    1. **Complete Chain of Persistence**:
+
+        - Verify that the setting is added to all required locations:
+            - globalSettingsSchema and globalSettingsRecord in schemas/index.ts
+            - Initial state in ExtensionStateContextProvider
+            - getState method in ClineProvider.ts
+            - getStateToPostToWebview method in ClineProvider.ts
+            - resolveWebviewView method in ClineProvider.ts (if feature-specific)
+        - A break in any part of this chain can prevent persistence
+
+    2. **Default Values Consistency**:
+
+        - Ensure default values are consistent across all locations
+        - Inconsistent defaults can cause unexpected behavior
+
+    3. **Message Handling**:
+
+        - Confirm the webviewMessageHandler.ts has a case for the setting
+        - Verify the message type matches what's sent from the UI
+
+    4. **UI Integration**:
+
+        - Check that the setting is included in the handleSubmit function in SettingsView.tsx
+        - Ensure the UI component correctly updates the state
+
+    5. **Type Definitions**:
+
+        - Verify the setting is properly typed in all relevant interfaces
+        - Check for typos in property names across different files
+
+    6. **Storage Mechanism**:
+        - For complex settings, ensure proper serialization/deserialization
+        - Check that the setting is being correctly stored in VSCode's globalState
+
+    These checks help identify and resolve common issues with settings persistence.