Implement streaming chat functionality in LlmController

- Added a new ChatStream endpoint to handle real-time chat interactions with LLMs, providing streaming progress updates.
- Introduced LlmProgressUpdate class to encapsulate various types of progress updates during chat processing, including iteration starts, tool calls, and final responses.
- Enhanced error handling and user authentication checks within the streaming process to ensure robust interaction.
- Refactored tool execution logic to safely handle tool calls and provide detailed feedback on execution status and results.

src/Managing.Api/Controllers/LlmController.cs

@@ -36,6 +36,305 @@ public class LlmController : BaseController
         _cache = cache;
     }
 
+    /// <summary>
+    /// Sends a chat message to an LLM with streaming progress updates (Server-Sent Events).
+    /// Provides real-time updates about iterations, tool calls, and progress similar to Cursor/Claude.
+    /// </summary>
+    /// <param name="request">The chat request with messages and optional provider/API key</param>
+    /// <returns>Stream of progress updates ending with final response</returns>
+    [HttpPost]
+    [Route("ChatStream")]
+    [Produces("text/event-stream")]
+    public async IAsyncEnumerable<LlmProgressUpdate> ChatStream([FromBody] LlmChatRequest request)
+    {
+        if (request == null)
+        {
+            yield return new LlmProgressUpdate
+            {
+                Type = "error",
+                Message = "Chat request is required",
+                Error = "Chat request is required"
+            };
+            yield break;
+        }
+
+        if (request.Messages == null || !request.Messages.Any())
+        {
+            yield return new LlmProgressUpdate
+            {
+                Type = "error",
+                Message = "At least one message is required",
+                Error = "At least one message is required"
+            };
+            yield break;
+        }
+
+        User? user = null;
+        try
+        {
+            user = await GetUser();
+        }
+        catch (Exception ex)
+        {
+            _logger.LogError(ex, "Error getting user for streaming chat request");
+        }
+
+        if (user == null)
+        {
+            yield return new LlmProgressUpdate
+            {
+                Type = "error",
+                Message = "Error authenticating user",
+                Error = "Unable to authenticate user"
+            };
+            yield break;
+        }
+
+        await foreach (var update in ChatStreamInternal(request, user))
+        {
+            yield return update;
+        }
+    }
+
+    private async IAsyncEnumerable<LlmProgressUpdate> ChatStreamInternal(LlmChatRequest request, User user)
+    {
+
+            yield return new LlmProgressUpdate
+            {
+                Type = "thinking",
+                Message = "Initializing conversation and loading available tools..."
+            };
+
+            // Get available MCP tools (with caching for 5 minutes)
+            var availableTools = await _cache.GetOrCreateAsync("mcp_tools", async entry =>
+            {
+                entry.AbsoluteExpirationRelativeToNow = TimeSpan.FromMinutes(5);
+                return (await _mcpService.GetAvailableToolsAsync()).ToList();
+            });
+            request.Tools = availableTools;
+
+            yield return new LlmProgressUpdate
+            {
+                Type = "thinking",
+                Message = $"Loaded {availableTools.Count} available tools. Preparing system context..."
+            };
+
+            // Add or prepend system message to ensure LLM knows it can respond directly
+            var existingSystemMessages = request.Messages.Where(m => m.Role == "system").ToList();
+            foreach (var msg in existingSystemMessages)
+            {
+                request.Messages.Remove(msg);
+            }
+
+            // Add explicit system message with domain expertise and tool guidance
+            var systemMessage = new LlmMessage
+            {
+                Role = "system",
+                Content = BuildSystemMessage()
+            };
+            request.Messages.Insert(0, systemMessage);
+
+            // Proactively inject backtest details fetching if user is asking for analysis
+            await InjectBacktestDetailsFetchingIfNeeded(request, user);
+
+            // Add helpful context extraction message if backtest ID was found
+            AddBacktestContextGuidance(request);
+
+            // Iterative tool calling: keep looping until we get a final answer without tool calls
+            int maxIterations = DetermineMaxIterations(request);
+            int iteration = 0;
+            LlmChatResponse? finalResponse = null;
+            const int DelayBetweenIterationsMs = 500;
+
+            yield return new LlmProgressUpdate
+            {
+                Type = "thinking",
+                Message = $"Starting analysis (up to {maxIterations} iterations may be needed)..."
+            };
+
+            while (iteration < maxIterations)
+            {
+                iteration++;
+
+                yield return new LlmProgressUpdate
+                {
+                    Type = "iteration_start",
+                    Message = $"Iteration {iteration}/{maxIterations}: Analyzing your request and determining next steps...",
+                    Iteration = iteration,
+                    MaxIterations = maxIterations
+                };
+
+                _logger.LogInformation("LLM chat iteration {Iteration}/{MaxIterations} for user {UserId}",
+                    iteration, maxIterations, user.Id);
+
+                // Add delay between iterations to avoid rapid bursts and rate limiting
+                if (iteration > 1)
+                {
+                    yield return new LlmProgressUpdate
+                    {
+                        Type = "thinking",
+                        Message = "Waiting briefly to respect rate limits...",
+                        Iteration = iteration,
+                        MaxIterations = maxIterations
+                    };
+                    await Task.Delay(DelayBetweenIterationsMs);
+                }
+
+                // Trim context if conversation is getting too long
+                TrimConversationContext(request);
+
+                // Send chat request to LLM
+                yield return new LlmProgressUpdate
+                {
+                    Type = "thinking",
+                    Message = $"Iteration {iteration}: Sending request to LLM...",
+                    Iteration = iteration,
+                    MaxIterations = maxIterations
+                };
+
+                var response = await _llmService.ChatAsync(user, request);
+
+                // If LLM doesn't want to call tools, we have our final answer
+                if (!response.RequiresToolExecution || response.ToolCalls == null || !response.ToolCalls.Any())
+                {
+                    finalResponse = response;
+                    _logger.LogInformation("LLM provided final answer after {Iteration} iteration(s) for user {UserId}",
+                        iteration, user.Id);
+
+                    yield return new LlmProgressUpdate
+                    {
+                        Type = "thinking",
+                        Message = "Received final response. Preparing answer...",
+                        Iteration = iteration,
+                        MaxIterations = maxIterations
+                    };
+
+                    break;
+                }
+
+                // LLM wants to call tools - execute them
+                _logger.LogInformation("LLM requested {Count} tool calls in iteration {Iteration} for user {UserId}",
+                    response.ToolCalls.Count, iteration, user.Id);
+
+                yield return new LlmProgressUpdate
+                {
+                    Type = "thinking",
+                    Message = $"Iteration {iteration}: LLM requested {response.ToolCalls.Count} tool call(s). Executing tools...",
+                    Iteration = iteration,
+                    MaxIterations = maxIterations
+                };
+
+                // Execute tool calls sequentially to allow progress updates
+                var toolResults = new List<LlmMessage>();
+                foreach (var toolCall in response.ToolCalls)
+                {
+                    yield return new LlmProgressUpdate
+                    {
+                        Type = "tool_call",
+                        Message = $"Calling tool: {toolCall.Name}",
+                        Iteration = iteration,
+                        MaxIterations = maxIterations,
+                        ToolName = toolCall.Name,
+                        ToolArguments = toolCall.Arguments
+                    };
+
+                    var (success, result, error) = await ExecuteToolSafely(user, toolCall.Name, toolCall.Arguments, toolCall.Id, iteration, maxIterations);
+                    
+                    if (success && result != null)
+                    {
+                        _logger.LogInformation("Successfully executed tool {ToolName} in iteration {Iteration} for user {UserId}",
+                            toolCall.Name, iteration, user.Id);
+
+                        yield return new LlmProgressUpdate
+                        {
+                            Type = "tool_result",
+                            Message = $"Tool {toolCall.Name} completed successfully",
+                            Iteration = iteration,
+                            MaxIterations = maxIterations,
+                            ToolName = toolCall.Name
+                        };
+
+                        toolResults.Add(new LlmMessage
+                        {
+                            Role = "tool",
+                            Content = JsonSerializer.Serialize(result),
+                            ToolCallId = toolCall.Id
+                        });
+                    }
+                    else
+                    {
+                        _logger.LogError("Error executing tool {ToolName} in iteration {Iteration} for user {UserId}: {Error}",
+                            toolCall.Name, iteration, user.Id, error);
+
+                        yield return new LlmProgressUpdate
+                        {
+                            Type = "tool_result",
+                            Message = $"Tool {toolCall.Name} encountered an error: {error}",
+                            Iteration = iteration,
+                            MaxIterations = maxIterations,
+                            ToolName = toolCall.Name,
+                            Error = error
+                        };
+
+                        toolResults.Add(new LlmMessage
+                        {
+                            Role = "tool",
+                            Content = $"Error executing tool: {error}",
+                            ToolCallId = toolCall.Id
+                        });
+                    }
+                }
+
+                yield return new LlmProgressUpdate
+                {
+                    Type = "thinking",
+                    Message = $"Iteration {iteration}: All tools completed. Analyzing results...",
+                    Iteration = iteration,
+                    MaxIterations = maxIterations
+                };
+
+                // Add assistant message with tool calls to conversation history
+                request.Messages.Add(new LlmMessage
+                {
+                    Role = "assistant",
+                    Content = response.Content,
+                    ToolCalls = response.ToolCalls
+                });
+
+                // Add tool results to conversation history
+                request.Messages.AddRange(toolResults);
+
+                // Continue loop to get LLM's response to the tool results
+            }
+
+            // If we hit max iterations, return the last response (even if it has tool calls)
+            if (finalResponse == null)
+            {
+                _logger.LogWarning("Reached max iterations ({MaxIterations}) for user {UserId}. Returning last response.",
+                    maxIterations, user.Id);
+
+                yield return new LlmProgressUpdate
+                {
+                    Type = "thinking",
+                    Message = "Reached maximum iterations. Getting final response...",
+                    Iteration = maxIterations,
+                    MaxIterations = maxIterations
+                };
+
+                finalResponse = await _llmService.ChatAsync(user, request);
+            }
+
+        // Send final response
+        yield return new LlmProgressUpdate
+        {
+            Type = "final_response",
+            Message = "Analysis complete!",
+            Response = finalResponse,
+            Iteration = iteration,
+            MaxIterations = maxIterations
+        };
+    }
+
     /// <summary>
     /// Sends a chat message to an LLM with automatic provider selection and MCP tool calling support.
     /// Supports both auto mode (backend selects provider) and BYOK (user provides API key).
@@ -334,6 +633,31 @@ public class LlmController : BaseController
             """;
     }
 
+    /// <summary>
+    /// Executes a tool safely and returns a result tuple (success, result, error)
+    /// This avoids try-catch around yield statements
+    /// </summary>
+    private async Task<(bool success, object? result, string? error)> ExecuteToolSafely(
+        User user, 
+        string toolName, 
+        Dictionary<string, object> arguments, 
+        string toolCallId, 
+        int iteration, 
+        int maxIterations)
+    {
+        try
+        {
+            var result = await _mcpService.ExecuteToolAsync(user, toolName, arguments);
+            return (true, result, null);
+        }
+        catch (Exception ex)
+        {
+            _logger.LogError(ex, "Error executing tool {ToolName} in iteration {Iteration} for user {UserId}",
+                toolName, iteration, user.Id);
+            return (false, null, ex.Message);
+        }
+    }
+
     /// <summary>
     /// Trims conversation context to prevent token overflow while preserving important context
     /// </summary>

src/Managing.Application.Abstractions/Services/ILlmService.cs

@@ -80,6 +80,62 @@ public class LlmUsage
     public int TotalTokens { get; set; }
 }
 
+/// <summary>
+/// Progress update for streaming LLM responses
+/// </summary>
+public class LlmProgressUpdate
+{
+    /// <summary>
+    /// Type of progress update
+    /// </summary>
+    public string Type { get; set; } = string.Empty; // "iteration_start", "thinking", "tool_call", "tool_result", "final_response", "error"
+
+    /// <summary>
+    /// Human-readable message about what's happening
+    /// </summary>
+    public string Message { get; set; } = string.Empty;
+
+    /// <summary>
+    /// Current iteration number (if applicable)
+    /// </summary>
+    public int? Iteration { get; set; }
+
+    /// <summary>
+    /// Maximum iterations (if applicable)
+    /// </summary>
+    public int? MaxIterations { get; set; }
+
+    /// <summary>
+    /// Tool name being called (if applicable)
+    /// </summary>
+    public string? ToolName { get; set; }
+
+    /// <summary>
+    /// Tool arguments (if applicable)
+    /// </summary>
+    public Dictionary<string, object>? ToolArguments { get; set; }
+
+    /// <summary>
+    /// Partial response content (if applicable)
+    /// </summary>
+    public string? Content { get; set; }
+
+    /// <summary>
+    /// Final response (only sent when Type is "final_response")
+    /// </summary>
+    public LlmChatResponse? Response { get; set; }
+
+    /// <summary>
+    /// Error message (only sent when Type is "error")
+    /// </summary>
+    public string? Error { get; set; }
+
+    /// <summary>
+    /// Timestamp of the update
+    /// </summary>
+    public DateTime Timestamp { get; set; } = DateTime.UtcNow;
+}
+
 /// <summary>
 /// Configuration for an LLM provider
 /// </summary>

src/Managing.Application/LLM/Providers/GeminiProvider.cs

@@ -67,7 +67,7 @@ public class GeminiProvider : ILlmProvider
 
                     return delay;
                 },
-                onRetry: (outcome, timespan, retryCount, context) =>
+                onRetryAsync: async (outcome, timespan, retryCount, context) =>
                 {
                     var exception = outcome.Exception;
                     var response = outcome.Result;

src/Managing.Web3Proxy/src/generated/ManagingApiTypes.ts

@@ -1278,6 +1278,7 @@ export interface UserStrategyDetailsViewModel {
     walletBalances?: { [key: string]: number; } | null;
     ticker: Ticker;
     masterAgentName?: string | null;
+    botTradingBalance: number;
 }
 
 export interface PositionViewModel {
@@ -1443,6 +1444,19 @@ export interface JobStatusTypeSummary {
     count?: number;
 }
 
+export interface LlmProgressUpdate {
+    type?: string;
+    message?: string;
+    iteration?: number | null;
+    maxIterations?: number | null;
+    toolName?: string | null;
+    toolArguments?: { [key: string]: any; } | null;
+    content?: string | null;
+    response?: LlmChatResponse | null;
+    error?: string | null;
+    timestamp?: Date;
+}
+
 export interface LlmChatResponse {
     content?: string;
     provider?: string;

src/Managing.WebApp/src/generated/ManagingApi.ts

@@ -2910,6 +2910,45 @@ export class LlmClient extends AuthorizedApiBase {
         this.baseUrl = baseUrl ?? "http://localhost:5000";
     }
 
+    llm_ChatStream(request: LlmChatRequest): Promise<LlmProgressUpdate[]> {
+        let url_ = this.baseUrl + "/Llm/ChatStream";
+        url_ = url_.replace(/[?&]$/, "");
+
+        const content_ = JSON.stringify(request);
+
+        let options_: RequestInit = {
+            body: content_,
+            method: "POST",
+            headers: {
+                "Content-Type": "application/json",
+                "Accept": "application/json"
+            }
+        };
+
+        return this.transformOptions(options_).then(transformedOptions_ => {
+            return this.http.fetch(url_, transformedOptions_);
+        }).then((_response: Response) => {
+            return this.processLlm_ChatStream(_response);
+        });
+    }
+
+    protected processLlm_ChatStream(response: Response): Promise<LlmProgressUpdate[]> {
+        const status = response.status;
+        let _headers: any = {}; if (response.headers && response.headers.forEach) { response.headers.forEach((v: any, k: any) => _headers[k] = v); };
+        if (status === 200) {
+            return response.text().then((_responseText) => {
+            let result200: any = null;
+            result200 = _responseText === "" ? null : JSON.parse(_responseText, this.jsonParseReviver) as LlmProgressUpdate[];
+            return result200;
+            });
+        } else if (status !== 200 && status !== 204) {
+            return response.text().then((_responseText) => {
+            return throwException("An unexpected server error occurred.", status, _responseText, _headers);
+            });
+        }
+        return Promise.resolve<LlmProgressUpdate[]>(null as any);
+    }
+
     llm_Chat(request: LlmChatRequest): Promise<LlmChatResponse> {
         let url_ = this.baseUrl + "/Llm/Chat";
         url_ = url_.replace(/[?&]$/, "");
@@ -6067,6 +6106,7 @@ export interface UserStrategyDetailsViewModel {
     walletBalances?: { [key: string]: number; } | null;
     ticker: Ticker;
     masterAgentName?: string | null;
+    botTradingBalance: number;
 }
 
 export interface PositionViewModel {
@@ -6232,6 +6272,19 @@ export interface JobStatusTypeSummary {
     count?: number;
 }
 
+export interface LlmProgressUpdate {
+    type?: string;
+    message?: string;
+    iteration?: number | null;
+    maxIterations?: number | null;
+    toolName?: string | null;
+    toolArguments?: { [key: string]: any; } | null;
+    content?: string | null;
+    response?: LlmChatResponse | null;
+    error?: string | null;
+    timestamp?: Date;
+}
+
 export interface LlmChatResponse {
     content?: string;
     provider?: string;

src/Managing.WebApp/src/generated/ManagingApiTypes.ts

@@ -1278,6 +1278,7 @@ export interface UserStrategyDetailsViewModel {
     walletBalances?: { [key: string]: number; } | null;
     ticker: Ticker;
     masterAgentName?: string | null;
+    botTradingBalance: number;
 }
 
 export interface PositionViewModel {
@@ -1443,6 +1444,19 @@ export interface JobStatusTypeSummary {
     count?: number;
 }
 
+export interface LlmProgressUpdate {
+    type?: string;
+    message?: string;
+    iteration?: number | null;
+    maxIterations?: number | null;
+    toolName?: string | null;
+    toolArguments?: { [key: string]: any; } | null;
+    content?: string | null;
+    response?: LlmChatResponse | null;
+    error?: string | null;
+    timestamp?: Date;
+}
+
 export interface LlmChatResponse {
     content?: string;
     provider?: string;