diff --git a/src/config.rs b/src/config.rs
index 3ca481c6..30c24cc2 100644
--- a/src/config.rs
+++ b/src/config.rs
@@ -385,6 +385,15 @@ impl Config {
         check_deprecated!(config_file, yay_arguments, linux, yay_arguments);
         check_deprecated!(config_file, accept_all_windows_updates, windows, accept_all_updates);
 
+        if config_file
+            .windows
+            .as_ref()
+            .map(|w| w.use_gsudo_with_choco.is_some())
+            .unwrap_or(false)
+        {
+            println!("use_gsudo_with_choco is deprecated and will be removed in the future. Topgrade will not automatically detect and use gsudo");
+        }
+
         let allowed_steps = Self::allowed_steps(&opt, &config_file);
 
         Ok(Self {
@@ -526,16 +535,6 @@ impl Config {
             .unwrap_or(false)
     }
 
-    /// Whether to use gsudo command with choco if available
-    #[allow(dead_code)]
-    pub fn use_gsudo_with_choco(&self) -> bool {
-        self.config_file
-            .windows
-            .as_ref()
-            .and_then(|w| w.use_gsudo_with_choco)
-            .unwrap_or(false)
-    }
-
     /// Whether Brew cask should be greedy
     #[allow(dead_code)]
     pub fn brew_cask_greedy(&self) -> bool {
diff --git a/src/execution_context.rs b/src/execution_context.rs
index f1ef10fd..1d3b2182 100644
--- a/src/execution_context.rs
+++ b/src/execution_context.rs
@@ -14,7 +14,6 @@ pub struct ExecutionContext<'a> {
 }
 
 impl<'a> ExecutionContext<'a> {
-    #[cfg(unix)]
     pub fn new(
         run_type: RunType,
         sudo: &'a Option<PathBuf>,
@@ -31,17 +30,6 @@ impl<'a> ExecutionContext<'a> {
         }
     }
 
-    #[cfg(not(unix))]
-    pub fn new(run_type: RunType, git: &'a Git, config: &'a Config, base_dirs: &'a BaseDirs) -> ExecutionContext<'a> {
-        ExecutionContext {
-            run_type,
-            sudo: &None,
-            config,
-            git,
-            base_dirs,
-        }
-    }
-
     pub fn run_type(&self) -> RunType {
         self.run_type
     }
diff --git a/src/main.rs b/src/main.rs
index 103f7ac4..f6edf2b5 100644
--- a/src/main.rs
+++ b/src/main.rs
@@ -65,16 +65,11 @@ fn run() -> Result<()> {
     let git = git::Git::new();
     let mut git_repos = git::Repositories::new(&git);
 
-    #[cfg(unix)]
     let sudo = utils::sudo();
     let run_type = executor::RunType::new(config.dry_run());
 
-    #[cfg(unix)]
     let ctx = execution_context::ExecutionContext::new(run_type, &sudo, &git, &config, &base_dirs);
 
-    #[cfg(not(unix))]
-    let ctx = execution_context::ExecutionContext::new(run_type, &git, &config, &base_dirs);
-
     let mut runner = runner::Runner::new(&ctx);
 
     #[cfg(feature = "self-update")]
diff --git a/src/steps/os/windows.rs b/src/steps/os/windows.rs
index 04315010..6e401400 100644
--- a/src/steps/os/windows.rs
+++ b/src/steps/os/windows.rs
@@ -3,26 +3,22 @@ use crate::execution_context::ExecutionContext;
 use crate::executor::{CommandExt, RunType};
 use crate::powershell;
 use crate::terminal::print_separator;
-use crate::utils::{require, which};
+use crate::utils::require;
 use anyhow::Result;
 use std::process::Command;
 
 pub fn run_chocolatey(ctx: &ExecutionContext) -> Result<()> {
     let choco = require("choco")?;
     let yes = ctx.config().yes();
-    let use_gsudo = ctx.config().use_gsudo_with_choco();
 
     print_separator("Chocolatey");
 
-    let mut cmd = choco;
+    let mut cmd = &choco;
     let mut args = vec!["upgrade", "all"];
 
-    if use_gsudo {
-        let gsudo = which("gsudo");
-        if let Some(gsudo) = gsudo {
-            cmd = gsudo;
-            args = vec!["choco", "upgrade", "all"];
-        }
+    if let Some(sudo) = ctx.sudo() {
+        cmd = sudo;
+        args.insert(0, "choco");
     }
 
     let mut command = ctx.run_type().execute(&cmd);
diff --git a/src/utils.rs b/src/utils.rs
index ad68129f..26171632 100644
--- a/src/utils.rs
+++ b/src/utils.rs
@@ -87,9 +87,8 @@ pub fn which<T: AsRef<OsStr> + Debug>(binary_name: T) -> Option<PathBuf> {
     }
 }
 
-#[cfg(unix)]
 pub fn sudo() -> Option<PathBuf> {
-    which("sudo").or_else(|| which("pkexec"))
+    which("sudo").or_else(|| which("gsudo")).or_else(|| which("pkexec"))
 }
 
 pub fn editor() -> Vec<String> {