diff --git a/crates/nu-std/std/assert.nu b/crates/nu-std/std/assert.nu
index b58a02f904..e8e11ce1ec 100644
--- a/crates/nu-std/std/assert.nu
+++ b/crates/nu-std/std/assert.nu
@@ -116,7 +116,10 @@ export def error [
     main ($error_raised) $message --error-label {
         start: (metadata $code).span.start
         end: (metadata $code).span.end
-        text: $"There were no error during code execution: (view source $code)"
+        text: (
+            "There were no error during code execution:\n"
+         + $"        (view source $code)"
+        )
     }
 }
 
@@ -133,7 +136,11 @@ export def equal [left: any, right: any, message?: string] {
     main ($left == $right) $message --error-label {
         start: (metadata $left).span.start
         end: (metadata $right).span.end
-        text: $"They are not equal. Left = '($left)'. Right = '($right)'."
+        text: (
+            "These are not equal.\n"
+         + $"        Left  : '($left | to nuon --raw)'\n"
+         + $"        Right : '($right | to nuon --raw)'"
+        )
     }
 }
 
@@ -150,7 +157,7 @@ export def "not equal" [left: any, right: any, message?: string] {
     main ($left != $right) $message --error-label {
         start: (metadata $left).span.start
         end: (metadata $right).span.end
-        text: $"They both are '($left)'."
+        text: $"These are both '($left | to nuon --raw)'."
     }
 }
 
@@ -167,7 +174,11 @@ export def "less or equal" [left: any, right: any, message?: string] {
     main ($left <= $right) $message --error-label {
         start: (metadata $left).span.start
         end: (metadata $right).span.end
-        text: $"Left: '($left)', Right: '($right)'"
+        text: (
+            "The condition *left <= right* is not satisfied.\n"
+         + $"        Left  : '($left)'\n"
+         + $"        Right : '($right)'"
+        )
     }
 }
 
@@ -183,7 +194,11 @@ export def less [left: any, right: any, message?: string] {
     main ($left < $right) $message --error-label {
         start: (metadata $left).span.start
         end: (metadata $right).span.end
-        text: $"Left: '($left)', Right: '($right)'"
+        text: (
+            "The condition *left < right* is not satisfied.\n"
+         + $"        Left  : '($left)'\n"
+         + $"        Right : '($right)'"
+        )
     }
 }
 
@@ -199,7 +214,11 @@ export def greater [left: any, right: any, message?: string] {
     main ($left > $right) $message --error-label {
         start: (metadata $left).span.start
         end: (metadata $right).span.end
-        text: $"Left: '($left)', Right: '($right)'"
+        text: (
+            "The condition *left > right* is not satisfied.\n"
+         + $"        Left  : '($left)'\n"
+         + $"        Right : '($right)'"
+        )
     }
 }
 
@@ -216,7 +235,11 @@ export def "greater or equal" [left: any, right: any, message?: string] {
     main ($left >= $right) $message --error-label {
         start: (metadata $left).span.start
         end: (metadata $right).span.end
-        text: $"Left: '($left)', Right: '($right)'"
+        text: (
+            "The condition *left < right* is not satisfied.\n"
+         + $"        Left  : '($left)'\n"
+         + $"        Right : '($right)'"
+        )
     }
 }
 
@@ -233,7 +256,12 @@ export def length [left: list, right: int, message?: string] {
     main (($left | core length) == $right) $message --error-label {
         start: (metadata $left).span.start
         end: (metadata $right).span.end
-        text: $"Length of ($left) is ($left | core length), not ($right)"
+        text: (
+            "This does not have the correct length:\n"
+         + $"        value    : ($left | to nuon --raw)\n"
+         + $"        length   : ($left | core length)\n"
+         + $"        expected : ($right)"
+        )
     }
 }
 
@@ -250,6 +278,9 @@ export def "str contains" [left: string, right: string, message?: string] {
     main ($left | core str contains $right) $message --error-label {
         start: (metadata $left).span.start
         end: (metadata $right).span.end
-        text: $"'($left)' does not contain '($right)'."
+        text: (
+            $"This does not contain '($right)'.\n"
+          + $"        value: ($left | to nuon --raw)"
+        )
     }
 }