diff --git a/README.md b/README.md
index 50fa2af6..5cfabcd0 100644
--- a/README.md
+++ b/README.md
@@ -57,6 +57,7 @@ Just run `topgrade`. It will run the following steps:
 * Run Cargo [install-update](https://github.com/nabijaczleweli/cargo-update)
 * Upgrade Emacs packages (You'll get a better output if you have [Paradox](https://github.com/Malabarba/paradox) installed)
 * Upgrade [OCaml packages](https://opam.ocaml.org/)
+* Upgrade Python packages installed using [pipx](https://github.com/cs01/pipx)
 * Upgrade [R globally installed packages](https://github.com/ankane/jetpack)
 * Upgrade Vim/Neovim packages. Works with the following plugin frameworks:
   * [NeoBundle](https://github.com/Shougo/neobundle.vim)
diff --git a/src/generic.rs b/src/generic.rs
index 4d46d412..158b2fb7 100644
--- a/src/generic.rs
+++ b/src/generic.rs
@@ -161,6 +161,26 @@ pub fn run_opam_update(terminal: &mut Terminal, dry_run: bool) -> Option<(&'stat
     None
 }
 
+#[must_use]
+pub fn run_pipx_update(terminal: &mut Terminal, dry_run: bool) -> Option<(&'static str, bool)> {
+    if let Some(pipx) = utils::which("pipx") {
+        terminal.print_separator("pipx");
+
+        let success = || -> Result<(), Error> {
+            Executor::new(&pipx, dry_run)
+                .arg("upgrade-all")
+                .spawn()?
+                .wait()?
+                .check()?;
+            Ok(())
+        }().is_ok();
+
+        return Some(("pipx", success));
+    }
+
+    None
+}
+
 #[must_use]
 pub fn run_custom_command(name: &str, command: &str, terminal: &mut Terminal, dry_run: bool) -> Result<(), Error> {
     terminal.print_separator(name);
diff --git a/src/main.rs b/src/main.rs
index 2fef5c3a..ff6f4d53 100644
--- a/src/main.rs
+++ b/src/main.rs
@@ -265,6 +265,10 @@ fn run() -> Result<(), Error> {
         |terminal| generic::run_opam_update(terminal, opt.dry_run),
         &mut execution_context,
     )?);
+    report.push_result(execute(
+        |terminal| generic::run_pipx_update(terminal, opt.dry_run),
+        &mut execution_context,
+    )?);
     report.push_result(execute(
         |terminal| generic::run_jetpack(terminal, opt.dry_run),
         &mut execution_context,