diff --git a/src/McpServer.Services/Ingestion/RepoIngestor.cs b/src/McpServer.Services/Ingestion/RepoIngestor.cs
index 2e544c10..f7333cc1 100644
--- a/src/McpServer.Services/Ingestion/RepoIngestor.cs
+++ b/src/McpServer.Services/Ingestion/RepoIngestor.cs
@@ -123,8 +123,9 @@ private static async IAsyncEnumerable<string> EnumerateAllFilesAsync(
         {
             cancellationToken.ThrowIfCancellationRequested();
             var name = Path.GetFileName(path);
+            var relativePath = Path.GetRelativePath(dir, path);
             if (name.StartsWith('.') || name == "mcp.db" ||
-                path.Contains("bin", StringComparison.Ordinal) || path.Contains("obj", StringComparison.Ordinal))
+                IsBuildArtifactPath(relativePath))
             {
                 continue;
             }
@@ -133,6 +134,16 @@ private static async IAsyncEnumerable<string> EnumerateAllFilesAsync(
         await Task.CompletedTask.ConfigureAwait(false);
     }
 
+    private static bool IsBuildArtifactPath(string relativePath)
+    {
+        var segments = relativePath
+            .Split(new[] { '/', '\\' }, StringSplitOptions.RemoveEmptyEntries | StringSplitOptions.TrimEntries);
+
+        return segments.Any(static segment =>
+            segment.Equals("bin", StringComparison.OrdinalIgnoreCase) ||
+            segment.Equals("obj", StringComparison.OrdinalIgnoreCase));
+    }
+
     private static bool MatchesAllowlist(string relativePath, IReadOnlyList<string> patterns)
     {
         var normalizedPath = relativePath.Replace('\\', '/');
diff --git a/src/McpServer.Support.Mcp/Ingestion/RepoIngestor.cs b/src/McpServer.Support.Mcp/Ingestion/RepoIngestor.cs
index 68a6b01a..d39a351c 100644
--- a/src/McpServer.Support.Mcp/Ingestion/RepoIngestor.cs
+++ b/src/McpServer.Support.Mcp/Ingestion/RepoIngestor.cs
@@ -123,8 +123,9 @@ private static async IAsyncEnumerable<string> EnumerateAllFilesAsync(
         {
             cancellationToken.ThrowIfCancellationRequested();
             var name = Path.GetFileName(path);
+            var relativePath = Path.GetRelativePath(dir, path);
             if (name.StartsWith('.') || name == "mcp.db" ||
-                path.Contains("bin", StringComparison.Ordinal) || path.Contains("obj", StringComparison.Ordinal))
+                IsBuildArtifactPath(relativePath))
             {
                 continue;
             }
@@ -133,6 +134,16 @@ private static async IAsyncEnumerable<string> EnumerateAllFilesAsync(
         await Task.CompletedTask.ConfigureAwait(false);
     }
 
+    private static bool IsBuildArtifactPath(string relativePath)
+    {
+        var segments = relativePath
+            .Split(new[] { '/', '\\' }, StringSplitOptions.RemoveEmptyEntries | StringSplitOptions.TrimEntries);
+
+        return segments.Any(static segment =>
+            segment.Equals("bin", StringComparison.OrdinalIgnoreCase) ||
+            segment.Equals("obj", StringComparison.OrdinalIgnoreCase));
+    }
+
     private static bool MatchesAllowlist(string relativePath, IReadOnlyList<string> patterns)
     {
         var normalizedPath = relativePath.Replace('\\', '/');
diff --git a/tests/McpServer.Support.Mcp.Tests/Ingestion/RepoIngestorTests.cs b/tests/McpServer.Support.Mcp.Tests/Ingestion/RepoIngestorTests.cs
index 78d69e13..bfc5fa7c 100644
--- a/tests/McpServer.Support.Mcp.Tests/Ingestion/RepoIngestorTests.cs
+++ b/tests/McpServer.Support.Mcp.Tests/Ingestion/RepoIngestorTests.cs
@@ -94,8 +94,8 @@ public async Task IngestAsync_ContentHash_DeterministicForSameContent()
     }
 
     [Fact]
-    public async Task IngestAsync_SkipsLargeFiles()
-    {
+    public async Task IngestAsync_SkipsLargeFiles()
+    {
         var largeContent = new string('x', 2 * 1024 * 1024); // 2MB
         File.WriteAllText(Path.Combine(_tempDir, "large.txt"), largeContent);
         File.WriteAllText(Path.Combine(_tempDir, "small.txt"), "small");
@@ -105,7 +105,22 @@ public async Task IngestAsync_SkipsLargeFiles()
 
         var results = await sut.IngestAsync().ConfigureAwait(true);
 
-        Assert.DoesNotContain(results, r => r.Doc.SourceKey.Contains("large.txt"));
-        Assert.Contains(results, r => r.Doc.SourceKey.Contains("small.txt"));
-    }
-}
+        Assert.DoesNotContain(results, r => r.Doc.SourceKey.Contains("large.txt"));
+        Assert.Contains(results, r => r.Doc.SourceKey.Contains("small.txt"));
+    }
+
+    [Fact]
+    public async Task IngestAsync_DoesNotSkipPathsThatContainBinOrObjAsSubstring()
+    {
+        var folderWithSubstring = Path.Combine(_tempDir, "binary-assets");
+        Directory.CreateDirectory(folderWithSubstring);
+        File.WriteAllText(Path.Combine(folderWithSubstring, "keep.md"), "# keep");
+
+        var options = Microsoft.Extensions.Options.Options.Create(new IngestionOptions { RepoRoot = _tempDir });
+        var sut = new RepoIngestor(new Chunker(), options, new WorkspaceContext(), NullLogger<RepoIngestor>.Instance);
+
+        var results = await sut.IngestAsync().ConfigureAwait(true);
+
+        Assert.Contains(results, r => r.Doc.SourceKey.Equals("binary-assets/keep.md", StringComparison.Ordinal));
+    }
+}