diff --git a/docs/workflow/building/coreclr/macos-instructions.md b/docs/workflow/building/coreclr/macos-instructions.md
index 8deaf4578bccef..7ac0d0c6e0f859 100644
--- a/docs/workflow/building/coreclr/macos-instructions.md
+++ b/docs/workflow/building/coreclr/macos-instructions.md
@@ -33,6 +33,16 @@ It is possible to get a macOS ARM64 build using an Intel x64 Mac and vice versa,
 
 The Core_Root provides one of the main ways to test your build. Full instructions on how to build it in the [CoreCLR testing doc](/docs/workflow/testing/coreclr/testing.md), and we also have a detailed guide on how to use it for your own testing in [its own dedicated doc](/docs/workflow/testing/using-corerun-and-coreroot.md).
 
+## Debugging information
+
+The build process puts native component symbol and debugging information into `.dwarf` files, one for each built binary. This is not the native format used by macOS, and debuggers like LLDB can't automatically find them. The native format used by macOS is `.dSYM` bundles. To build `.dSYM` bundles and get a better inner-loop developer experience on macOS (e.g., have the LLDB debugger automatically find program symbols and display source code lines, etc.), build as follows:
+
+```bash
+./build.sh --subset clr --cmakeargs "-DCLR_CMAKE_APPLE_DSYM=TRUE"
+```
+
+(Note: converting the entire build process to build and package `.dSYM` bundles on macOS by default is tracked by [this](https://github.com/dotnet/runtime/issues/92911) issue.)
+
 ## Native Sanitizers
 
 CoreCLR can be built with native sanitizers like AddressSanitizer to help catch memory safety issues. To build the project with native sanitizers, add the `-fsanitize address` argument to the build script like the following:
diff --git a/eng/native/functions.cmake b/eng/native/functions.cmake
index d4a7e1bee92edb..6629e926afacf6 100644
--- a/eng/native/functions.cmake
+++ b/eng/native/functions.cmake
@@ -378,7 +378,11 @@ endfunction()
 function (get_symbol_file_name targetName outputSymbolFilename)
   if (CLR_CMAKE_HOST_UNIX)
     if (CLR_CMAKE_TARGET_APPLE)
-      set(strip_destination_file $<TARGET_FILE:${targetName}>.dwarf)
+      if (CLR_CMAKE_APPLE_DSYM)
+        set(strip_destination_file $<TARGET_FILE:${targetName}>.dSYM)
+      else ()
+        set(strip_destination_file $<TARGET_FILE:${targetName}>.dwarf)
+      endif ()
     else ()
       set(strip_destination_file $<TARGET_FILE:${targetName}>.dbg)
     endif ()
@@ -425,7 +429,9 @@ function(strip_symbols targetName outputFilename)
         OUTPUT_VARIABLE DSYMUTIL_HELP_OUTPUT
       )
 
-      set(DSYMUTIL_OPTS "--flat")
+      if (NOT CLR_CMAKE_APPLE_DSYM)
+        set(DSYMUTIL_OPTS "--flat")
+      endif ()
       if ("${DSYMUTIL_HELP_OUTPUT}" MATCHES "--minimize")
         list(APPEND DSYMUTIL_OPTS "--minimize")
       endif ()