diff --git a/Cargo.lock b/Cargo.lock
index c95ed8d1..4a7f4071 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -233,7 +233,7 @@ dependencies = [
  "fs_extra",
  "glob",
  "lazy_static",
- "libcnb 0.11.5",
+ "libcnb",
  "libherokubuildpack",
  "regex",
  "serde",
@@ -384,6 +384,12 @@ dependencies = [
  "instant",
 ]
 
+[[package]]
+name = "fastrand"
+version = "2.0.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "6999dc1837253364c2ebb0704ba97994bd874e8f195d665c50b7548f6ea92764"
+
 [[package]]
 name = "filetime"
 version = "0.2.21"
@@ -396,6 +402,12 @@ dependencies = [
  "windows-sys",
 ]
 
+[[package]]
+name = "fixedbitset"
+version = "0.4.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "0ce7134b9999ecaf8bcd65542e436736ef32ddca1b3e06094cb6ec5755203b80"
+
 [[package]]
 name = "flate2"
 version = "1.0.26"
@@ -456,7 +468,7 @@ checksum = "89ca545a94061b6365f2c7355b4b32bd20df3ff95f02da9329b34ccc3bd6ee72"
 dependencies = [
  "proc-macro2",
  "quote",
- "syn 2.0.23",
+ "syn",
 ]
 
 [[package]]
@@ -563,7 +575,7 @@ dependencies = [
  "flate2",
  "fs-err",
  "indoc",
- "libcnb 0.11.5",
+ "libcnb",
  "libcnb-test",
  "libherokubuildpack",
  "rand",
@@ -779,40 +791,14 @@ version = "0.2.147"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "b4668fb0ea861c1df094127ac5f1da3409a82116a4ba74fca2e58ef927159bb3"
 
-[[package]]
-name = "libcnb"
-version = "0.11.5"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "4e4fd7573558173267930e31446da65a0275770bde88847cad4b4cf9a6ff8375"
-dependencies = [
- "libcnb-data 0.11.5",
- "libcnb-proc-macros 0.11.5",
- "serde",
- "thiserror",
- "toml",
-]
-
 [[package]]
 name = "libcnb"
 version = "0.13.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "39d5e0e5f0ea6fe91d867457289d88c4f56631e37fac072d11676ff970715012"
 dependencies = [
- "libcnb-data 0.13.0",
- "libcnb-proc-macros 0.13.0",
- "serde",
- "thiserror",
- "toml",
-]
-
-[[package]]
-name = "libcnb-data"
-version = "0.11.5"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "8c0112478d479c8900929894426818bea8e769ce923536a58baac719d3ca4dcb"
-dependencies = [
- "fancy-regex",
- "libcnb-proc-macros 0.11.5",
+ "libcnb-data",
+ "libcnb-proc-macros",
  "serde",
  "thiserror",
  "toml",
@@ -825,7 +811,7 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "631bda3e80115baf38894609cde58b796d3b3fc0f47cca369321c230df53d563"
 dependencies = [
  "fancy-regex",
- "libcnb-proc-macros 0.13.0",
+ "libcnb-proc-macros",
  "serde",
  "thiserror",
  "toml",
@@ -834,28 +820,17 @@ dependencies = [
 
 [[package]]
 name = "libcnb-package"
-version = "0.11.5"
+version = "0.13.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "aacd18d358a1078cf48f518ef8398c504f8d4fc691ba2e8773bafa1a71d66b59"
+checksum = "17f8f85f26a1cacea4c3e3fd01484e2c86ca0d9c252a1e81adb22ab7e5ee0451"
 dependencies = [
  "cargo_metadata",
- "libcnb-data 0.11.5",
+ "libcnb-data",
+ "petgraph",
  "toml",
  "which",
 ]
 
-[[package]]
-name = "libcnb-proc-macros"
-version = "0.11.5"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "5930cea22615255081c0c44b902e6e8b37a824ebe1374a7c7d52724d5b7d6e4e"
-dependencies = [
- "cargo_metadata",
- "fancy-regex",
- "quote",
- "syn 1.0.109",
-]
-
 [[package]]
 name = "libcnb-proc-macros"
 version = "0.13.0"
@@ -865,20 +840,20 @@ dependencies = [
  "cargo_metadata",
  "fancy-regex",
  "quote",
- "syn 2.0.23",
+ "syn",
 ]
 
 [[package]]
 name = "libcnb-test"
-version = "0.11.5"
+version = "0.13.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "f86e8c1847c8ba3c37e30841ee241887203110f4373731e7967706ab77c42b7d"
+checksum = "0b41b862dfd56b90b266cc5eeb7387bbe1d7912f713af70d988bc9a52d7fe935"
 dependencies = [
  "bollard",
  "cargo_metadata",
- "fastrand",
+ "fastrand 2.0.0",
  "fs_extra",
- "libcnb-data 0.11.5",
+ "libcnb-data",
  "libcnb-package",
  "serde",
  "tempfile",
@@ -894,7 +869,7 @@ checksum = "9580036bf74433923229f3669b3eee4031f771272f6e419754bc49698f320851"
 dependencies = [
  "crossbeam-utils",
  "flate2",
- "libcnb 0.13.0",
+ "libcnb",
  "pathdiff",
  "sha2",
  "tar",
@@ -1006,6 +981,16 @@ version = "2.3.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "9b2a4787296e9989611394c33f193f676704af1686e70b8f8033ab5ba9a35a94"
 
+[[package]]
+name = "petgraph"
+version = "0.6.3"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "4dd7d28ee937e54fe3080c91faa1c3a46c06de6252988a7f4592ba2310ef22a4"
+dependencies = [
+ "fixedbitset",
+ "indexmap 1.9.3",
+]
+
 [[package]]
 name = "pin-project"
 version = "1.1.2"
@@ -1023,7 +1008,7 @@ checksum = "ec2e072ecce94ec471b13398d5402c188e76ac03cf74dd1a975161b23a3f6d9c"
 dependencies = [
  "proc-macro2",
  "quote",
- "syn 2.0.23",
+ "syn",
 ]
 
 [[package]]
@@ -1134,9 +1119,21 @@ dependencies = [
 
 [[package]]
 name = "regex"
-version = "1.8.4"
+version = "1.9.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "d0ab3ca65655bb1e41f2a8c8cd662eb4fb035e67c3f78da1d61dffe89d07300f"
+checksum = "89089e897c013b3deb627116ae56a6955a72b8bed395c9526af31c9fe528b484"
+dependencies = [
+ "aho-corasick",
+ "memchr",
+ "regex-automata",
+ "regex-syntax",
+]
+
+[[package]]
+name = "regex-automata"
+version = "0.3.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "fa250384981ea14565685dea16a9ccc4d1c541a13f82b9c168572264d1df8c56"
 dependencies = [
  "aho-corasick",
  "memchr",
@@ -1145,9 +1142,9 @@ dependencies = [
 
 [[package]]
 name = "regex-syntax"
-version = "0.7.2"
+version = "0.7.3"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "436b050e76ed2903236f032a59761c1eb99e1b0aead2c257922771dab1fc8c78"
+checksum = "2ab07dc67230e4a4718e70fd5c20055a4334b121f1f9db8fe63ef39ce9b8c846"
 
 [[package]]
 name = "ring"
@@ -1172,9 +1169,9 @@ checksum = "d626bb9dae77e28219937af045c257c28bfd3f69333c512553507f5f9798cb76"
 
 [[package]]
 name = "rustix"
-version = "0.37.22"
+version = "0.37.23"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "8818fa822adcc98b18fedbb3632a6a33213c070556b5aa7c4c8cc21cff565c4c"
+checksum = "4d69718bf81c6127a49dc64e44a742e8bb9213c0ff8869a22c308f84c1d4ab06"
 dependencies = [
  "bitflags",
  "errno",
@@ -1186,13 +1183,13 @@ dependencies = [
 
 [[package]]
 name = "rustls"
-version = "0.21.2"
+version = "0.21.3"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "e32ca28af694bc1bbf399c33a516dbdf1c90090b8ab23c2bc24f834aa2247f5f"
+checksum = "b19faa85ecb5197342b54f987b142fb3e30d0c90da40f80ef4fa9a726e6676ed"
 dependencies = [
  "log",
  "ring",
- "rustls-webpki",
+ "rustls-webpki 0.101.1",
  "sct",
 ]
 
@@ -1206,6 +1203,16 @@ dependencies = [
  "untrusted",
 ]
 
+[[package]]
+name = "rustls-webpki"
+version = "0.101.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "15f36a6828982f422756984e47912a7a51dcbc2a197aa791158f8ca61cd8204e"
+dependencies = [
+ "ring",
+ "untrusted",
+]
+
 [[package]]
 name = "ryu"
 version = "1.0.14"
@@ -1263,7 +1270,7 @@ checksum = "5dd83d6dde2b6b2d466e14d9d1acce8816dedee94f735eac6395808b3483c6d6"
 dependencies = [
  "proc-macro2",
  "quote",
- "syn 2.0.23",
+ "syn",
 ]
 
 [[package]]
@@ -1279,13 +1286,13 @@ dependencies = [
 
 [[package]]
 name = "serde_repr"
-version = "0.1.13"
+version = "0.1.14"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "6f0a21fba416426ac927b1691996e82079f8b6156e920c85345f135b2e9ba2de"
+checksum = "1d89a8107374290037607734c0b73a85db7ed80cae314b3c5791f192a496e731"
 dependencies = [
  "proc-macro2",
  "quote",
- "syn 2.0.23",
+ "syn",
 ]
 
 [[package]]
@@ -1366,17 +1373,6 @@ version = "0.10.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "73473c0e59e6d5812c5dfe2a064a6444949f089e20eec9a2e5506596494e4623"
 
-[[package]]
-name = "syn"
-version = "1.0.109"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "72b64191b275b66ffe2469e8af2c1cfe3bafa67b529ead792a6d0160888b4237"
-dependencies = [
- "proc-macro2",
- "quote",
- "unicode-ident",
-]
-
 [[package]]
 name = "syn"
 version = "2.0.23"
@@ -1407,7 +1403,7 @@ checksum = "31c0432476357e58790aaa47a8efb0c5138f137343f3b5f23bd36a27e3b0a6d6"
 dependencies = [
  "autocfg",
  "cfg-if",
- "fastrand",
+ "fastrand 1.9.0",
  "redox_syscall 0.3.5",
  "rustix",
  "windows-sys",
@@ -1439,7 +1435,7 @@ checksum = "d14928354b01c4d6a4f0e549069adef399a284e7995c7ccca94e8a07a5346c59"
 dependencies = [
  "proc-macro2",
  "quote",
- "syn 2.0.23",
+ "syn",
 ]
 
 [[package]]
@@ -1528,9 +1524,9 @@ dependencies = [
 
 [[package]]
 name = "toml"
-version = "0.7.5"
+version = "0.7.6"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "1ebafdf5ad1220cb59e7d17cf4d2c72015297b75b19a10472f99b89225089240"
+checksum = "c17e963a819c331dcacd7ab957d80bc2b9a9c1e71c804826d2f283dd65306542"
 dependencies = [
  "serde",
  "serde_spanned",
@@ -1549,9 +1545,9 @@ dependencies = [
 
 [[package]]
 name = "toml_edit"
-version = "0.19.11"
+version = "0.19.12"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "266f016b7f039eec8a1a80dfe6156b633d208b9fccca5e4db1d6775b0c4e34a7"
+checksum = "c500344a19072298cd05a7224b3c0c629348b78692bf48466c5238656e315a78"
 dependencies = [
  "indexmap 2.0.0",
  "serde",
@@ -1636,7 +1632,7 @@ dependencies = [
  "log",
  "once_cell",
  "rustls",
- "rustls-webpki",
+ "rustls-webpki 0.100.1",
  "url",
  "webpki-roots",
 ]
@@ -1720,7 +1716,7 @@ dependencies = [
  "once_cell",
  "proc-macro2",
  "quote",
- "syn 2.0.23",
+ "syn",
  "wasm-bindgen-shared",
 ]
 
@@ -1742,7 +1738,7 @@ checksum = "54681b18a46765f095758388f2d0cf16eb8d4169b639ab575a8f5693af210c7b"
 dependencies = [
  "proc-macro2",
  "quote",
- "syn 2.0.23",
+ "syn",
  "wasm-bindgen-backend",
  "wasm-bindgen-shared",
 ]
@@ -1769,7 +1765,7 @@ version = "0.23.1"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "b03058f88386e5ff5310d9111d53f48b17d732b401aeb83a8d5190f2ac459338"
 dependencies = [
- "rustls-webpki",
+ "rustls-webpki 0.100.1",
 ]
 
 [[package]]
@@ -1904,9 +1900,9 @@ checksum = "1a515f5799fe4961cb532f983ce2b23082366b898e52ffbce459c86f67c8378a"
 
 [[package]]
 name = "winnow"
-version = "0.4.7"
+version = "0.4.8"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "ca0ace3845f0d96209f0375e6d367e3eb87eb65d27d445bdc9f1843a26f39448"
+checksum = "a9482fe6ceabdf32f3966bfdd350ba69256a97c30253dc616fe0005af24f164e"
 dependencies = [
  "memchr",
 ]
diff --git a/buildpacks/ruby/Cargo.toml b/buildpacks/ruby/Cargo.toml
index de902d5d..23bfefd4 100644
--- a/buildpacks/ruby/Cargo.toml
+++ b/buildpacks/ruby/Cargo.toml
@@ -11,7 +11,7 @@ commons = { path = "../../commons" }
 flate2 = "1"
 fs-err = "2"
 indoc = "2"
-libcnb = "0.11"
+libcnb = "0.13"
 libherokubuildpack = "0.13"
 rand = "0.8"
 regex = "1"
@@ -23,5 +23,5 @@ ureq = "2"
 url = "2"
 
 [dev-dependencies]
-libcnb-test = "0.11"
+libcnb-test = "0.13"
 toml = "0.7"
diff --git a/buildpacks/ruby/buildpack.toml b/buildpacks/ruby/buildpack.toml
index 1b526276..8efd3606 100644
--- a/buildpacks/ruby/buildpack.toml
+++ b/buildpacks/ruby/buildpack.toml
@@ -1,4 +1,4 @@
-api = "0.8"
+api = "0.9"
 
 [buildpack]
 id = "heroku/ruby"
diff --git a/buildpacks/ruby/src/layers/bundle_download_layer.rs b/buildpacks/ruby/src/layers/bundle_download_layer.rs
index 101bf04b..23596406 100644
--- a/buildpacks/ruby/src/layers/bundle_download_layer.rs
+++ b/buildpacks/ruby/src/layers/bundle_download_layer.rs
@@ -73,7 +73,7 @@ impl Layer for BundleDownloadLayer {
 
                 cmd.output_and_write_streams(std::io::stdout(), std::io::stderr())
                     .map_err(|error| {
-                        fun_run::annotate_which_problem(error, cmd, self.env.get("PATH"))
+                        fun_run::annotate_which_problem(error, cmd, self.env.get("PATH").cloned())
                     })
                     .map_err(|error| fun_run::on_system_error(name.clone(), error))
                     .and_then(|output| fun_run::nonzero_streamed(name.clone(), output))
diff --git a/buildpacks/ruby/src/layers/bundle_install_layer.rs b/buildpacks/ruby/src/layers/bundle_install_layer.rs
index 53d5d914..d4d9c104 100644
--- a/buildpacks/ruby/src/layers/bundle_install_layer.rs
+++ b/buildpacks/ruby/src/layers/bundle_install_layer.rs
@@ -365,7 +365,7 @@ fn bundle_install(env: &Env) -> Result<(), CmdError> {
             user::log_info(format!("Running  $ {name}"));
 
             cmd.output_and_write_streams(std::io::stdout(), std::io::stderr())
-                .map_err(|error| fun_run::annotate_which_problem(error, cmd, path_env))
+                .map_err(|error| fun_run::annotate_which_problem(error, cmd, path_env.cloned()))
                 .map_err(|error| fun_run::on_system_error(name.clone(), error))
                 .and_then(|output| fun_run::nonzero_streamed(name.clone(), output))
         })?;
diff --git a/buildpacks/ruby/src/steps/get_default_process.rs b/buildpacks/ruby/src/steps/get_default_process.rs
index ef307505..1561021e 100644
--- a/buildpacks/ruby/src/steps/get_default_process.rs
+++ b/buildpacks/ruby/src/steps/get_default_process.rs
@@ -1,11 +1,10 @@
-use std::path::Path;
-
 use commons::gem_list::GemList;
 use libcnb::build::BuildContext;
 use libcnb::data::launch::Process;
 use libcnb::data::launch::ProcessBuilder;
 use libcnb::data::process_type;
 use libherokubuildpack::log as user;
+use std::path::Path;
 
 use crate::RubyBuildpack;
 
@@ -65,15 +64,31 @@ fn detect_web(gem_list: &GemList, app_path: &Path) -> WebProcess {
 }
 
 fn default_rack() -> Process {
-    ProcessBuilder::new(process_type!("web"), "bundle")
-        .args(["exec", "rackup", "--port", "$PORT", "--host", "0.0.0.0"])
+    ProcessBuilder::new(process_type!("web"), ["bash"])
+        .args([
+            "-c",
+            &[
+                "bundle exec rackup",
+                "--port \"$PORT\"",
+                "--host \"0.0.0.0\"",
+            ]
+            .join(" "),
+        ])
         .default(true)
         .build()
 }
 
 fn default_rails() -> Process {
-    ProcessBuilder::new(process_type!("web"), "bin/rails")
-        .args(["server", "--port", "$PORT", "--environment", "$RAILS_ENV"])
+    ProcessBuilder::new(process_type!("web"), ["bash"])
+        .args([
+            "-c",
+            &[
+                "bin/rails server",
+                "--port \"$PORT\"",
+                "--environment \"$RAILS_ENV\"",
+            ]
+            .join(" "),
+        ])
         .default(true)
         .build()
 }
diff --git a/buildpacks/ruby/src/steps/rake_assets_install.rs b/buildpacks/ruby/src/steps/rake_assets_install.rs
index 11194668..d89d5592 100644
--- a/buildpacks/ruby/src/steps/rake_assets_install.rs
+++ b/buildpacks/ruby/src/steps/rake_assets_install.rs
@@ -71,7 +71,9 @@ fn run_rake_assets_precompile(env: &Env) -> Result<(), CmdError> {
             user::log_info(format!("Running  $ {name}"));
 
             cmd.output_and_write_streams(std::io::stdout(), std::io::stderr())
-                .map_err(|error| fun_run::annotate_which_problem(error, cmd, env.get("PATH")))
+                .map_err(|error| {
+                    fun_run::annotate_which_problem(error, cmd, env.get("PATH").cloned())
+                })
                 .map_err(|error| fun_run::on_system_error(name.clone(), error))
                 .and_then(|output| fun_run::nonzero_streamed(name.clone(), output))
         })?;
@@ -95,7 +97,9 @@ fn run_rake_assets_precompile_with_clean(env: &Env) -> Result<(), CmdError> {
             user::log_info(format!("Running  $ {name}"));
 
             cmd.output_and_write_streams(std::io::stdout(), std::io::stderr())
-                .map_err(|error| fun_run::annotate_which_problem(error, cmd, env.get("PATH")))
+                .map_err(|error| {
+                    fun_run::annotate_which_problem(error, cmd, env.get("PATH").cloned())
+                })
                 .map_err(|error| fun_run::on_system_error(name.clone(), error))
                 .and_then(|output| fun_run::nonzero_streamed(name.clone(), output))
         })?;
diff --git a/commons/Cargo.toml b/commons/Cargo.toml
index bde71306..a685c7e1 100644
--- a/commons/Cargo.toml
+++ b/commons/Cargo.toml
@@ -11,7 +11,7 @@ fs_extra = "1"
 fs-err = "2"
 glob = "0.3"
 lazy_static = "1"
-libcnb = "0.11"
+libcnb = "0.13"
 regex = "1"
 serde = "1"
 sha2 = "0.10"