diff --git a/src/NzbDrone.Core/DecisionEngine/DownloadDecisionMaker.cs b/src/NzbDrone.Core/DecisionEngine/DownloadDecisionMaker.cs
index de04eab8e..c7b48c407 100644
--- a/src/NzbDrone.Core/DecisionEngine/DownloadDecisionMaker.cs
+++ b/src/NzbDrone.Core/DecisionEngine/DownloadDecisionMaker.cs
@@ -141,11 +141,11 @@ private IEnumerable<DownloadDecision> GetDecisions(List<ReleaseInfo> reports, Se
                 {
                     if (decision.Rejections.Any())
                     {
-                        _logger.Debug("Release rejected for the following reasons: {0}", string.Join(", ", decision.Rejections));
+                        _logger.Debug("Release '{0}' from '{1}' rejected for the following reasons: {2}", report.Title, report.Indexer, string.Join(", ", decision.Rejections));
                     }
                     else
                     {
-                        _logger.Debug("Release accepted");
+                        _logger.Debug("Release '{0}' from '{1}' accepted", report.Title, report.Indexer);
                     }
 
                     yield return decision;
diff --git a/src/NzbDrone.Core/DecisionEngine/Specifications/UpgradableSpecification.cs b/src/NzbDrone.Core/DecisionEngine/Specifications/UpgradableSpecification.cs
index 782559e80..a6e4f9c53 100644
--- a/src/NzbDrone.Core/DecisionEngine/Specifications/UpgradableSpecification.cs
+++ b/src/NzbDrone.Core/DecisionEngine/Specifications/UpgradableSpecification.cs
@@ -36,13 +36,13 @@ public bool IsUpgradable(Profile profile, QualityModel currentQuality, List<Cust
 
             if (qualityCompare > 0)
             {
-                _logger.Debug("New item has a better quality");
+                _logger.Debug("New item has a better quality. Existing: {0}. New: {1}", currentQuality, newQuality);
                 return true;
             }
 
             if (qualityCompare < 0)
             {
-                _logger.Debug("Existing item has better quality, skipping");
+                _logger.Debug("Existing item has better quality, skipping. Existing: {0}. New: {1}", currentQuality, newQuality);
                 return false;
             }
 
@@ -53,6 +53,7 @@ public bool IsUpgradable(Profile profile, QualityModel currentQuality, List<Cust
             if (downloadPropersAndRepacks != ProperDownloadTypes.DoNotPrefer &&
                 qualityRevisionCompare > 0)
             {
+                _logger.Debug("New item has a better quality revision, skipping. Existing: {0}. New: {1}", currentQuality, newQuality);
                 return true;
             }
 
@@ -63,19 +64,21 @@ public bool IsUpgradable(Profile profile, QualityModel currentQuality, List<Cust
             if (downloadPropersAndRepacks != ProperDownloadTypes.DoNotPrefer &&
                 qualityRevisionCompare < 0)
             {
-                _logger.Debug("Existing item has a better quality revision, skipping");
+                _logger.Debug("Existing item has a better quality revision, skipping. Existing: {0}. New: {1}", currentQuality, newQuality);
                 return false;
             }
 
             if (newFormatScore <= currentFormatScore)
             {
-                _logger.Debug("New item's custom formats [{0}] do not improve on [{1}], skipping",
+                _logger.Debug("New item's custom formats [{0}] ({1}) do not improve on [{2}] ({3}), skipping",
                               newCustomFormats.ConcatToString(),
-                              currentCustomFormats.ConcatToString());
+                              newFormatScore,
+                              currentCustomFormats.ConcatToString(),
+                              currentFormatScore);
                 return false;
             }
 
-            _logger.Debug("New item has a custom format upgrade");
+            _logger.Debug("New item has a better custom format score");
             return true;
         }
 
@@ -115,7 +118,7 @@ public bool CutoffNotMet(Profile profile, QualityModel currentQuality, List<Cust
                 return true;
             }
 
-            _logger.Debug("Existing item meets cut-off. skipping.");
+            _logger.Debug("Existing item meets cut-off. skipping. Existing: {0}", currentQuality);
 
             return false;
         }
@@ -124,9 +127,10 @@ public bool IsRevisionUpgrade(QualityModel currentQuality, QualityModel newQuali
         {
             var compare = newQuality.Revision.CompareTo(currentQuality.Revision);
 
+            // Comparing the quality directly because we don't want to upgrade to a proper for a webrip from a webdl or vice versa
             if (currentQuality.Quality == newQuality.Quality && compare > 0)
             {
-                _logger.Debug("New quality is a better revision for existing quality");
+                _logger.Debug("New quality is a better revision for existing quality. Existing: {0}. New: {1}", currentQuality, newQuality);
                 return true;
             }