diff --git a/rye/src/bootstrap.rs b/rye/src/bootstrap.rs
index da001ea343..18b1ffb9c5 100644
--- a/rye/src/bootstrap.rs
+++ b/rye/src/bootstrap.rs
@@ -33,7 +33,7 @@ pub const SELF_PYTHON_TARGET_VERSION: PythonVersionRequest = PythonVersionReques
     suffix: None,
 };
 
-const SELF_VERSION: u64 = 21;
+const SELF_VERSION: u64 = 22;
 
 pub const SELF_REQUIREMENTS: &str = r#"
 build==1.2.1
diff --git a/rye/src/piptools.rs b/rye/src/piptools.rs
index 7764aba168..23e2a70da9 100644
--- a/rye/src/piptools.rs
+++ b/rye/src/piptools.rs
@@ -13,7 +13,7 @@ use crate::utils::{get_venv_python_bin, CommandOutput, IoPathContext};
 
 // When changing these, also update `SELF_VERSION` in bootstrap.rs to ensure
 // that the internals are re-created.
-pub const LATEST_PIP: &str = "pip==23.3.2";
+pub const LATEST_PIP: &str = "pip==24.2.0";
 const PIP_TOOLS_LATEST_REQ: &[&str] = &[LATEST_PIP, "pip-tools==7.3.0"];
 const PIP_TOOLS_LEGACY_REQ: &[&str] = &["pip==22.2.0", "pip-tools==6.14.0"];