diff --git a/CHANGELOG.md b/CHANGELOG.md
index 7588388025..884a0d69c9 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -25,6 +25,10 @@ _Unreleased_
   out the dependencies.  Today the only option is the `--installed-deps` option on
   the `show` command which spits out dependencies in the format of the lockfile.  #543
 
+- The installer will no longer attempt to symlink targets which are not valid
+  executables on the platform.  This works around some issues with Packages that
+  would prevent to install such as `changedetection.io`.  #542
+
 <!-- released start -->
 
 ## 0.17.0
diff --git a/rye/src/installer.rs b/rye/src/installer.rs
index b889cfe5f1..f7cf233f3f 100644
--- a/rye/src/installer.rs
+++ b/rye/src/installer.rs
@@ -18,7 +18,9 @@ use crate::platform::get_app_dir;
 use crate::pyproject::{normalize_package_name, ExpandedSources};
 use crate::sources::PythonVersionRequest;
 use crate::sync::create_virtualenv;
-use crate::utils::{get_short_executable_name, get_venv_python_bin, symlink_file, CommandOutput};
+use crate::utils::{
+    get_short_executable_name, get_venv_python_bin, is_executable, symlink_file, CommandOutput,
+};
 
 const FIND_SCRIPT_SCRIPT: &str = r#"
 import os
@@ -253,6 +255,18 @@ fn install_scripts(
     let mut rv = Vec::new();
     for file in files {
         if let Ok(rest) = file.strip_prefix(target_venv_bin_path) {
+            // In some cases we are given paths here which point to sub-folders of the
+            // script/bin folder.  For instance in some cases it has been shown that
+            // __pycache__/something.pyc shows up there.  These are obviously not good
+            // targets to link as they would never show up via PATH discovery.  Skip
+            // over these.
+            //
+            // Also do not try to link things which are not considered executables on
+            // this operating system.
+            if !rest.parent().map_or(true, |x| x == Path::new("")) || !is_executable(file) {
+                continue;
+            }
+
             let shim_target = shim_dir.join(rest);
 
             // on windows we want to fall back to hardlinks.  That might be problematic in