diff --git a/oAI/Services/ExternalMCPManager.swift b/oAI/Services/ExternalMCPManager.swift
index 7b76fe7..2c64cd0 100644
--- a/oAI/Services/ExternalMCPManager.swift
+++ b/oAI/Services/ExternalMCPManager.swift
@@ -52,8 +52,18 @@ final class ExternalMCPManager {
             restartAttempts.removeValue(forKey: id)
             removeCachedSchemas(for: id)
         }
-        for server in servers where server.isEnabled && clients[server.id] == nil {
-            startClient(for: server)
+        for server in servers where server.isEnabled {
+            if clients[server.id] == nil {
+                startClient(for: server)
+            } else if serverConfigs[server.id] != server {
+                // Same server, different settings — e.g. the user just edited it in Settings. A
+                // client already existing here (in ANY state, including .crashed/.error) used to
+                // mean reconfigure did nothing for it at all, so an edited config never reached the
+                // running connection until the next app launch — this is the fix for that (Rune hit
+                // it directly: editing Obsidian's URL/token and clicking Save appeared to do
+                // nothing because the crashed client just kept sitting there with the old config).
+                restartFresh(server)
+            }
         }
     }
 
@@ -82,9 +92,16 @@ final class ExternalMCPManager {
     /// to somehow resolve on their own; neither state is retried automatically.
     func retryClient(id: UUID) {
         guard let server = serverConfigs[id] else { return }
-        restartAttempts.removeValue(forKey: id)
-        restartTasks[id]?.cancel()
-        restartTasks.removeValue(forKey: id)
+        restartFresh(server)
+    }
+
+    /// Clears any pending restart backoff/attempt count and starts a client from scratch — shared
+    /// by `retryClient` (manual retry after fixing an external cause) and `reconfigure` (an already-
+    /// connecting/crashed server whose settings just changed, e.g. via Edit).
+    private func restartFresh(_ server: ExternalMCPServer) {
+        restartAttempts.removeValue(forKey: server.id)
+        restartTasks[server.id]?.cancel()
+        restartTasks.removeValue(forKey: server.id)
         startClient(for: server)
     }
 
diff --git a/oAI/Services/ExternalMCPModels.swift b/oAI/Services/ExternalMCPModels.swift
index 99c6546..a265458 100644
--- a/oAI/Services/ExternalMCPModels.swift
+++ b/oAI/Services/ExternalMCPModels.swift
@@ -14,7 +14,7 @@ nonisolated enum MCPTransportKind: String, Codable, Sendable, CaseIterable {
     case http
 }
 
-nonisolated struct ExternalMCPServer: Codable, Identifiable, Sendable {
+nonisolated struct ExternalMCPServer: Codable, Identifiable, Sendable, Equatable {
     var id: UUID
     var name: String
     var transportKind: MCPTransportKind
diff --git a/oAITests/ExternalMCPModelsTests.swift b/oAITests/ExternalMCPModelsTests.swift
index 8357e02..d9f0fb7 100644
--- a/oAITests/ExternalMCPModelsTests.swift
+++ b/oAITests/ExternalMCPModelsTests.swift
@@ -213,3 +213,25 @@ struct MissingCommandDetectionTests {
         #expect(SettingsView.missingCommand(from: state) == "npx")
     }
 }
+
+@Suite("ExternalMCPServer.Equatable")
+struct ExternalMCPServerEquatableTests {
+
+    @Test("Two servers with identical fields are equal")
+    func identicalServersAreEqual() {
+        let id = UUID()
+        let createdAt = Date()
+        let a = ExternalMCPServer(id: id, name: "Obsidian", transportKind: .http, url: "http://127.0.0.1:27123/mcp/", bearerToken: "tok", timeout: 30, createdAt: createdAt)
+        let b = ExternalMCPServer(id: id, name: "Obsidian", transportKind: .http, url: "http://127.0.0.1:27123/mcp/", bearerToken: "tok", timeout: 30, createdAt: createdAt)
+        #expect(a == b)
+    }
+
+    @Test("A changed URL/bearerToken makes servers unequal — this is what ExternalMCPManager.reconfigure uses to detect an edit")
+    func editedFieldsMakeServersUnequal() {
+        let id = UUID()
+        let createdAt = Date()
+        let original = ExternalMCPServer(id: id, name: "Obsidian", transportKind: .http, url: "http://127.0.0.1:27123/mcp/", bearerToken: "old-token", timeout: 30, createdAt: createdAt)
+        let edited = ExternalMCPServer(id: id, name: "Obsidian", transportKind: .http, url: "http://127.0.0.1:27123/mcp/", bearerToken: "new-token", timeout: 30, createdAt: createdAt)
+        #expect(original != edited)
+    }
+}