diff --git a/unison-cli/src/Unison/Codebase/Editor/HandleInput/Upgrade.hs b/unison-cli/src/Unison/Codebase/Editor/HandleInput/Upgrade.hs
index 3d40d9c972..61c7cdaf7e 100644
--- a/unison-cli/src/Unison/Codebase/Editor/HandleInput/Upgrade.hs
+++ b/unison-cli/src/Unison/Codebase/Editor/HandleInput/Upgrade.hs
@@ -192,13 +192,13 @@ handleUpgrade oldDepName newDepName = do
       maybePath <-
         if isTranscript
           then pure Nothing
-          else do
+          else fmap Just do
             maybeLatestFile <- Cli.getLatestFile
-            case maybeLatestFile of
-              Nothing -> pure (Just "scratch.u")
-              Just (file, _) -> pure (Just file)
+            pure case maybeLatestFile of
+              Nothing -> "scratch.u"
+              Just (file, _) -> file
       Cli.respond (Output.DisplayDefinitionsString maybePath prettyUnisonFile)
-      Cli.respond (Output.UpgradeFailure oldDepName newDepName)
+      Cli.respond (Output.UpgradeFailure (fromMaybe "scratch.u" maybePath) oldDepName newDepName)
       Cli.returnEarlyWithoutOutput
 
   branchUpdates <-
diff --git a/unison-cli/src/Unison/Codebase/Editor/Output.hs b/unison-cli/src/Unison/Codebase/Editor/Output.hs
index 84dc4e3f8d..cb456e1d47 100644
--- a/unison-cli/src/Unison/Codebase/Editor/Output.hs
+++ b/unison-cli/src/Unison/Codebase/Editor/Output.hs
@@ -389,7 +389,7 @@ data Output
   | UpdateTypecheckingFailure
   | UpdateTypecheckingSuccess
   | UpdateIncompleteConstructorSet UpdateOrUpgrade Name (Map ConstructorId Name) (Maybe Int)
-  | UpgradeFailure !NameSegment !NameSegment
+  | UpgradeFailure !FilePath !NameSegment !NameSegment
   | UpgradeSuccess !NameSegment !NameSegment
 
 data UpdateOrUpgrade = UOUUpdate | UOUUpgrade
diff --git a/unison-cli/src/Unison/CommandLine/OutputMessages.hs b/unison-cli/src/Unison/CommandLine/OutputMessages.hs
index d92ac20ea0..eb3ed5668b 100644
--- a/unison-cli/src/Unison/CommandLine/OutputMessages.hs
+++ b/unison-cli/src/Unison/CommandLine/OutputMessages.hs
@@ -2183,12 +2183,14 @@ notifyUser dir = \case
                   <> operationName
                   <> "again."
             ]
-  UpgradeFailure old new ->
+  UpgradeFailure path old new ->
     pure . P.wrap $
       "I couldn't automatically upgrade"
         <> P.text (NameSegment.toText old)
         <> "to"
         <> P.group (P.text (NameSegment.toText new) <> ".")
+        <> "However, I've added the definitions that need attention to the top of"
+        <> P.group (prettyFilePath path <> ".")
   UpgradeSuccess old new ->
     pure . P.wrap $
       "I upgraded"
diff --git a/unison-src/transcripts/fix4482.output.md b/unison-src/transcripts/fix4482.output.md
index 80d9cf9434..e4add34f0a 100644
--- a/unison-src/transcripts/fix4482.output.md
+++ b/unison-src/transcripts/fix4482.output.md
@@ -57,6 +57,8 @@ myproj/main> upgrade foo0 foo1
     use lib.foo0.lib.bonk1 bar
     ##Nat.+ bar bar
 
-  I couldn't automatically upgrade foo0 to foo1.
+  I couldn't automatically upgrade foo0 to foo1. However, I've
+  added the definitions that need attention to the top of
+  scratch.u.
 
 ```
diff --git a/unison-src/transcripts/upgrade-sad-path.output.md b/unison-src/transcripts/upgrade-sad-path.output.md
index 448c6f2d27..2a86de1563 100644
--- a/unison-src/transcripts/upgrade-sad-path.output.md
+++ b/unison-src/transcripts/upgrade-sad-path.output.md
@@ -37,6 +37,8 @@ proj/main> upgrade old new
     use Nat +
     foo + 10
 
-  I couldn't automatically upgrade old to new.
+  I couldn't automatically upgrade old to new. However, I've
+  added the definitions that need attention to the top of
+  scratch.u.
 
 ```