diff --git a/Sources/Grodt/Application/routes/routes+Dependencies.swift b/Sources/Grodt/Application/routes/routes+Dependencies.swift
index e4b19fc..c9e7edf 100644
--- a/Sources/Grodt/Application/routes/routes+Dependencies.swift
+++ b/Sources/Grodt/Application/routes/routes+Dependencies.swift
@@ -195,6 +195,7 @@ func installGlobalMiddleware(_ app: Application) {
     let globalRateLimiter = RateLimiterMiddleware(maxRequests: 100, perSeconds: 60)
     app.middleware.use(app.sessions.middleware)
     app.middleware.use(globalRateLimiter)
+    app.middleware.use(AccessLogMiddleware(app: app))
 }
 
 func scheduleNightlyJobs(_ app: Application, _ container: AppContainer) throws {
diff --git a/Sources/Grodt/Configuration/EnvironmentVariable.swift b/Sources/Grodt/Configuration/EnvironmentVariable.swift
index 7b74c6f..36194de 100644
--- a/Sources/Grodt/Configuration/EnvironmentVariable.swift
+++ b/Sources/Grodt/Configuration/EnvironmentVariable.swift
@@ -16,6 +16,12 @@ extension Int: EnvironmentVariableConvertible {
     }
 }
 
+extension Bool: EnvironmentVariableConvertible {
+    static func convert(from environmentString: String) -> Bool? {
+        return environmentString.lowercased() == "true"
+    }
+}
+
 extension Optional<Int>: EnvironmentVariableConvertible {
     static func convert(from environmentString: String) -> Optional<Int>? {
         return Int(environmentString)
diff --git a/Sources/Grodt/Endpoints/Routes/ski/home/BrokerageInfoDTO.swift b/Sources/Grodt/Endpoints/DTOs/BrokerageInfoDTO.swift
similarity index 100%
rename from Sources/Grodt/Endpoints/Routes/ski/home/BrokerageInfoDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/BrokerageInfoDTO.swift
diff --git a/Sources/Grodt/DTOs/CreatePortfolioRequestDTO.swift b/Sources/Grodt/Endpoints/DTOs/CreatePortfolioRequestDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/CreatePortfolioRequestDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/CreatePortfolioRequestDTO.swift
diff --git a/Sources/Grodt/DTOs/CreateTransactionRequestDTO.swift b/Sources/Grodt/Endpoints/DTOs/CreateTransactionRequestDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/CreateTransactionRequestDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/CreateTransactionRequestDTO.swift
diff --git a/Sources/Grodt/DTOs/CurrencyDTO.swift b/Sources/Grodt/Endpoints/DTOs/CurrencyDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/CurrencyDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/CurrencyDTO.swift
diff --git a/Sources/Grodt/DTOs/DTOMappers/CurrencyDTOMapper.swift b/Sources/Grodt/Endpoints/DTOs/DTOMappers/CurrencyDTOMapper.swift
similarity index 100%
rename from Sources/Grodt/DTOs/DTOMappers/CurrencyDTOMapper.swift
rename to Sources/Grodt/Endpoints/DTOs/DTOMappers/CurrencyDTOMapper.swift
diff --git a/Sources/Grodt/DTOs/DTOMappers/DatedPerformanceDTOMapper.swift b/Sources/Grodt/Endpoints/DTOs/DTOMappers/DatedPerformanceDTOMapper.swift
similarity index 100%
rename from Sources/Grodt/DTOs/DTOMappers/DatedPerformanceDTOMapper.swift
rename to Sources/Grodt/Endpoints/DTOs/DTOMappers/DatedPerformanceDTOMapper.swift
diff --git a/Sources/Grodt/DTOs/DTOMappers/InvestmentDTOMapper.swift b/Sources/Grodt/Endpoints/DTOs/DTOMappers/InvestmentDTOMapper.swift
similarity index 100%
rename from Sources/Grodt/DTOs/DTOMappers/InvestmentDTOMapper.swift
rename to Sources/Grodt/Endpoints/DTOs/DTOMappers/InvestmentDTOMapper.swift
diff --git a/Sources/Grodt/DTOs/DTOMappers/LoginResponseDTOMapper.swift b/Sources/Grodt/Endpoints/DTOs/DTOMappers/LoginResponseDTOMapper.swift
similarity index 100%
rename from Sources/Grodt/DTOs/DTOMappers/LoginResponseDTOMapper.swift
rename to Sources/Grodt/Endpoints/DTOs/DTOMappers/LoginResponseDTOMapper.swift
diff --git a/Sources/Grodt/DTOs/DTOMappers/PortfolioDTOMapper.swift b/Sources/Grodt/Endpoints/DTOs/DTOMappers/PortfolioDTOMapper.swift
similarity index 100%
rename from Sources/Grodt/DTOs/DTOMappers/PortfolioDTOMapper.swift
rename to Sources/Grodt/Endpoints/DTOs/DTOMappers/PortfolioDTOMapper.swift
diff --git a/Sources/Grodt/DTOs/DTOMappers/TickerDTOMapper.swift b/Sources/Grodt/Endpoints/DTOs/DTOMappers/TickerDTOMapper.swift
similarity index 100%
rename from Sources/Grodt/DTOs/DTOMappers/TickerDTOMapper.swift
rename to Sources/Grodt/Endpoints/DTOs/DTOMappers/TickerDTOMapper.swift
diff --git a/Sources/Grodt/DTOs/DTOMappers/UserDTOMapper.swift b/Sources/Grodt/Endpoints/DTOs/DTOMappers/UserDTOMapper.swift
similarity index 100%
rename from Sources/Grodt/DTOs/DTOMappers/UserDTOMapper.swift
rename to Sources/Grodt/Endpoints/DTOs/DTOMappers/UserDTOMapper.swift
diff --git a/Sources/Grodt/Endpoints/Routes/ski/home/HomeResponseDTO.swift b/Sources/Grodt/Endpoints/DTOs/HomeResponseDTO.swift
similarity index 100%
rename from Sources/Grodt/Endpoints/Routes/ski/home/HomeResponseDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/HomeResponseDTO.swift
diff --git a/Sources/Grodt/DTOs/InvestmentDTO.swift b/Sources/Grodt/Endpoints/DTOs/InvestmentDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/InvestmentDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/InvestmentDTO.swift
diff --git a/Sources/Grodt/DTOs/InvestmentDetailDTO.swift b/Sources/Grodt/Endpoints/DTOs/InvestmentDetailDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/InvestmentDetailDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/InvestmentDetailDTO.swift
diff --git a/Sources/Grodt/DTOs/LoginResponseDTO.swift b/Sources/Grodt/Endpoints/DTOs/LoginResponseDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/LoginResponseDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/LoginResponseDTO.swift
diff --git a/Sources/Grodt/DTOs/PerformanceDTO.swift b/Sources/Grodt/Endpoints/DTOs/PerformanceDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/PerformanceDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/PerformanceDTO.swift
diff --git a/Sources/Grodt/DTOs/PerformanceTimeSeriesDTO.swift b/Sources/Grodt/Endpoints/DTOs/PerformanceTimeSeriesDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/PerformanceTimeSeriesDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/PerformanceTimeSeriesDTO.swift
diff --git a/Sources/Grodt/DTOs/PortfolioDTO.swift b/Sources/Grodt/Endpoints/DTOs/PortfolioDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/PortfolioDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/PortfolioDTO.swift
diff --git a/Sources/Grodt/DTOs/PortfolioInfoDTO.swift b/Sources/Grodt/Endpoints/DTOs/PortfolioInfoDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/PortfolioInfoDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/PortfolioInfoDTO.swift
diff --git a/Sources/Grodt/DTOs/RenamePortfolioRequestDTO.swift b/Sources/Grodt/Endpoints/DTOs/RenamePortfolioRequestDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/RenamePortfolioRequestDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/RenamePortfolioRequestDTO.swift
diff --git a/Sources/Grodt/DTOs/Response.swift b/Sources/Grodt/Endpoints/DTOs/Response.swift
similarity index 100%
rename from Sources/Grodt/DTOs/Response.swift
rename to Sources/Grodt/Endpoints/DTOs/Response.swift
diff --git a/Sources/Grodt/DTOs/TickerDTO.swift b/Sources/Grodt/Endpoints/DTOs/TickerDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/TickerDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/TickerDTO.swift
diff --git a/Sources/Grodt/DTOs/UserInfoDTO.swift b/Sources/Grodt/Endpoints/DTOs/UserInfoDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/UserInfoDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/UserInfoDTO.swift
diff --git a/Sources/Grodt/DTOs/brokerages/BrokerageAccountDTO.swift b/Sources/Grodt/Endpoints/DTOs/brokerages/BrokerageAccountDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/brokerages/BrokerageAccountDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/brokerages/BrokerageAccountDTO.swift
diff --git a/Sources/Grodt/DTOs/brokerages/BrokerageAccountDTOMapper.swift b/Sources/Grodt/Endpoints/DTOs/brokerages/BrokerageAccountDTOMapper.swift
similarity index 100%
rename from Sources/Grodt/DTOs/brokerages/BrokerageAccountDTOMapper.swift
rename to Sources/Grodt/Endpoints/DTOs/brokerages/BrokerageAccountDTOMapper.swift
diff --git a/Sources/Grodt/DTOs/brokerages/BrokerageAccountInfoDTO.swift b/Sources/Grodt/Endpoints/DTOs/brokerages/BrokerageAccountInfoDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/brokerages/BrokerageAccountInfoDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/brokerages/BrokerageAccountInfoDTO.swift
diff --git a/Sources/Grodt/DTOs/brokerages/BrokerageDTO.swift b/Sources/Grodt/Endpoints/DTOs/brokerages/BrokerageDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/brokerages/BrokerageDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/brokerages/BrokerageDTO.swift
diff --git a/Sources/Grodt/DTOs/brokerages/BrokerageDTOMapper.swift b/Sources/Grodt/Endpoints/DTOs/brokerages/BrokerageDTOMapper.swift
similarity index 100%
rename from Sources/Grodt/DTOs/brokerages/BrokerageDTOMapper.swift
rename to Sources/Grodt/Endpoints/DTOs/brokerages/BrokerageDTOMapper.swift
diff --git a/Sources/Grodt/DTOs/brokerages/CreateBrokerageRequestDTO.swift b/Sources/Grodt/Endpoints/DTOs/brokerages/CreateBrokerageRequestDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/brokerages/CreateBrokerageRequestDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/brokerages/CreateBrokerageRequestDTO.swift
diff --git a/Sources/Grodt/DTOs/transactions/TransactionDTO.swift b/Sources/Grodt/Endpoints/DTOs/transactions/TransactionDTO.swift
similarity index 100%
rename from Sources/Grodt/DTOs/transactions/TransactionDTO.swift
rename to Sources/Grodt/Endpoints/DTOs/transactions/TransactionDTO.swift
diff --git a/Sources/Grodt/DTOs/transactions/TransactionDTOMapper.swift b/Sources/Grodt/Endpoints/DTOs/transactions/TransactionDTOMapper.swift
similarity index 100%
rename from Sources/Grodt/DTOs/transactions/TransactionDTOMapper.swift
rename to Sources/Grodt/Endpoints/DTOs/transactions/TransactionDTOMapper.swift
diff --git a/Sources/Grodt/BusinessLogic/PriceService/CachedPriceService.swift b/Sources/Grodt/Endpoints/Services/PriceService/CachedPriceService.swift
similarity index 100%
rename from Sources/Grodt/BusinessLogic/PriceService/CachedPriceService.swift
rename to Sources/Grodt/Endpoints/Services/PriceService/CachedPriceService.swift
diff --git a/Sources/Grodt/BusinessLogic/PriceService/LivePriceService.swift b/Sources/Grodt/Endpoints/Services/PriceService/LivePriceService.swift
similarity index 100%
rename from Sources/Grodt/BusinessLogic/PriceService/LivePriceService.swift
rename to Sources/Grodt/Endpoints/Services/PriceService/LivePriceService.swift
diff --git a/Sources/Grodt/BusinessLogic/PriceService/PriceService.swift b/Sources/Grodt/Endpoints/Services/PriceService/PriceService.swift
similarity index 100%
rename from Sources/Grodt/BusinessLogic/PriceService/PriceService.swift
rename to Sources/Grodt/Endpoints/Services/PriceService/PriceService.swift
diff --git a/Sources/Grodt/BusinessLogic/PriceService/QuoteCache.swift b/Sources/Grodt/Endpoints/Services/PriceService/QuoteCache.swift
similarity index 100%
rename from Sources/Grodt/BusinessLogic/PriceService/QuoteCache.swift
rename to Sources/Grodt/Endpoints/Services/PriceService/QuoteCache.swift
diff --git a/Sources/Grodt/Middleware/AccessLogMiddleware.swift/AccessLogMiddleware.swift b/Sources/Grodt/Middleware/AccessLogMiddleware.swift/AccessLogMiddleware.swift
new file mode 100644
index 0000000..47ef734
--- /dev/null
+++ b/Sources/Grodt/Middleware/AccessLogMiddleware.swift/AccessLogMiddleware.swift
@@ -0,0 +1,140 @@
+import Vapor
+import NIOCore
+
+/// Verbose access/error logging with safe header redaction and request-id propagation.
+/// Reads switches from `app.config.logging`.
+struct AccessLogMiddleware: AsyncMiddleware {
+    
+    struct Config {
+        var logRequestHeaders: Bool
+        var logResponseHeaders: Bool
+        var logRequestBodyPreview: Bool
+        var maxBodyPreviewBytes: Int
+        var redactedHeaders: Set<String>
+
+        static func from(app: Application) -> Config {
+            let loggingEnv = app.config.logging
+
+            return Config(
+                logRequestHeaders: loggingEnv.requestLogHeaders == true,
+                logResponseHeaders: loggingEnv.responseLogHeaders == true,
+                logRequestBodyPreview: loggingEnv.requestLogBodyPreview == true,
+                maxBodyPreviewBytes: max(loggingEnv.requestLogBodyPreviewMax ?? 1024, 1),
+                redactedHeaders: ["authorization", "cookie", "set-cookie", "proxy-authorization"]
+            )
+        }
+    }
+
+    private let config: Config
+
+    /// Preferred initializer: build config from `AppConfiguration`.
+    init(app: Application) {
+        self.config = Config.from(app: app)
+    }
+
+    /// Testing convenience initializer.
+    init(config: Config) {
+        self.config = config
+    }
+
+    func respond(to req: Request, chainingTo next: AsyncResponder) async throws -> Response {
+        // Correlation id: honor incoming X-Request-ID or assign a new one.
+        let requestID = req.headers.first(name: .xRequestID) ?? UUID().uuidString
+
+        // Attach to logger metadata so inner logs inherit it.
+        var requestScopedLogger = req.logger
+        requestScopedLogger[metadataKey: "request-id"] = .string(requestID)
+
+        // Basic request context
+        let method = req.method.string
+        let scheme = req.url.scheme ?? "unknown"
+        let host = req.headers.first(name: .host) ?? req.application.http.server.configuration.hostname
+        let path = req.url.path.isEmpty ? "/" : req.url.path
+        let query = req.url.query ?? ""
+        let userAgent = req.headers.first(name: .userAgent) ?? "-"
+        let referer = req.headers.first(name: .referer) ?? "-"
+        let clientIP = req.remoteAddress?.ipAddress ?? req.remoteAddress?.description ?? "-"
+        let contentLength = req.headers.first(name: .contentLength) ?? "-"
+        let userID = req.auth.get(User.self)?.id?.uuidString ?? "-"
+
+        // Optional header logging (redacted)
+        let requestHeadersSnapshot: String? = config.logRequestHeaders
+            ? redacted(headers: req.headers, redactedNames: config.redactedHeaders)
+            : nil
+
+        // Optional body preview: only if resident (do not consume streaming bodies)
+        let requestBodyPreview: String? = {
+            guard config.logRequestBodyPreview,
+                  let buffer = req.body.data,
+                  buffer.readableBytes > 0
+            else { return nil }
+            let previewLength = min(buffer.readableBytes, config.maxBodyPreviewBytes)
+            guard let slice = buffer.getSlice(at: 0, length: previewLength) else { return nil }
+            return String(buffer: slice)
+        }()
+
+        // Request start log
+        requestScopedLogger.info("⇢ \(method) \(scheme)://\(host)\(path)\(query.isEmpty ? "" : "?\(query)") [ip:\(clientIP), user:\(userID), ua:\(userAgent), referer:\(referer), content-length:\(contentLength)]\(requestHeadersSnapshot.map { " headers:\($0)" } ?? "")\(requestBodyPreview.map { " body-preview:\($0)" } ?? "")")
+
+        let startedAt = NIODeadline.now()
+
+        do {
+            let response = try await next.respond(to: req)
+            let elapsedMs = millisecondsSince(startedAt)
+
+            // Ensure response carries the request id for client correlation.
+            var responseHeaders = response.headers
+            if responseHeaders.first(name: .xRequestID) == nil {
+                responseHeaders.add(name: .xRequestID, value: requestID)
+            }
+            response.headers = responseHeaders
+
+            // Optional response headers snapshot
+            let responseHeadersSnapshot: String? = config.logResponseHeaders
+                ? redacted(headers: response.headers, redactedNames: config.redactedHeaders)
+                : nil
+
+            let statusCode = response.status.code
+            let responseLength = response.headers.first(name: .contentLength) ?? "-"
+
+            if statusCode >= 500 {
+                requestScopedLogger.error("⇠ \(statusCode) \(method) \(path) (\(elapsedMs) ms) [resp-bytes:\(responseLength)]\(responseHeadersSnapshot.map { " headers:\($0)" } ?? "")")
+            } else if statusCode >= 400 {
+                requestScopedLogger.warning("⇠ \(statusCode) \(method) \(path) (\(elapsedMs) ms) [resp-bytes:\(responseLength)]\(responseHeadersSnapshot.map { " headers:\($0)" } ?? "")")
+            } else {
+                requestScopedLogger.info("⇠ \(statusCode) \(method) \(path) (\(elapsedMs) ms) [resp-bytes:\(responseLength)]\(responseHeadersSnapshot.map { " headers:\($0)" } ?? "")")
+            }
+
+            return response
+        } catch {
+            let elapsedMs = millisecondsSince(startedAt)
+            // `reflecting:` usually contains lower-level details (e.g., SQL / decoding errors).
+            requestScopedLogger.error("✗ 500 \(method) \(path) (\(elapsedMs) ms) error: \(String(describing: error)) details: \(String(reflecting: error)) [ip:\(clientIP), user:\(userID), req-id:\(requestID)]")
+            throw error
+        }
+    }
+
+    // MARK: - Helpers
+
+    private func millisecondsSince(_ start: NIODeadline) -> Int {
+        let nanos = (NIODeadline.now().uptimeNanoseconds &- start.uptimeNanoseconds)
+        return Int(nanos / 1_000_000)
+    }
+
+    private func redacted(headers: HTTPHeaders, redactedNames: Set<String>) -> String {
+        var items: [String] = []
+        for (headerName, headerValue) in headers {
+            if redactedNames.contains(headerName.lowercased()) {
+                items.append("\(headerName): <redacted>")
+            } else {
+                items.append("\(headerName): \(headerValue)")
+            }
+        }
+        return "{ " + items.joined(separator: ", ") + " }"
+    }
+}
+
+// Small convenience for request-id propagation
+extension HTTPHeaders.Name {
+    static let xRequestID = HTTPHeaders.Name("X-Request-ID")
+}
diff --git a/Sources/Grodt/Middleware/AccessLogMiddleware.swift/AppConfiguration+Logging.swift b/Sources/Grodt/Middleware/AccessLogMiddleware.swift/AppConfiguration+Logging.swift
new file mode 100644
index 0000000..a598b8c
--- /dev/null
+++ b/Sources/Grodt/Middleware/AccessLogMiddleware.swift/AppConfiguration+Logging.swift
@@ -0,0 +1,21 @@
+extension AppConfiguration {
+    struct Logging {
+        // Enable logging of request headers (with redaction)
+        @OptionalEnvironmentVariable(key: "REQUEST_LOG_HEADERS")
+        var requestLogHeaders: Bool?
+
+        // Enable logging of response headers (with redaction)
+        @OptionalEnvironmentVariable(key: "RESPONSE_LOG_HEADERS")
+        var responseLogHeaders: Bool?
+
+        // Enable logging of a safe preview of the request body (resident bodies only)
+        @OptionalEnvironmentVariable(key: "REQUEST_LOG_BODY_PREVIEW")
+        var requestLogBodyPreview: Bool?
+
+        // Max bytes to preview from the request body if enabled (default 1024)
+        @OptionalEnvironmentVariable(key: "REQUEST_LOG_BODY_PREVIEW_MAX")
+        var requestLogBodyPreviewMax: Int?
+    }
+
+    var logging: Logging { Logging() }
+}
diff --git a/Sources/Grodt/BusinessLogic/RateLimiterMiddleware/ClientRequestStore.swift b/Sources/Grodt/Middleware/RateLimiterMiddleware/ClientRequestStore.swift
similarity index 100%
rename from Sources/Grodt/BusinessLogic/RateLimiterMiddleware/ClientRequestStore.swift
rename to Sources/Grodt/Middleware/RateLimiterMiddleware/ClientRequestStore.swift
diff --git a/Sources/Grodt/BusinessLogic/RateLimiterMiddleware/RateLimiterMiddleware.swift b/Sources/Grodt/Middleware/RateLimiterMiddleware/RateLimiterMiddleware.swift
similarity index 100%
rename from Sources/Grodt/BusinessLogic/RateLimiterMiddleware/RateLimiterMiddleware.swift
rename to Sources/Grodt/Middleware/RateLimiterMiddleware/RateLimiterMiddleware.swift
diff --git a/Sources/Grodt/BusinessLogic/Request+requiredParameter.swift b/Sources/Grodt/Utilities/Request+requiredParameter.swift
similarity index 100%
rename from Sources/Grodt/BusinessLogic/Request+requiredParameter.swift
rename to Sources/Grodt/Utilities/Request+requiredParameter.swift