diff --git a/tests/integration/task_tests.rs b/tests/integration/task_tests.rs
index aba83a66d705e6..895e643a059cbf 100644
--- a/tests/integration/task_tests.rs
+++ b/tests/integration/task_tests.rs
@@ -3,169 +3,9 @@
 // Most of the tests for this are in deno_task_shell.
 // These tests are intended to only test integration.
 
-use test_util::env_vars_for_npm_tests;
-use test_util::itest;
-use test_util::TestContext;
-
-itest!(task_no_args {
-  args: "task -q --config task/deno_json/deno.json",
-  output: "task/deno_json/task_no_args.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-  exit_code: 1,
-});
-
-itest!(task_cwd {
-  args: "task -q --config task/deno_json/deno.json --cwd .. echo_cwd",
-  output: "task/deno_json/task_cwd.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-  exit_code: 0,
-});
-
-itest!(task_init_cwd {
-  args: "task -q --config task/deno_json/deno.json --cwd .. echo_init_cwd",
-  output: "task/deno_json/task_init_cwd.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-  exit_code: 0,
-});
-
-itest!(task_init_cwd_already_set {
-  args: "task -q --config task/deno_json/deno.json echo_init_cwd",
-  output: "task/deno_json/task_init_cwd_already_set.out",
-  envs: vec![
-    ("NO_COLOR".to_string(), "1".to_string()),
-    ("INIT_CWD".to_string(), "HELLO".to_string())
-  ],
-  exit_code: 0,
-});
-
-itest!(task_cwd_resolves_config_from_specified_dir {
-  args: "task -q --cwd task/deno_json",
-  output: "task/deno_json/task_no_args.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-  exit_code: 1,
-});
-
-itest!(task_non_existent {
-  args: "task --config task/deno_json/deno.json non_existent",
-  output: "task/deno_json/task_non_existent.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-  exit_code: 1,
-});
-
-#[test]
-fn task_emoji() {
-  // this bug only appears when using a pty/tty
-  TestContext::default()
-    .new_command()
-    .args_vec(["task", "--config", "task/deno_json/deno.json", "echo_emoji"])
-    .with_pty(|mut console| {
-      console.expect("Task echo_emoji echo 🔥\r\n🔥");
-    });
-}
-
-itest!(task_boolean_logic {
-  args: "task -q --config task/deno_json/deno.json boolean_logic",
-  output: "task/deno_json/task_boolean_logic.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
-
-itest!(task_exit_code_5 {
-  args: "task --config task/deno_json/deno.json exit_code_5",
-  output: "task/deno_json/task_exit_code_5.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-  exit_code: 5,
-});
-
-itest!(task_additional_args {
-  args: "task -q --config task/deno_json/deno.json echo 2",
-  output: "task/deno_json/task_additional_args.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
-
-itest!(task_additional_args_no_shell_expansion {
-  args_vec: vec![
-    "task",
-    "-q",
-    "--config",
-    "task/deno_json/deno.json",
-    "echo",
-    "$(echo 5)"
-  ],
-  output: "task/deno_json/task_additional_args_no_shell_expansion.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
-
-itest!(task_additional_args_nested_strings {
-  args_vec: vec![
-    "task",
-    "-q",
-    "--config",
-    "task/deno_json/deno.json",
-    "echo",
-    "string \"quoted string\""
-  ],
-  output: "task/deno_json/task_additional_args_nested_strings.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
-
-itest!(task_additional_args_no_logic {
-  args_vec: vec![
-    "task",
-    "-q",
-    "--config",
-    "task/deno_json/deno.json",
-    "echo",
-    "||",
-    "echo",
-    "5"
-  ],
-  output: "task/deno_json/task_additional_args_no_logic.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
-
-itest!(task_deno_exe_no_env {
-  args_vec: vec![
-    "task",
-    "-q",
-    "--config",
-    "task/deno_json/deno.json",
-    "deno_echo"
-  ],
-  output: "task/deno_json/task_deno_exe_no_env.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-  env_clear: true,
-});
-
-itest!(task_piped_stdin {
-  args_vec: vec![
-    "task",
-    "-q",
-    "--config",
-    "task/deno_json/deno.json",
-    "piped"
-  ],
-  output: "task/deno_json/task_piped_stdin.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
-
-itest!(task_package_json_no_arg {
-  args: "task",
-  cwd: Some("task/package_json/"),
-  output: "task/package_json/no_args.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-  exit_code: 1,
-});
-
-itest!(task_package_json_echo {
-  args: "task --quiet echo",
-  cwd: Some("task/package_json/"),
-  output: "task/package_json/echo.out",
-  // use a temp dir because the node_modules folder will be created
-  copy_temp_dir: Some("task/package_json/"),
-  envs: env_vars_for_npm_tests(),
-  exit_code: 0,
-  http_server: true,
-});
+// use test_util::env_vars_for_npm_tests;
+// use test_util::itest;
+// use test_util::TestContext;
 
 // TODO(2.0): this should first run `deno install`
 // itest!(task_package_json_npm_bin {
@@ -191,24 +31,6 @@ itest!(task_package_json_echo {
 //   http_server: true,
 // });
 
-itest!(task_both_no_arg {
-  args: "task",
-  cwd: Some("task/both/"),
-  output: "task/both/no_args.out",
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-  exit_code: 1,
-});
-
-itest!(task_both_deno_json_selected {
-  args: "task other",
-  cwd: Some("task/both/"),
-  output: "task/both/deno_selected.out",
-  copy_temp_dir: Some("task/both/"),
-  envs: env_vars_for_npm_tests(),
-  exit_code: 0,
-  http_server: true,
-});
-
 // TODO(2.0): not entirely clear what's wrong with this test
 // itest!(task_both_package_json_selected {
 //   args: "task bin asdf",
@@ -220,26 +42,6 @@ itest!(task_both_deno_json_selected {
 //   http_server: true,
 // });
 
-itest!(task_both_prefers_deno {
-  args: "task output some text",
-  cwd: Some("task/both/"),
-  output: "task/both/prefers_deno.out",
-  copy_temp_dir: Some("task/both/"),
-  envs: env_vars_for_npm_tests(),
-  exit_code: 0,
-  http_server: true,
-});
-
-itest!(task_npx_non_existent {
-  args: "task non-existent",
-  cwd: Some("task/npx/"),
-  output: "task/npx/non_existent.out",
-  copy_temp_dir: Some("task/npx/"),
-  envs: env_vars_for_npm_tests(),
-  exit_code: 1,
-  http_server: true,
-});
-
 // TODO(2.0): not entirely clear what's wrong with this test but it hangs for more than 60s
 // itest!(task_npx_on_own {
 //   args: "task on-own",
@@ -250,57 +52,3 @@ itest!(task_npx_non_existent {
 //   exit_code: 1,
 //   http_server: true,
 // });
-
-itest!(task_pre_post {
-  args: "task test",
-  cwd: Some("task/package_json_pre_post/"),
-  output: "task/package_json_pre_post/bin.out",
-  copy_temp_dir: Some("task/package_json_pre_post/"),
-  exit_code: 0,
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
-
-itest!(task_pre {
-  args: "task test",
-  cwd: Some("task/package_json_pre/"),
-  output: "task/package_json_pre/bin.out",
-  copy_temp_dir: Some("task/package_json_pre/"),
-  exit_code: 0,
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
-
-itest!(task_post {
-  args: "task test",
-  cwd: Some("task/package_json_post/"),
-  output: "task/package_json_post/bin.out",
-  copy_temp_dir: Some("task/package_json_post/"),
-  exit_code: 0,
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
-
-itest!(task_post_only {
-  args: "task test",
-  cwd: Some("task/package_json_post_only/"),
-  output: "task/package_json_post_only/bin.out",
-  copy_temp_dir: Some("task/package_json_post_only/"),
-  exit_code: 1,
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
-
-itest!(task_pre_only {
-  args: "task test",
-  cwd: Some("task/package_json_pre_only/"),
-  output: "task/package_json_pre_only/bin.out",
-  copy_temp_dir: Some("task/package_json_pre_only/"),
-  exit_code: 1,
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
-
-itest!(task_deno_no_pre_post {
-  args: "task test",
-  cwd: Some("task/deno_json_pre_post/"),
-  output: "task/deno_json_pre_post/bin.out",
-  copy_temp_dir: Some("task/deno_json_pre_post/"),
-  exit_code: 0,
-  envs: vec![("NO_COLOR".to_string(), "1".to_string())],
-});
diff --git a/tests/specs/task/additional_args/__test__.jsonc b/tests/specs/task/additional_args/__test__.jsonc
new file mode 100644
index 00000000000000..b75c638ff27c8a
--- /dev/null
+++ b/tests/specs/task/additional_args/__test__.jsonc
@@ -0,0 +1,7 @@
+{
+  "args": "task -q --config deno.json echo 2",
+  "output": "task_additional_args.out",
+  "envs": {
+    "NO_COLOR": "1"
+  }
+}
diff --git a/tests/specs/task/additional_args/deno.json b/tests/specs/task/additional_args/deno.json
new file mode 100644
index 00000000000000..c1a379c46a9a47
--- /dev/null
+++ b/tests/specs/task/additional_args/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "echo": "echo 1"
+  }
+}
diff --git a/tests/testdata/task/deno_json/task_additional_args.out b/tests/specs/task/additional_args/task_additional_args.out
similarity index 100%
rename from tests/testdata/task/deno_json/task_additional_args.out
rename to tests/specs/task/additional_args/task_additional_args.out
diff --git a/tests/specs/task/additional_args_nested_strings/__test__.jsonc b/tests/specs/task/additional_args_nested_strings/__test__.jsonc
new file mode 100644
index 00000000000000..e543e31acfd5c0
--- /dev/null
+++ b/tests/specs/task/additional_args_nested_strings/__test__.jsonc
@@ -0,0 +1,7 @@
+{
+  "args": "task -q --config deno.json echo string \"quoted string\"",
+  "output": "task_additional_args_nested_strings.out",
+  "envs": {
+    "NO_COLOR": "1"
+  }
+}
diff --git a/tests/specs/task/additional_args_nested_strings/deno.json b/tests/specs/task/additional_args_nested_strings/deno.json
new file mode 100644
index 00000000000000..c1a379c46a9a47
--- /dev/null
+++ b/tests/specs/task/additional_args_nested_strings/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "echo": "echo 1"
+  }
+}
diff --git a/tests/testdata/task/deno_json/task_additional_args_nested_strings.out b/tests/specs/task/additional_args_nested_strings/task_additional_args_nested_strings.out
similarity index 100%
rename from tests/testdata/task/deno_json/task_additional_args_nested_strings.out
rename to tests/specs/task/additional_args_nested_strings/task_additional_args_nested_strings.out
diff --git a/tests/specs/task/additional_args_no_logic/__test__.jsonc b/tests/specs/task/additional_args_no_logic/__test__.jsonc
new file mode 100644
index 00000000000000..849f8bf66f648d
--- /dev/null
+++ b/tests/specs/task/additional_args_no_logic/__test__.jsonc
@@ -0,0 +1,7 @@
+{
+  "args": "task -q --config deno.json echo || echo 5",
+  "output": "task_additional_args_no_logic.out",
+  "envs": {
+    "NO_COLOR": "1"
+  }
+}
diff --git a/tests/specs/task/additional_args_no_logic/deno.json b/tests/specs/task/additional_args_no_logic/deno.json
new file mode 100644
index 00000000000000..c1a379c46a9a47
--- /dev/null
+++ b/tests/specs/task/additional_args_no_logic/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "echo": "echo 1"
+  }
+}
diff --git a/tests/testdata/task/deno_json/task_additional_args_no_logic.out b/tests/specs/task/additional_args_no_logic/task_additional_args_no_logic.out
similarity index 100%
rename from tests/testdata/task/deno_json/task_additional_args_no_logic.out
rename to tests/specs/task/additional_args_no_logic/task_additional_args_no_logic.out
diff --git a/tests/specs/task/additional_args_no_shell_expansion/__test__.jsonc b/tests/specs/task/additional_args_no_shell_expansion/__test__.jsonc
new file mode 100644
index 00000000000000..202321e39f78d3
--- /dev/null
+++ b/tests/specs/task/additional_args_no_shell_expansion/__test__.jsonc
@@ -0,0 +1,7 @@
+{
+  "args": "task -q --config deno.json echo $(echo 5)",
+  "output": "task_additional_args_no_shell_expansion.out",
+  "envs": {
+    "NO_COLOR": "1"
+  }
+}
diff --git a/tests/specs/task/additional_args_no_shell_expansion/deno.json b/tests/specs/task/additional_args_no_shell_expansion/deno.json
new file mode 100644
index 00000000000000..c1a379c46a9a47
--- /dev/null
+++ b/tests/specs/task/additional_args_no_shell_expansion/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "echo": "echo 1"
+  }
+}
diff --git a/tests/testdata/task/deno_json/task_additional_args_no_shell_expansion.out b/tests/specs/task/additional_args_no_shell_expansion/task_additional_args_no_shell_expansion.out
similarity index 100%
rename from tests/testdata/task/deno_json/task_additional_args_no_shell_expansion.out
rename to tests/specs/task/additional_args_no_shell_expansion/task_additional_args_no_shell_expansion.out
diff --git a/tests/specs/task/boolean_logic/__test__.jsonc b/tests/specs/task/boolean_logic/__test__.jsonc
new file mode 100644
index 00000000000000..c96e2256ca21a5
--- /dev/null
+++ b/tests/specs/task/boolean_logic/__test__.jsonc
@@ -0,0 +1,7 @@
+{
+  "args": "task -q --config deno.json boolean_logic",
+  "output": "task_boolean_logic.out",
+  "envs": {
+    "NO_COLOR": "1"
+  }
+}
diff --git a/tests/specs/task/boolean_logic/deno.json b/tests/specs/task/boolean_logic/deno.json
new file mode 100644
index 00000000000000..4d3aeb4ce20edb
--- /dev/null
+++ b/tests/specs/task/boolean_logic/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "boolean_logic": "sleep 0.1 && echo 3 && echo 4 & echo 1 && echo 2 || echo NOPE"
+  }
+}
diff --git a/tests/testdata/task/deno_json/task_boolean_logic.out b/tests/specs/task/boolean_logic/task_boolean_logic.out
similarity index 100%
rename from tests/testdata/task/deno_json/task_boolean_logic.out
rename to tests/specs/task/boolean_logic/task_boolean_logic.out
diff --git a/tests/specs/task/both_deno_json_selected/__test__.jsonc b/tests/specs/task/both_deno_json_selected/__test__.jsonc
new file mode 100644
index 00000000000000..7b0d31cbce68af
--- /dev/null
+++ b/tests/specs/task/both_deno_json_selected/__test__.jsonc
@@ -0,0 +1,9 @@
+{
+  "args": "task --config deno.json other",
+  "output": "deno_selected.out",
+  "envs": {
+    "NO_COLOR": "1",
+    "NPM_CONFIG_REGISTRY": "http://localhost:4260/"
+  },
+  "exitCode": 0
+}
diff --git a/tests/specs/task/both_deno_json_selected/deno.json b/tests/specs/task/both_deno_json_selected/deno.json
new file mode 100644
index 00000000000000..1038609a4afbf5
--- /dev/null
+++ b/tests/specs/task/both_deno_json_selected/deno.json
@@ -0,0 +1,6 @@
+{
+  "tasks": {
+    "output": "deno eval 'console.log(1)'",
+    "other": "deno eval 'console.log(2)'"
+  }
+}
diff --git a/tests/testdata/task/both/deno_selected.out b/tests/specs/task/both_deno_json_selected/deno_selected.out
similarity index 100%
rename from tests/testdata/task/both/deno_selected.out
rename to tests/specs/task/both_deno_json_selected/deno_selected.out
diff --git a/tests/specs/task/both_no_arg/__test__.jsonc b/tests/specs/task/both_no_arg/__test__.jsonc
new file mode 100644
index 00000000000000..c80db130e9cad1
--- /dev/null
+++ b/tests/specs/task/both_no_arg/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task --config deno.json",
+  "output": "no_args.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 1
+}
diff --git a/tests/specs/task/both_no_arg/deno.json b/tests/specs/task/both_no_arg/deno.json
new file mode 100644
index 00000000000000..1038609a4afbf5
--- /dev/null
+++ b/tests/specs/task/both_no_arg/deno.json
@@ -0,0 +1,6 @@
+{
+  "tasks": {
+    "output": "deno eval 'console.log(1)'",
+    "other": "deno eval 'console.log(2)'"
+  }
+}
diff --git a/tests/testdata/task/both/no_args.out b/tests/specs/task/both_no_arg/no_args.out
similarity index 100%
rename from tests/testdata/task/both/no_args.out
rename to tests/specs/task/both_no_arg/no_args.out
diff --git a/tests/specs/task/both_no_arg/package.json b/tests/specs/task/both_no_arg/package.json
new file mode 100644
index 00000000000000..708ccc6b192fb4
--- /dev/null
+++ b/tests/specs/task/both_no_arg/package.json
@@ -0,0 +1,9 @@
+{
+  "scripts": {
+    "bin": "cli-esm testing this out",
+    "output": "echo should never be called or shown"
+  },
+  "dependencies": {
+    "other": "npm:@denotest/bin@1.0"
+  }
+}
diff --git a/tests/specs/task/both_prefers_deno/__test__.jsonc b/tests/specs/task/both_prefers_deno/__test__.jsonc
new file mode 100644
index 00000000000000..74bfedf8c29b53
--- /dev/null
+++ b/tests/specs/task/both_prefers_deno/__test__.jsonc
@@ -0,0 +1,9 @@
+{
+  "args": "task --config deno.json output some text",
+  "output": "prefers_deno.out",
+  "envs": {
+    "NO_COLOR": "1",
+    "NPM_CONFIG_REGISTRY": "http://localhost:4260/"
+  },
+  "exitCode": 0
+}
diff --git a/tests/specs/task/both_prefers_deno/deno.json b/tests/specs/task/both_prefers_deno/deno.json
new file mode 100644
index 00000000000000..1038609a4afbf5
--- /dev/null
+++ b/tests/specs/task/both_prefers_deno/deno.json
@@ -0,0 +1,6 @@
+{
+  "tasks": {
+    "output": "deno eval 'console.log(1)'",
+    "other": "deno eval 'console.log(2)'"
+  }
+}
diff --git a/tests/testdata/task/both/prefers_deno.out b/tests/specs/task/both_prefers_deno/prefers_deno.out
similarity index 100%
rename from tests/testdata/task/both/prefers_deno.out
rename to tests/specs/task/both_prefers_deno/prefers_deno.out
diff --git a/tests/specs/task/cwd/__test__.jsonc b/tests/specs/task/cwd/__test__.jsonc
new file mode 100644
index 00000000000000..c291fe0c9b21ef
--- /dev/null
+++ b/tests/specs/task/cwd/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task -q --config deno.json --cwd .. echo_cwd",
+  "output": "task_cwd.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 0
+}
diff --git a/tests/specs/task/cwd/deno.json b/tests/specs/task/cwd/deno.json
new file mode 100644
index 00000000000000..b7f513a3f953fc
--- /dev/null
+++ b/tests/specs/task/cwd/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "echo_cwd": "echo $(pwd)"
+  }
+}
diff --git a/tests/specs/task/cwd/task_cwd.out b/tests/specs/task/cwd/task_cwd.out
new file mode 100644
index 00000000000000..1a8bf6ad05f7ac
--- /dev/null
+++ b/tests/specs/task/cwd/task_cwd.out
@@ -0,0 +1 @@
+[WILDCARD]task
diff --git a/tests/specs/task/cwd_resolves_config_from_specified_dir/__test__.jsonc b/tests/specs/task/cwd_resolves_config_from_specified_dir/__test__.jsonc
new file mode 100644
index 00000000000000..97898e14ff8586
--- /dev/null
+++ b/tests/specs/task/cwd_resolves_config_from_specified_dir/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task -q --cwd deno.json",
+  "output": "task_no_args.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 1
+}
diff --git a/tests/testdata/task/deno_json/deno.json b/tests/specs/task/cwd_resolves_config_from_specified_dir/deno.json
similarity index 100%
rename from tests/testdata/task/deno_json/deno.json
rename to tests/specs/task/cwd_resolves_config_from_specified_dir/deno.json
diff --git a/tests/testdata/task/deno_json/task_no_args.out b/tests/specs/task/cwd_resolves_config_from_specified_dir/task_no_args.out
similarity index 100%
rename from tests/testdata/task/deno_json/task_no_args.out
rename to tests/specs/task/cwd_resolves_config_from_specified_dir/task_no_args.out
diff --git a/tests/specs/task/deno_exe_no_env/__test__.jsonc b/tests/specs/task/deno_exe_no_env/__test__.jsonc
new file mode 100644
index 00000000000000..b021669e06e09e
--- /dev/null
+++ b/tests/specs/task/deno_exe_no_env/__test__.jsonc
@@ -0,0 +1,7 @@
+{
+  "args": "task -q --config deno.json deno_echo",
+  "output": "task_deno_exe_no_env.out",
+  "envs": {
+    "NO_COLOR": "1"
+  }
+}
diff --git a/tests/specs/task/deno_exe_no_env/deno.json b/tests/specs/task/deno_exe_no_env/deno.json
new file mode 100644
index 00000000000000..d519e213921d46
--- /dev/null
+++ b/tests/specs/task/deno_exe_no_env/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "deno_echo": "deno eval 'console.log(5)'"
+  }
+}
diff --git a/tests/testdata/task/deno_json/task_deno_exe_no_env.out b/tests/specs/task/deno_exe_no_env/task_deno_exe_no_env.out
similarity index 100%
rename from tests/testdata/task/deno_json/task_deno_exe_no_env.out
rename to tests/specs/task/deno_exe_no_env/task_deno_exe_no_env.out
diff --git a/tests/specs/task/deno_no_pre_post/__test__.jsonc b/tests/specs/task/deno_no_pre_post/__test__.jsonc
new file mode 100644
index 00000000000000..17bdc9acef8cc1
--- /dev/null
+++ b/tests/specs/task/deno_no_pre_post/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task --config deno.json test",
+  "output": "bin.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 0
+}
diff --git a/tests/testdata/task/deno_json_pre_post/bin.out b/tests/specs/task/deno_no_pre_post/bin.out
similarity index 100%
rename from tests/testdata/task/deno_json_pre_post/bin.out
rename to tests/specs/task/deno_no_pre_post/bin.out
diff --git a/tests/testdata/task/deno_json_pre_post/deno.json b/tests/specs/task/deno_no_pre_post/deno.json
similarity index 100%
rename from tests/testdata/task/deno_json_pre_post/deno.json
rename to tests/specs/task/deno_no_pre_post/deno.json
diff --git a/tests/specs/task/emoji/__test__.jsonc b/tests/specs/task/emoji/__test__.jsonc
new file mode 100644
index 00000000000000..fde5b1545f2967
--- /dev/null
+++ b/tests/specs/task/emoji/__test__.jsonc
@@ -0,0 +1,4 @@
+{
+  "args": "task -q --cwd deno.json echo_emoji",
+  "output": "main.out"
+}
diff --git a/tests/specs/task/emoji/deno.json b/tests/specs/task/emoji/deno.json
new file mode 100644
index 00000000000000..5ef0d014a70eca
--- /dev/null
+++ b/tests/specs/task/emoji/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "echo_emoji": "echo 🔥"
+  }
+}
diff --git a/tests/specs/task/emoji/main.out b/tests/specs/task/emoji/main.out
new file mode 100644
index 00000000000000..6ece63dc1ffccd
--- /dev/null
+++ b/tests/specs/task/emoji/main.out
@@ -0,0 +1 @@
+🔥
diff --git a/tests/specs/task/exit_code_5/__test__.jsonc b/tests/specs/task/exit_code_5/__test__.jsonc
new file mode 100644
index 00000000000000..123710b788c906
--- /dev/null
+++ b/tests/specs/task/exit_code_5/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task --config deno.json exit_code_5",
+  "output": "task_exit_code_5.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 5
+}
diff --git a/tests/specs/task/exit_code_5/deno.json b/tests/specs/task/exit_code_5/deno.json
new file mode 100644
index 00000000000000..a6e19c031c7630
--- /dev/null
+++ b/tests/specs/task/exit_code_5/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "exit_code_5": "echo $(echo 10 ; exit 2) && exit 5"
+  }
+}
diff --git a/tests/testdata/task/deno_json/task_exit_code_5.out b/tests/specs/task/exit_code_5/task_exit_code_5.out
similarity index 100%
rename from tests/testdata/task/deno_json/task_exit_code_5.out
rename to tests/specs/task/exit_code_5/task_exit_code_5.out
diff --git a/tests/specs/task/init_cwd/__test__.jsonc b/tests/specs/task/init_cwd/__test__.jsonc
new file mode 100644
index 00000000000000..e40d7fef3d5467
--- /dev/null
+++ b/tests/specs/task/init_cwd/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task -q --config deno.json --cwd .. echo_init_cwd",
+  "output": "task_init_cwd.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 0
+}
diff --git a/tests/specs/task/init_cwd/deno.json b/tests/specs/task/init_cwd/deno.json
new file mode 100644
index 00000000000000..93abead1dd3a1d
--- /dev/null
+++ b/tests/specs/task/init_cwd/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "echo_init_cwd": "echo $INIT_CWD"
+  }
+}
diff --git a/tests/specs/task/init_cwd/task_init_cwd.out b/tests/specs/task/init_cwd/task_init_cwd.out
new file mode 100644
index 00000000000000..fee54862e344eb
--- /dev/null
+++ b/tests/specs/task/init_cwd/task_init_cwd.out
@@ -0,0 +1 @@
+[WILDCARD]init_cwd
diff --git a/tests/specs/task/init_cwd_already_set/__test__.jsonc b/tests/specs/task/init_cwd_already_set/__test__.jsonc
new file mode 100644
index 00000000000000..30e2091ea7289d
--- /dev/null
+++ b/tests/specs/task/init_cwd_already_set/__test__.jsonc
@@ -0,0 +1,9 @@
+{
+  "args": "task -q --config deno.json echo_init_cwd",
+  "output": "task_init_cwd_already_set.out",
+  "envs": {
+    "NO_COLOR": "1",
+    "INIT_CWD": "HELLO"
+  },
+  "exitCode": 0
+}
diff --git a/tests/specs/task/init_cwd_already_set/deno.json b/tests/specs/task/init_cwd_already_set/deno.json
new file mode 100644
index 00000000000000..93abead1dd3a1d
--- /dev/null
+++ b/tests/specs/task/init_cwd_already_set/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "echo_init_cwd": "echo $INIT_CWD"
+  }
+}
diff --git a/tests/testdata/task/deno_json/task_init_cwd_already_set.out b/tests/specs/task/init_cwd_already_set/task_init_cwd_already_set.out
similarity index 100%
rename from tests/testdata/task/deno_json/task_init_cwd_already_set.out
rename to tests/specs/task/init_cwd_already_set/task_init_cwd_already_set.out
diff --git a/tests/specs/task/no_args/__test__.jsonc b/tests/specs/task/no_args/__test__.jsonc
new file mode 100644
index 00000000000000..9ec24d1d21e70e
--- /dev/null
+++ b/tests/specs/task/no_args/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task -q --config deno.json",
+  "output": "task_no_args.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 1
+}
diff --git a/tests/specs/task/no_args/deno.json b/tests/specs/task/no_args/deno.json
new file mode 100644
index 00000000000000..c57426d2505d93
--- /dev/null
+++ b/tests/specs/task/no_args/deno.json
@@ -0,0 +1,13 @@
+{
+  "tasks": {
+    "boolean_logic": "sleep 0.1 && echo 3 && echo 4 & echo 1 && echo 2 || echo NOPE",
+    "echo": "echo 1",
+    "deno_echo": "deno eval 'console.log(5)'",
+    "strings": "deno run main.ts && deno eval \"console.log(\\\"test\\\")\"",
+    "piped": "echo 12345 | (deno eval 'const b = new Uint8Array(1);Deno.stdin.readSync(b);console.log(b)' && deno eval 'const b = new Uint8Array(1);Deno.stdin.readSync(b);console.log(b)')",
+    "exit_code_5": "echo $(echo 10 ; exit 2) && exit 5",
+    "echo_cwd": "echo $(pwd)",
+    "echo_init_cwd": "echo $INIT_CWD",
+    "echo_emoji": "echo 🔥"
+  }
+}
diff --git a/tests/specs/task/no_args/task_no_args.out b/tests/specs/task/no_args/task_no_args.out
new file mode 100644
index 00000000000000..18f86fce6cdf8a
--- /dev/null
+++ b/tests/specs/task/no_args/task_no_args.out
@@ -0,0 +1,19 @@
+Available tasks:
+- boolean_logic
+    sleep 0.1 && echo 3 && echo 4 & echo 1 && echo 2 || echo NOPE
+- echo
+    echo 1
+- deno_echo
+    deno eval 'console.log(5)'
+- strings
+    deno run main.ts && deno eval "console.log(\"test\")"
+- piped
+    echo 12345 | (deno eval 'const b = new Uint8Array(1);Deno.stdin.readSync(b);console.log(b)' && deno eval 'const b = new Uint8Array(1);Deno.stdin.readSync(b);console.log(b)')
+- exit_code_5
+    echo $(echo 10 ; exit 2) && exit 5
+- echo_cwd
+    echo $(pwd)
+- echo_init_cwd
+    echo $INIT_CWD
+- echo_emoji
+    echo 🔥
diff --git a/tests/specs/task/non_existent/__test__.jsonc b/tests/specs/task/non_existent/__test__.jsonc
new file mode 100644
index 00000000000000..e34674beeffec5
--- /dev/null
+++ b/tests/specs/task/non_existent/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task --config deno.json non_existent",
+  "output": "task_non_existent.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 1
+}
diff --git a/tests/specs/task/non_existent/deno.json b/tests/specs/task/non_existent/deno.json
new file mode 100644
index 00000000000000..c57426d2505d93
--- /dev/null
+++ b/tests/specs/task/non_existent/deno.json
@@ -0,0 +1,13 @@
+{
+  "tasks": {
+    "boolean_logic": "sleep 0.1 && echo 3 && echo 4 & echo 1 && echo 2 || echo NOPE",
+    "echo": "echo 1",
+    "deno_echo": "deno eval 'console.log(5)'",
+    "strings": "deno run main.ts && deno eval \"console.log(\\\"test\\\")\"",
+    "piped": "echo 12345 | (deno eval 'const b = new Uint8Array(1);Deno.stdin.readSync(b);console.log(b)' && deno eval 'const b = new Uint8Array(1);Deno.stdin.readSync(b);console.log(b)')",
+    "exit_code_5": "echo $(echo 10 ; exit 2) && exit 5",
+    "echo_cwd": "echo $(pwd)",
+    "echo_init_cwd": "echo $INIT_CWD",
+    "echo_emoji": "echo 🔥"
+  }
+}
diff --git a/tests/testdata/task/deno_json/task_non_existent.out b/tests/specs/task/non_existent/task_non_existent.out
similarity index 100%
rename from tests/testdata/task/deno_json/task_non_existent.out
rename to tests/specs/task/non_existent/task_non_existent.out
diff --git a/tests/specs/task/npx_non_existent/__test__.jsonc b/tests/specs/task/npx_non_existent/__test__.jsonc
new file mode 100644
index 00000000000000..8678a37bd3037d
--- /dev/null
+++ b/tests/specs/task/npx_non_existent/__test__.jsonc
@@ -0,0 +1,9 @@
+{
+  "args": "task non-existent",
+  "output": "non_existent.out",
+  "envs": {
+    "NO_COLOR": "1",
+    "NPM_CONFIG_REGISTRY": "http://localhost:4260/"
+  },
+  "exitCode": 1
+}
diff --git a/tests/testdata/task/npx/non_existent.out b/tests/specs/task/npx_non_existent/non_existent.out
similarity index 100%
rename from tests/testdata/task/npx/non_existent.out
rename to tests/specs/task/npx_non_existent/non_existent.out
diff --git a/tests/specs/task/npx_non_existent/package.json b/tests/specs/task/npx_non_existent/package.json
new file mode 100644
index 00000000000000..59602b96fe2b07
--- /dev/null
+++ b/tests/specs/task/npx_non_existent/package.json
@@ -0,0 +1,6 @@
+{
+  "scripts": {
+    "non-existent": "npx this-command-should-not-exist-for-you",
+    "on-own": "npx"
+  }
+}
diff --git a/tests/specs/task/package_json_echo/__test__.jsonc b/tests/specs/task/package_json_echo/__test__.jsonc
new file mode 100644
index 00000000000000..616f72f78fc6c8
--- /dev/null
+++ b/tests/specs/task/package_json_echo/__test__.jsonc
@@ -0,0 +1,9 @@
+{
+  "args": "task --quiet echo",
+  "output": "echo.out",
+  "envs": {
+    "NO_COLOR": "1",
+    "NPM_CONFIG_REGISTRY": "http://localhost:4260/"
+  },
+  "exitCode": 0
+}
diff --git a/tests/testdata/task/package_json/echo.out b/tests/specs/task/package_json_echo/echo.out
similarity index 100%
rename from tests/testdata/task/package_json/echo.out
rename to tests/specs/task/package_json_echo/echo.out
diff --git a/tests/specs/task/package_json_echo/package.json b/tests/specs/task/package_json_echo/package.json
new file mode 100644
index 00000000000000..cedbe2d5bda35e
--- /dev/null
+++ b/tests/specs/task/package_json_echo/package.json
@@ -0,0 +1,10 @@
+{
+  "scripts": {
+    "echo": "deno eval 'console.log(1)'",
+    "bin": "@denotest/bin hi && cli-esm testing this out && npx cli-cjs test"
+  },
+  "dependencies": {
+    "@denotest/bin": "0.5",
+    "other": "npm:@denotest/bin@1.0"
+  }
+}
diff --git a/tests/specs/task/package_json_no_arg/__test__.jsonc b/tests/specs/task/package_json_no_arg/__test__.jsonc
new file mode 100644
index 00000000000000..2d7b75a2f264db
--- /dev/null
+++ b/tests/specs/task/package_json_no_arg/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task",
+  "output": "no_args.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 1
+}
diff --git a/tests/testdata/task/package_json/no_args.out b/tests/specs/task/package_json_no_arg/no_args.out
similarity index 100%
rename from tests/testdata/task/package_json/no_args.out
rename to tests/specs/task/package_json_no_arg/no_args.out
diff --git a/tests/specs/task/package_json_no_arg/package.json b/tests/specs/task/package_json_no_arg/package.json
new file mode 100644
index 00000000000000..cedbe2d5bda35e
--- /dev/null
+++ b/tests/specs/task/package_json_no_arg/package.json
@@ -0,0 +1,10 @@
+{
+  "scripts": {
+    "echo": "deno eval 'console.log(1)'",
+    "bin": "@denotest/bin hi && cli-esm testing this out && npx cli-cjs test"
+  },
+  "dependencies": {
+    "@denotest/bin": "0.5",
+    "other": "npm:@denotest/bin@1.0"
+  }
+}
diff --git a/tests/specs/task/piped_stdin/__test__.jsonc b/tests/specs/task/piped_stdin/__test__.jsonc
new file mode 100644
index 00000000000000..73220430a2ad10
--- /dev/null
+++ b/tests/specs/task/piped_stdin/__test__.jsonc
@@ -0,0 +1,7 @@
+{
+  "args": "task -q --config deno.json piped",
+  "output": "task_piped_stdin.out",
+  "envs": {
+    "NO_COLOR": "1"
+  }
+}
diff --git a/tests/specs/task/piped_stdin/deno.json b/tests/specs/task/piped_stdin/deno.json
new file mode 100644
index 00000000000000..bb3d1cd29e4440
--- /dev/null
+++ b/tests/specs/task/piped_stdin/deno.json
@@ -0,0 +1,5 @@
+{
+  "tasks": {
+    "piped": "echo 12345 | (deno eval 'const b = new Uint8Array(1);Deno.stdin.readSync(b);console.log(b)' && deno eval 'const b = new Uint8Array(1);Deno.stdin.readSync(b);console.log(b)')"
+  }
+}
diff --git a/tests/testdata/task/deno_json/task_piped_stdin.out b/tests/specs/task/piped_stdin/task_piped_stdin.out
similarity index 100%
rename from tests/testdata/task/deno_json/task_piped_stdin.out
rename to tests/specs/task/piped_stdin/task_piped_stdin.out
diff --git a/tests/specs/task/post/__test__.jsonc b/tests/specs/task/post/__test__.jsonc
new file mode 100644
index 00000000000000..3ea55d4561d7e1
--- /dev/null
+++ b/tests/specs/task/post/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task test",
+  "output": "bin.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 0
+}
diff --git a/tests/testdata/task/package_json_post/bin.out b/tests/specs/task/post/bin.out
similarity index 100%
rename from tests/testdata/task/package_json_post/bin.out
rename to tests/specs/task/post/bin.out
diff --git a/tests/testdata/task/package_json_post/package.json b/tests/specs/task/post/package.json
similarity index 100%
rename from tests/testdata/task/package_json_post/package.json
rename to tests/specs/task/post/package.json
diff --git a/tests/specs/task/post_only/__test__.jsonc b/tests/specs/task/post_only/__test__.jsonc
new file mode 100644
index 00000000000000..4c37e3e63e87dc
--- /dev/null
+++ b/tests/specs/task/post_only/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task test",
+  "output": "bin.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 1
+}
diff --git a/tests/testdata/task/package_json_post_only/bin.out b/tests/specs/task/post_only/bin.out
similarity index 100%
rename from tests/testdata/task/package_json_post_only/bin.out
rename to tests/specs/task/post_only/bin.out
diff --git a/tests/testdata/task/package_json_post_only/package.json b/tests/specs/task/post_only/package.json
similarity index 100%
rename from tests/testdata/task/package_json_post_only/package.json
rename to tests/specs/task/post_only/package.json
diff --git a/tests/specs/task/pre/__test__.jsonc b/tests/specs/task/pre/__test__.jsonc
new file mode 100644
index 00000000000000..3ea55d4561d7e1
--- /dev/null
+++ b/tests/specs/task/pre/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task test",
+  "output": "bin.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 0
+}
diff --git a/tests/testdata/task/package_json_pre/bin.out b/tests/specs/task/pre/bin.out
similarity index 100%
rename from tests/testdata/task/package_json_pre/bin.out
rename to tests/specs/task/pre/bin.out
diff --git a/tests/testdata/task/package_json_pre/package.json b/tests/specs/task/pre/package.json
similarity index 100%
rename from tests/testdata/task/package_json_pre/package.json
rename to tests/specs/task/pre/package.json
diff --git a/tests/specs/task/pre_only/__test__.jsonc b/tests/specs/task/pre_only/__test__.jsonc
new file mode 100644
index 00000000000000..4c37e3e63e87dc
--- /dev/null
+++ b/tests/specs/task/pre_only/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task test",
+  "output": "bin.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 1
+}
diff --git a/tests/testdata/task/package_json_pre_only/bin.out b/tests/specs/task/pre_only/bin.out
similarity index 100%
rename from tests/testdata/task/package_json_pre_only/bin.out
rename to tests/specs/task/pre_only/bin.out
diff --git a/tests/testdata/task/package_json_pre_only/package.json b/tests/specs/task/pre_only/package.json
similarity index 100%
rename from tests/testdata/task/package_json_pre_only/package.json
rename to tests/specs/task/pre_only/package.json
diff --git a/tests/specs/task/pre_post/__test__.jsonc b/tests/specs/task/pre_post/__test__.jsonc
new file mode 100644
index 00000000000000..3ea55d4561d7e1
--- /dev/null
+++ b/tests/specs/task/pre_post/__test__.jsonc
@@ -0,0 +1,8 @@
+{
+  "args": "task test",
+  "output": "bin.out",
+  "envs": {
+    "NO_COLOR": "1"
+  },
+  "exitCode": 0
+}
diff --git a/tests/testdata/task/package_json_pre_post/bin.out b/tests/specs/task/pre_post/bin.out
similarity index 100%
rename from tests/testdata/task/package_json_pre_post/bin.out
rename to tests/specs/task/pre_post/bin.out
diff --git a/tests/testdata/task/package_json_pre_post/package.json b/tests/specs/task/pre_post/package.json
similarity index 100%
rename from tests/testdata/task/package_json_pre_post/package.json
rename to tests/specs/task/pre_post/package.json
diff --git a/tests/testdata/task/both/echo.out b/tests/testdata/task/both/echo.out
deleted file mode 100644
index e69de29bb2d1d6..00000000000000
diff --git a/tests/testdata/task/deno_json/task_cwd.out b/tests/testdata/task/deno_json/task_cwd.out
deleted file mode 100644
index bfe3e7b111a52b..00000000000000
--- a/tests/testdata/task/deno_json/task_cwd.out
+++ /dev/null
@@ -1 +0,0 @@
-[WILDCARD]tests
diff --git a/tests/testdata/task/deno_json/task_init_cwd.out b/tests/testdata/task/deno_json/task_init_cwd.out
deleted file mode 100644
index 95ea8a5458e05c..00000000000000
--- a/tests/testdata/task/deno_json/task_init_cwd.out
+++ /dev/null
@@ -1 +0,0 @@
-[WILDCARD]testdata
diff --git a/tests/testdata/task/deno_json_pre_post/echo.out b/tests/testdata/task/deno_json_pre_post/echo.out
deleted file mode 100644
index 573541ac9702dd..00000000000000
--- a/tests/testdata/task/deno_json_pre_post/echo.out
+++ /dev/null
@@ -1 +0,0 @@
-0
diff --git a/tests/testdata/task/package_json_post/echo.out b/tests/testdata/task/package_json_post/echo.out
deleted file mode 100644
index 573541ac9702dd..00000000000000
--- a/tests/testdata/task/package_json_post/echo.out
+++ /dev/null
@@ -1 +0,0 @@
-0
diff --git a/tests/testdata/task/package_json_post_only/echo.out b/tests/testdata/task/package_json_post_only/echo.out
deleted file mode 100644
index 573541ac9702dd..00000000000000
--- a/tests/testdata/task/package_json_post_only/echo.out
+++ /dev/null
@@ -1 +0,0 @@
-0
diff --git a/tests/testdata/task/package_json_pre/echo.out b/tests/testdata/task/package_json_pre/echo.out
deleted file mode 100644
index 573541ac9702dd..00000000000000
--- a/tests/testdata/task/package_json_pre/echo.out
+++ /dev/null
@@ -1 +0,0 @@
-0
diff --git a/tests/testdata/task/package_json_pre_only/echo.out b/tests/testdata/task/package_json_pre_only/echo.out
deleted file mode 100644
index d00491fd7e5bb6..00000000000000
--- a/tests/testdata/task/package_json_pre_only/echo.out
+++ /dev/null
@@ -1 +0,0 @@
-1
diff --git a/tests/testdata/task/package_json_pre_post/echo.out b/tests/testdata/task/package_json_pre_post/echo.out
deleted file mode 100644
index 573541ac9702dd..00000000000000
--- a/tests/testdata/task/package_json_pre_post/echo.out
+++ /dev/null
@@ -1 +0,0 @@
-0
diff --git a/tools/lint.js b/tools/lint.js
index 2178d45792670f..c76589c666ae6d 100755
--- a/tools/lint.js
+++ b/tools/lint.js
@@ -222,7 +222,7 @@ async function ensureNoNewITests() {
     "repl_tests.rs": 0,
     "run_tests.rs": 338,
     "shared_library_tests.rs": 0,
-    "task_tests.rs": 30,
+    "task_tests.rs": 4,
     "test_tests.rs": 74,
     "upgrade_tests.rs": 0,
     "vendor_tests.rs": 1,