diff --git a/src/action/macos/create_apfs_volume.rs b/src/action/macos/create_apfs_volume.rs
index ea1c901c6..8fc6f5555 100644
--- a/src/action/macos/create_apfs_volume.rs
+++ b/src/action/macos/create_apfs_volume.rs
@@ -1,9 +1,10 @@
 use std::path::{Path, PathBuf};
+use std::time::Duration;
 
 use tokio::process::Command;
 use tracing::{span, Span};
 
-use crate::action::{ActionError, ActionTag, StatefulAction};
+use crate::action::{ActionError, ActionErrorKind, ActionTag, StatefulAction};
 use crate::execute_command;
 
 use crate::action::{Action, ActionDescription};
@@ -145,14 +146,42 @@ impl Action for CreateApfsVolume {
             tracing::debug!("Volume was already unmounted, can skip unmounting")
         }
 
-        execute_command(
-            Command::new("/usr/sbin/diskutil")
-                .process_group(0)
-                .args(["apfs", "deleteVolume", &self.name])
-                .stdin(std::process::Stdio::null()),
-        )
-        .await
-        .map_err(Self::error)?;
+        // NOTE(cole-h): We believe that, because we're running the unmount force -> deleteVolume
+        // commands in an automated fashion, there's a race condition where we're running them too
+        // close to each other, so the OS doesn't notice the volume has been unmounted / hasn't
+        // completed its "unmount the volume" tasks by the time we try to delete it. If that is the
+        // case (unfortunately, we have been unable to reproduce this issue on the machines we have
+        // access to!), then trying to delete the volume 10 times -- with 500ms of time between
+        // attempts -- should alleviate this.
+        // https://github.com/DeterminateSystems/nix-installer/issues/1303
+        // https://github.com/DeterminateSystems/nix-installer/issues/1267
+        // https://github.com/DeterminateSystems/nix-installer/issues/1085
+        let mut retry_tokens: usize = 10;
+        loop {
+            let mut command = Command::new("/usr/sbin/diskutil");
+            command.process_group(0);
+            command.args(["apfs", "deleteVolume", &self.name]);
+            command.stdin(std::process::Stdio::null());
+            tracing::trace!(%retry_tokens, command = ?command.as_std(), "Waiting for volume deletion to succeed");
+
+            let output = command
+                .output()
+                .await
+                .map_err(|e| ActionErrorKind::command(&command, e))
+                .map_err(Self::error)?;
+
+            if output.status.success() {
+                break;
+            } else if retry_tokens == 0 {
+                return Err(Self::error(ActionErrorKind::command_output(
+                    &command, output,
+                )))?;
+            } else {
+                retry_tokens = retry_tokens.saturating_sub(1);
+            }
+
+            tokio::time::sleep(Duration::from_millis(500)).await;
+        }
 
         Ok(())
     }