diff --git a/crates/omnix-cli/crate.nix b/crates/omnix-cli/crate.nix
index 70ddeca4..aeba2580 100644
--- a/crates/omnix-cli/crate.nix
+++ b/crates/omnix-cli/crate.nix
@@ -26,6 +26,7 @@ in
         # > error: don't yet have a `targetPackages.darwin.LibsystemCross for x86_64-apple-darwin`
         (if (stdenv.isDarwin && stdenv.isAarch64) then pkgsStatic.libiconv else pkgs.libiconv)
         pkgs.pkg-config
+        pkgs.cachix
       ];
       buildInputs = lib.optionals pkgs.stdenv.isDarwin
         (
diff --git a/crates/omnix-hack/crate.nix b/crates/omnix-hack/crate.nix
index ce94f5c8..20206310 100644
--- a/crates/omnix-hack/crate.nix
+++ b/crates/omnix-hack/crate.nix
@@ -1,5 +1,4 @@
-{ flake
-, pkgs
+{ pkgs
 , lib
 , rust-project
 , ...
@@ -15,6 +14,7 @@
         IOKit
       ]
     );
+    nativeBuildInputs = [ pkgs.cachix ];
     inherit (rust-project.crates."nix_rs".crane.args)
       DEFAULT_FLAKE_SCHEMAS
       INSPECT_FLAKE
diff --git a/crates/omnix-hack/src/core.rs b/crates/omnix-hack/src/core.rs
index bbd7b66c..9b10b111 100644
--- a/crates/omnix-hack/src/core.rs
+++ b/crates/omnix-hack/src/core.rs
@@ -3,7 +3,7 @@ use std::path::{Path, PathBuf};
 
 use nix_rs::{flake::url::FlakeUrl, info::NixInfo};
 use omnix_common::markdown::print_markdown;
-use omnix_health::{traits::Checkable, NixHealth};
+use omnix_health::{check::caches::CachixCache, traits::Checkable, NixHealth};
 
 use crate::config::HackConfig;
 
@@ -36,28 +36,40 @@ pub async fn hack_on_pre_shell(prj: &Project) -> anyhow::Result<()> {
         .await
         .as_ref()
         .with_context(|| "Unable to gather nix info")?;
-    let relevant_checks: Vec<&'_ dyn Checkable> = vec![
-        &health.nix_version,
-        &health.rosetta,
-        &health.max_jobs,
-        // TODO: Run this only when a cache is configured
-        &health.trusted_users,
-        &health.caches,
-    ];
+
+    let mut relevant_checks: Vec<&'_ dyn Checkable> =
+        vec![&health.nix_version, &health.rosetta, &health.max_jobs];
+    if !health.caches.required.is_empty() {
+        relevant_checks.push(&health.trusted_users);
+    };
+
+    // Run cache related checks, and try to resolve it automatically using `cachix use` as appropriate
+    if !health.caches.required.is_empty() {
+        let missing = health.caches.get_missing_caches(nix_info);
+        let (missing_cachix, missing_other) = parse_many(&missing, CachixCache::from_url);
+        for cachix_cache in &missing_cachix {
+            tracing::info!("🐦 Running `cachix use` for {}", cachix_cache.0);
+            cachix_cache.cachix_use().await?;
+        }
+        if !missing_other.is_empty() {
+            // We cannot add these caches automatically, so defer to `om health`
+            relevant_checks.push(&health.caches);
+        };
+        // TODO: Re-calculate NixInfo since our nix.conf has changed (due to `cachix use`)
+        // To better implement this, we need a mutable database of NixInfo, NixConfig, etc. OnceCell is not sufficient
+    };
+
     for check_kind in relevant_checks.into_iter() {
         for check in check_kind.check(nix_info, Some(&prj.flake)) {
             if !check.result.green() {
                 check.tracing_log().await?;
                 if !check.result.green() && check.required {
-                    tracing::error!("ERROR: Your Nix invironment is not properly setup. Run `om health` for details.");
-                    anyhow::bail!("Cannot proceed");
+                    anyhow::bail!("ERROR: Your Nix invironment is not properly setup. See suggestions above, or run `om health` for details.");
                 };
             };
         }
     }
-    if !health.caches.required.is_empty() {
-        // TODO: Auto-resolve some problems; like running 'cachix use' automatically
-    };
+
     Ok(())
 }
 
@@ -66,3 +78,21 @@ pub async fn hack_on_post_shell(prj: &Project) -> anyhow::Result<()> {
     print_markdown(&prj.dir, prj.cfg.readme.get_markdown()).await?;
     Ok(())
 }
+
+/// Parse all items using the given parse function
+fn parse_many<'a, T, Q, F>(vec: &'a [T], f: F) -> (Vec<Q>, Vec<&'a T>)
+where
+    F: Fn(&T) -> Option<Q>,
+{
+    let mut successes: Vec<Q> = Vec::new();
+    let mut failures: Vec<&'a T> = Vec::new();
+
+    for item in vec {
+        match f(item) {
+            Some(transformed) => successes.push(transformed),
+            None => failures.push(item),
+        }
+    }
+
+    (successes, failures)
+}
diff --git a/crates/omnix-hack/src/lib.rs b/crates/omnix-hack/src/lib.rs
index 4dc24858..2f3c9b86 100644
--- a/crates/omnix-hack/src/lib.rs
+++ b/crates/omnix-hack/src/lib.rs
@@ -1,3 +1,4 @@
+#![feature(let_chains)]
 pub mod config;
 pub mod core;
 pub mod readme;
diff --git a/crates/omnix-hack/src/readme.rs b/crates/omnix-hack/src/readme.rs
index 1afec84a..72bfa62e 100644
--- a/crates/omnix-hack/src/readme.rs
+++ b/crates/omnix-hack/src/readme.rs
@@ -2,7 +2,7 @@ use serde::Deserialize;
 
 const DEFAULT: &str = r#"🍾 Welcome to the project
 
-*(Want to add more instructions here? Add them to the `om.hack.default.readme` field in your `flake.nix` file)*
+*(Want to show custom instructions here? Add them to the `om.hack.default.readme` field in your `flake.nix` file)*
 "#;
 
 /// The README to display at the end.
diff --git a/crates/omnix-health/src/check/caches.rs b/crates/omnix-health/src/check/caches.rs
index 43149f91..c6c871d3 100644
--- a/crates/omnix-health/src/check/caches.rs
+++ b/crates/omnix-health/src/check/caches.rs
@@ -26,12 +26,7 @@ impl Checkable for Caches {
         nix_info: &info::NixInfo,
         _: Option<&nix_rs::flake::url::FlakeUrl>,
     ) -> Vec<Check> {
-        let val = &nix_info.nix_config.substituters.value;
-        let missing_caches = self
-            .required
-            .iter()
-            .filter(|required_cache| !val.contains(required_cache))
-            .collect::<Vec<_>>();
+        let missing_caches = self.get_missing_caches(nix_info);
         let result = if missing_caches.is_empty() {
             CheckResult::Green
         } else {
@@ -54,7 +49,11 @@ impl Checkable for Caches {
             title: "Nix Caches in use".to_string(),
             info: format!(
                 "substituters = {}",
-                val.iter()
+                nix_info
+                    .nix_config
+                    .substituters
+                    .value
+                    .iter()
                     .map(|url| url.to_string())
                     .collect::<Vec<_>>()
                     .join(" ")
@@ -65,3 +64,42 @@ impl Checkable for Caches {
         vec![check]
     }
 }
+
+impl Caches {
+    /// Get subset of required caches not already in use
+    pub fn get_missing_caches(&self, nix_info: &info::NixInfo) -> Vec<Url> {
+        let val = &nix_info.nix_config.substituters.value;
+        self.required
+            .iter()
+            .filter(|required_cache| !val.contains(required_cache))
+            .cloned()
+            .collect()
+    }
+}
+
+pub struct CachixCache(pub String);
+
+impl CachixCache {
+    /// Parse the https URL into a CachixCache
+    pub fn from_url(url: &Url) -> Option<Self> {
+        // Parse https://foo.cachix.org into CachixCache("foo")
+        // If domain is not cachix.org, return None.
+        let host = url.host_str()?;
+        if host.ends_with(".cachix.org") {
+            Some(CachixCache(host.split('.').next()?.to_string()))
+        } else {
+            None
+        }
+    }
+
+    /// Run `cachix use` for this cache
+    pub async fn cachix_use(&self) -> anyhow::Result<()> {
+        let mut cmd = tokio::process::Command::new("cachix");
+        cmd.arg("use").arg(&self.0);
+        let status = cmd.spawn()?.wait().await?;
+        if !status.success() {
+            anyhow::bail!("Failed to run `cachix use {}`", self.0);
+        }
+        Ok(())
+    }
+}
diff --git a/doc/src/om/hack.md b/doc/src/om/hack.md
index 5cf16b26..cd6a19d6 100644
--- a/doc/src/om/hack.md
+++ b/doc/src/om/hack.md
@@ -1,4 +1,7 @@
 # Hack
 
 > [!TODO]
-> `om hack` is a work in progress
+> `om hack` is a work in progress, but checkout [Emanote's `.envrc`](https://github.com/srid/emanote/blob/master/.envrc) to see what is available so far.
+
+- Tight `direnv` integration
+- Health check; `cachix use`