diff --git a/TextFilter.Test/TextFilterTests.cs b/TextFilter.Test/TextFilterTests.cs
index 886b9cd..9e526f5 100644
--- a/TextFilter.Test/TextFilterTests.cs
+++ b/TextFilter.Test/TextFilterTests.cs
@@ -977,6 +977,49 @@ public void GlobWithAHalfTypedRangeDoesNotThrow(string pattern)
 		}
 	}
 
+	[TestMethod]
+	[DataRow("[A-z]", "_", true)]
+	[DataRow("[A-z]", "[", true)]
+	[DataRow("[A-z]", "m", true)]
+	[DataRow("[Z-a]", "a", true)]
+	[DataRow("[Z-a]", "_", true)]
+	[DataRow("[Z-a]", "b", false)]
+	[DataRow("[!A-z]", "_", false)]
+	[DataRow("[!A-z]", "{", true)]
+	[DataRow("[a-Z]", "z", false)]
+	[DataRow("[!a-Z]", "z", true)]
+	public void GlobRangeWithMixedCaseEndpointsMatchesTheSameUnderBothSensitivities(string pattern, string text, bool expected)
+	{
+		// Under CaseInsensitive, DotNet.Glob lowercases a range's endpoints, so "A-z" became "a-z" and
+		// lost "_" and "[", "Z-a" became the empty "z-a", and the reversed "a-Z" became "a-z".
+		foreach (TextFilterCaseSensitivity caseSensitivity in new[] { TextFilterCaseSensitivity.CaseSensitive, TextFilterCaseSensitivity.CaseInsensitive })
+		{
+			Assert.AreEqual(expected, TextFilter.IsMatch(text, pattern, TextFilterType.Glob, TextFilterMatchOptions.ByWholeString, caseSensitivity), caseSensitivity.ToString());
+		}
+	}
+
+	[TestMethod]
+	public void GlobRangeWithSameCaseEndpointsStillFoldsUnderCaseInsensitive()
+	{
+		Assert.IsTrue(TextFilter.IsMatch("M", "[a-z]", TextFilterType.Glob, TextFilterMatchOptions.ByWholeString, TextFilterCaseSensitivity.CaseInsensitive));
+		Assert.IsFalse(TextFilter.IsMatch("M", "[a-z]", TextFilterType.Glob, TextFilterMatchOptions.ByWholeString, TextFilterCaseSensitivity.CaseSensitive));
+		Assert.IsTrue(TextFilter.IsMatch("m", "[A-Z]", TextFilterType.Glob, TextFilterMatchOptions.ByWholeString, TextFilterCaseSensitivity.CaseInsensitive));
+	}
+
+	[TestMethod]
+	public void CaseInsensitiveGlobClassMatchesEverythingCaseSensitiveDoes()
+	{
+		string[] patterns = ["[A-z]", "[Z-a]", "[a-Z]", "[a-z]", "[A-Z]", "[0-9]"];
+		for (char c = ' '; c <= '~'; c++)
+		{
+			string text = c.ToString();
+			foreach (string pattern in patterns.Where(p => TextFilter.IsMatch(text, p, TextFilterType.Glob, TextFilterMatchOptions.ByWholeString, TextFilterCaseSensitivity.CaseSensitive)))
+			{
+				Assert.IsTrue(TextFilter.IsMatch(text, pattern, TextFilterType.Glob, TextFilterMatchOptions.ByWholeString, TextFilterCaseSensitivity.CaseInsensitive), $"{pattern} on '{text}'");
+			}
+		}
+	}
+
 	[TestMethod]
 	public void GlobClassWithATrailingDashMatchesTheDashLiterally()
 	{
diff --git a/TextFilter/TextFilter.cs b/TextFilter/TextFilter.cs
index 16701d8..54b178f 100644
--- a/TextFilter/TextFilter.cs
+++ b/TextFilter/TextFilter.cs
@@ -533,10 +533,7 @@ internal static IReadOnlyList<string> ExpandGlobStarSegments(string maskedToken)
 			}
 
 			string content = token[contentStart..close];
-			string opening = negated ? "[!" : "[";
-			string? rewritten = !content.Contains('-') || IsNativeGlobRange(content)
-				? opening + content + "]"
-				: ToGlobCharacterList(content, negated);
+			string? rewritten = RewriteGlobClass(content, negated);
 			if (rewritten is null)
 			{
 				return null;
@@ -558,6 +555,22 @@ internal static IReadOnlyList<string> ExpandGlobStarSegments(string maskedToken)
 		return result.Append(token, index, token.Length - index).ToString();
 	}
 
+	// Returns the class as DotNet.Glob should see it, or null if it cannot be listed.
+	private static string? RewriteGlobClass(string content, bool negated)
+	{
+		if (!content.Contains('-') || IsNativeGlobRange(content))
+		{
+			return (negated ? "[!" : "[") + content + "]";
+		}
+
+		if (IsReversedLetterRange(content))
+		{
+			return negated ? "[!9-0]" : "[9-0]";
+		}
+
+		return ToGlobCharacterList(content, negated);
+	}
+
 	// Returns the index of the "]" closing the class opened at "open", or -1 if it is never closed.
 	// A class opening with "^" is negated, as in bash, gitignore and regex, the same as one opening with
 	// "!". DotNet.Glob only knows "!", so the caller writes the negation back out as "!".
@@ -574,16 +587,26 @@ private static int FindGlobClassEnd(string token, int open, out bool negated, ou
 		return contentStart < token.Length ? token.IndexOf(']', contentStart + 1) : -1;
 	}
 
-	// A range that spans "/" or "\" is listed instead, so the separator in it is masked like any other
-	// literal one; left native, it would never contain the masked separator in the text ("[A-z]").
+	// A lone range is left for DotNet.Glob only when its endpoints share a case or are both digits. Under
+	// CaseInsensitive, DotNet.Glob lowercases the endpoints, which would turn the mixed-case "A-z" into
+	// "a-z" (losing "_" and "["), so a mixed-case range is listed by ToGlobCharacterList instead.
+	// A range that spans "/" or "\" is listed too, so the separator in it is masked like any other
+	// literal one; left native, it would never contain the masked separator in the text.
 	private static bool IsNativeGlobRange(string content) =>
 		content.Length == 3 && content[1] == '-' && content[0] != ']'
-		&& ((char.IsLetter(content[0]) && char.IsLetter(content[2])) || (char.IsAsciiDigit(content[0]) && char.IsAsciiDigit(content[2])))
+		&& ((char.IsLower(content[0]) && char.IsLower(content[2]))
+			|| (char.IsUpper(content[0]) && char.IsUpper(content[2]))
+			|| (char.IsAsciiDigit(content[0]) && char.IsAsciiDigit(content[2])))
 		&& !SpansPathSeparator(content[0], content[2]);
 
 	private static bool SpansPathSeparator(char first, char last) =>
 		(first <= '/' && '/' <= last) || (first <= '\\' && '\\' <= last);
 
+	// A lone reversed letter range, such as "a-Z", matches nothing, but DotNet.Glob would fold it to "a-z"
+	// under CaseInsensitive. It is written as a reversed digit range, which case folding leaves alone.
+	private static bool IsReversedLetterRange(string content) =>
+		content.Length == 3 && content[1] == '-' && char.IsLetter(content[0]) && char.IsLetter(content[2]) && content[0] > content[2];
+
 	// Reads the class members with the usual glob rules (a leading "]" and a leading or trailing "-" are
 	// literal, "x-y" is an inclusive range) and writes them in an order DotNet.Glob reads as a plain list:
 	// "]" first, so it does not close the class, then "-", so no member pair looks like a range, and "!"