diff --git a/src/main.rs b/src/main.rs
index 60f101eb..6baf9070 100644
--- a/src/main.rs
+++ b/src/main.rs
@@ -43,7 +43,7 @@ use std::env;
 use std::process::exit;
 use steps::*;
 use terminal::Terminal;
-use utils::is_ancestor;
+use utils::PathExt;
 
 #[derive(Fail, Debug)]
 #[fail(display = "A step failed")]
@@ -165,7 +165,7 @@ fn run() -> Result<(), Error> {
             }
         }
 
-        if let Some(tpm) = unix::tpm_path() {
+        if let Some(tpm) = unix::tpm_path(&base_dirs) {
             terminal.print_separator("tmux plugins");
             unix::run_tpm(&tpm).report("tmux", &mut reports);
         }
@@ -173,18 +173,16 @@ fn run() -> Result<(), Error> {
 
     if let Some(rustup) = utils::which("rustup") {
         terminal.print_separator("rustup");
-        run_rustup(&rustup).report("rustup", &mut reports);
+        run_rustup(&rustup, &base_dirs).report("rustup", &mut reports);
     }
 
-    let cargo_upgrade = base_dirs.home_dir().join(".cargo/bin/cargo-install-update");
-    if cargo_upgrade.exists() {
+    if let Some(cargo_upgrade) = base_dirs.home_dir().join(".cargo/bin/cargo-install-update").if_exists() {
         terminal.print_separator("Cargo");
         run_cargo_update(&cargo_upgrade).report("Cargo", &mut reports);
     }
 
     if let Some(emacs) = utils::which("emacs") {
-        let init_file = base_dirs.home_dir().join(".emacs.d/init.el");
-        if init_file.exists() {
+        if let Some(init_file) = base_dirs.home_dir().join(".emacs.d/init.el").if_exists() {
             terminal.print_separator("Emacs");
             run_emacs(&emacs, &init_file).report("Emacs", &mut reports);
         }
@@ -210,7 +208,7 @@ fn run() -> Result<(), Error> {
 
     if let Some(npm) = utils::which("npm").map(npm::NPM::new) {
         if let Ok(npm_root) = npm.root() {
-            if is_ancestor(&base_dirs.home_dir(), &npm_root) {
+            if npm_root.is_descendant_of(base_dirs.home_dir()) {
                 terminal.print_separator("Node Package Manager");
                 npm.upgrade().report("Node Package Manager", &mut reports);
             }
diff --git a/src/steps.rs b/src/steps.rs
index 7823553e..e9f06557 100644
--- a/src/steps.rs
+++ b/src/steps.rs
@@ -1,9 +1,8 @@
-use super::utils::Check;
+use super::utils::{Check, PathExt};
+use directories::BaseDirs;
 use failure;
-use std::env::home_dir;
 use std::path::PathBuf;
 use std::process::Command;
-use utils::is_ancestor;
 
 const EMACS_UPGRADE: &str = include_str!("emacs.el");
 
@@ -60,8 +59,8 @@ pub fn run_apm(apm: &PathBuf) -> Result<(), failure::Error> {
     Ok(())
 }
 
-pub fn run_rustup(rustup: &PathBuf) -> Result<(), failure::Error> {
-    if is_ancestor(&home_dir().unwrap(), &rustup) {
+pub fn run_rustup(rustup: &PathBuf, base_dirs: &BaseDirs) -> Result<(), failure::Error> {
+    if rustup.is_descendant_of(base_dirs.home_dir()) {
         Command::new(rustup).args(&["self", "update"]).spawn()?.wait()?.check()?;
     }
 
diff --git a/src/unix.rs b/src/unix.rs
index bcce260d..963748ec 100644
--- a/src/unix.rs
+++ b/src/unix.rs
@@ -1,8 +1,7 @@
-use super::utils;
-use super::utils::Check;
+use super::utils::{which, Check, PathExt};
+use directories::BaseDirs;
 use failure;
 use std::env;
-use std::env::home_dir;
 use std::os::unix::process::CommandExt;
 use std::path::PathBuf;
 use std::process::Command;
@@ -33,18 +32,15 @@ pub fn run_tpm(tpm: &PathBuf) -> Result<(), failure::Error> {
     Ok(())
 }
 
-pub fn tpm_path() -> Option<PathBuf> {
-    let mut path = home_dir().unwrap();
-    path.push(".tmux/plugins/tpm/bin/update_plugins");
-    if path.exists() {
-        Some(path)
-    } else {
-        None
-    }
+pub fn tpm_path(base_dirs: &BaseDirs) -> Option<PathBuf> {
+    base_dirs
+        .home_dir()
+        .join(".tmux/plugins/tpm/bin/update_plugins")
+        .if_exists()
 }
 
 pub fn run_in_tmux() -> ! {
-    let tmux = utils::which("tmux").expect("Could not find tmux");
+    let tmux = which("tmux").expect("Could not find tmux");
     let err = Command::new(tmux)
         .args(&[
             "new-session",
diff --git a/src/utils.rs b/src/utils.rs
index e2fcdf1f..d3acea8c 100644
--- a/src/utils.rs
+++ b/src/utils.rs
@@ -22,17 +22,27 @@ impl Check for ExitStatus {
         }
     }
 }
-pub fn is_ancestor(ancestor: &Path, path: &Path) -> bool {
-    let mut p = path;
-    while let Some(parent) = p.parent() {
-        if parent == ancestor {
-            return true;
-        }
 
-        p = parent;
+pub trait PathExt
+where
+    Self: Sized,
+{
+    fn if_exists(self) -> Option<Self>;
+    fn is_descendant_of(&self, &Path) -> bool;
+}
+
+impl PathExt for PathBuf {
+    fn if_exists(self) -> Option<Self> {
+        if self.exists() {
+            Some(self)
+        } else {
+            None
+        }
     }
 
-    false
+    fn is_descendant_of(&self, ancestor: &Path) -> bool {
+        self.iter().zip(ancestor.iter()).all(|(a, b)| a == b)
+    }
 }
 
 pub fn which<T: AsRef<OsStr> + Debug>(binary_name: T) -> Option<PathBuf> {
diff --git a/src/vim.rs b/src/vim.rs
index 20e4a657..421ab9cb 100644
--- a/src/vim.rs
+++ b/src/vim.rs
@@ -1,3 +1,4 @@
+use super::utils::PathExt;
 use directories::BaseDirs;
 use std::fs;
 use std::path::PathBuf;
@@ -34,39 +35,17 @@ impl PluginFramework {
 }
 
 pub fn vimrc(base_dirs: &BaseDirs) -> Option<PathBuf> {
-    {
-        let vimrc = base_dirs.home_dir().join(".vimrc");
-        if vimrc.exists() {
-            return Some(vimrc);
-        }
-    }
-
-    {
-        let vimrc = base_dirs.home_dir().join(".vim/vimrc");
-        if vimrc.exists() {
-            return Some(vimrc);
-        }
-    }
-
-    None
+    base_dirs
+        .home_dir()
+        .join(".vimrc")
+        .if_exists()
+        .or_else(|| base_dirs.home_dir().join(".vim/vimrc").if_exists())
 }
 
 pub fn nvimrc(base_dirs: &BaseDirs) -> Option<PathBuf> {
-    {
-        let nvimrc = base_dirs.config_dir().join("nvim/init.vim");
+    #[cfg(unix)]
+    return base_dirs.config_dir().join("nvim/init.vim").if_exists();
 
-        if nvimrc.exists() {
-            return Some(nvimrc);
-        }
-    }
-
-    {
-        let nvimrc = base_dirs.cache_dir().join("nvim/init.vim");
-
-        if nvimrc.exists() {
-            return Some(nvimrc);
-        }
-    }
-
-    None
+    #[cfg(windows)]
+    return base_dirs.cache_dir().join("nvim/init.vim").if_exists();
 }