diff --git a/src/Apps/W1/EDocument/App/src/Processing/AI/EDocAIToolProcessor.Codeunit.al b/src/Apps/W1/EDocument/App/src/Processing/AI/EDocAIToolProcessor.Codeunit.al
index a423e0f205..b9fd9b5549 100644
--- a/src/Apps/W1/EDocument/App/src/Processing/AI/EDocAIToolProcessor.Codeunit.al
+++ b/src/Apps/W1/EDocument/App/src/Processing/AI/EDocAIToolProcessor.Codeunit.al
@@ -37,13 +37,20 @@ codeunit 6195 "E-Doc. AI Tool Processor"
     procedure Setup(EDocAISystem: Interface IEDocAISystem): Boolean
     var
         CopilotCapability: Codeunit "Copilot Capability";
+        CapabilityNotRegisteredTxt: Label 'Copilot capability is not registered for E-Document Matching Assistance', Locked = true;
+        CapabilityNotActiveTxt: Label 'Copilot capability is not active for E-Document Matching Assistance', Locked = true;
     begin
         Clear(TelemetryDimensions);
+        AISystem := EDocAISystem;
 
-        if not CopilotCapability.IsCapabilityRegistered(Enum::"Copilot Capability"::"E-Document Matching Assistance") then
+        if not CopilotCapability.IsCapabilityRegistered(Enum::"Copilot Capability"::"E-Document Matching Assistance") then begin
+            Session.LogMessage('', CapabilityNotRegisteredTxt, Verbosity::Warning, DataClassification::SystemMetadata, TelemetryScope::All, 'Category', AISystem.GetFeatureName());
             exit(false);
-        if not CopilotCapability.IsCapabilityActive(Enum::"Copilot Capability"::"E-Document Matching Assistance") then
+        end;
+        if not CopilotCapability.IsCapabilityActive(Enum::"Copilot Capability"::"E-Document Matching Assistance") then begin
+            Session.LogMessage('', CapabilityNotActiveTxt, Verbosity::Warning, DataClassification::SystemMetadata, TelemetryScope::All, 'Category', AISystem.GetFeatureName());
             exit(false);
+        end;
 
         // Setup Azure OpenAI
         AzureOpenAI.SetAuthorization(Enum::"AOAI Model Type"::"Chat Completions", GetDefaultModel());
@@ -54,7 +61,6 @@ codeunit 6195 "E-Doc. AI Tool Processor"
         AOAIChatCompletionParams.SetTemperature(GetDefaultTemperature());
 
         // Setup AI system and messages
-        AISystem := EDocAISystem;
         SetupChatMessages();
 
         // Setup telemetry
diff --git a/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocDeferralMatching.Codeunit.al b/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocDeferralMatching.Codeunit.al
index 39df7525f2..878a814d78 100644
--- a/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocDeferralMatching.Codeunit.al
+++ b/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocDeferralMatching.Codeunit.al
@@ -36,9 +36,12 @@ codeunit 6129 "E-Doc. Deferral Matching" implements "AOAI Function", IEDocAISyst
         MatchedCount: Integer;
         TelemetryDimensions: Dictionary of [Text, Text];
         ActivityLogTitleTxt: Label 'Deferral template %1', Comment = '%1 = Deferral template Code';
+        NoDeferralTemplatesTxt: Label 'No Deferral Templates found in the system, skipping AI matching', Locked = true;
     begin
-        if DeferralTemplate.IsEmpty() then
+        if DeferralTemplate.IsEmpty() then begin
+            Session.LogMessage('', NoDeferralTemplatesTxt, Verbosity::Warning, DataClassification::SystemMetadata, TelemetryScope::All, 'Category', GetFeatureName());
             exit;
+        end;
 
         if EDocumentAIProcessor.Setup(this) then
             if not EDocumentAIProcessor.Process(CreateUserMessage(Rec), Response) then
diff --git a/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocGLAccountMatching.Codeunit.al b/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocGLAccountMatching.Codeunit.al
index 69ed3e6490..9cda684427 100644
--- a/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocGLAccountMatching.Codeunit.al
+++ b/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocGLAccountMatching.Codeunit.al
@@ -39,9 +39,12 @@ codeunit 6126 "E-Doc. GL Account Matching" implements "AOAI Function", IEDocAISy
         TelemetryDimensions: Dictionary of [Text, Text];
         ActivityLogTitleTxt: Label 'GL Account %1', Comment = '%1 = G/L Account No.';
         AIAccountMatchEventTok: Label 'GL Account AI Match', Locked = true;
+        NoGLAccountsTxt: Label 'No G/L Accounts found in the system, skipping AI matching', Locked = true;
     begin
-        if GLAccount.IsEmpty() then
+        if GLAccount.IsEmpty() then begin
+            Session.LogMessage('', NoGLAccountsTxt, Verbosity::Warning, DataClassification::SystemMetadata, TelemetryScope::All, 'Category', GetFeatureName());
             exit;
+        end;
 
         if not EDocumentAIProcessor.Setup(this) then
             exit;
diff --git a/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocHistoricalMatching.Codeunit.al b/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocHistoricalMatching.Codeunit.al
index 9531cafeb0..ea7fce6bab 100644
--- a/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocHistoricalMatching.Codeunit.al
+++ b/src/Apps/W1/EDocument/App/src/Processing/AI/Tools/EDocHistoricalMatching.Codeunit.al
@@ -135,9 +135,13 @@ codeunit 6177 "E-Doc. Historical Matching" implements "AOAI Function", IEDocAISy
         CouldNotFindHeaderErr: Label 'Could not find E-Document Purchase Header for E-Document Entry No. %1', Comment = '%1 = E-Document Entry No.', Locked = true;
         NoUnmatchedLinesErr: Label 'No unmatched E-Document Purchase Lines found for E-Document Entry No. %1', Comment = '%1 = E-Document Entry No.', Locked = true;
         HistoricalTempTableIsEmptyErr: Label 'No historical purchase invoice lines found for E-Document Entry No. %1', Comment = '%1 = E-Document Entry No.', Locked = true;
+        NoPurchaseLinesTxt: Label 'No E-Document Purchase Lines found, skipping historical matching', Locked = true;
+        NoPotentialMatchesTxt: Label 'No potential historical matches found after data collection', Locked = true;
     begin
-        if not EDocumentPurchaseLine.FindFirst() then
+        if not EDocumentPurchaseLine.FindFirst() then begin
+            Session.LogMessage('', NoPurchaseLinesTxt, Verbosity::Warning, DataClassification::SystemMetadata, TelemetryScope::All, 'Category', GetFeatureName());
             exit(false);
+        end;
 
         EDocSystemId := EDocumentPurchaseLine.SystemId;
 
@@ -171,6 +175,9 @@ codeunit 6177 "E-Doc. Historical Matching" implements "AOAI Function", IEDocAISy
         Clear(TempHistoricalMatchBuffer);
         CollectPotentialMatches(EDocumentPurchaseLine, TempPurchInvLine, VendorNo);
 
+        if TempHistoricalMatchBuffer.IsEmpty() then
+            Session.LogMessage('', NoPotentialMatchesTxt, Verbosity::Warning, DataClassification::SystemMetadata, TelemetryScope::All, 'Category', GetFeatureName());
+
         exit(not TempHistoricalMatchBuffer.IsEmpty());
     end;