diff --git a/cli/rt/run.rs b/cli/rt/run.rs
index df5388e0d1a18e..906504327f9202 100644
--- a/cli/rt/run.rs
+++ b/cli/rt/run.rs
@@ -59,6 +59,9 @@ use deno_resolver::npm::NpmReqResolver;
 use deno_resolver::npm::NpmReqResolverOptions;
 use deno_resolver::npm::NpmResolver;
 use deno_resolver::npm::NpmResolverCreateOptions;
+use deno_resolver::sloppy_imports::SloppyImportsCachedFs;
+use deno_resolver::sloppy_imports::SloppyImportsResolutionKind;
+use deno_resolver::sloppy_imports::SloppyImportsResolver;
 use deno_runtime::code_cache::CodeCache;
 use deno_runtime::deno_fs::FileSystem;
 use deno_runtime::deno_node::create_host_defined_options;
@@ -103,6 +106,8 @@ struct SharedModuleLoaderState {
   npm_module_loader: Arc<DenoRtNpmModuleLoader>,
   npm_registry_permission_checker: NpmRegistryReadPermissionChecker<DenoRtSys>,
   npm_req_resolver: Arc<DenoRtNpmReqResolver>,
+  sloppy_imports_resolver:
+    Option<SloppyImportsResolver<SloppyImportsCachedFs<DenoRtSys>>>,
   vfs: Arc<FileBackedVfs>,
   workspace_resolver: WorkspaceResolver<DenoRtSys>,
 }
@@ -316,6 +321,18 @@ impl ModuleLoader for EmbeddedModuleLoader {
           }
         }
 
+        // do sloppy imports resolution if enabled
+        let specifier = if let Some(sloppy_imports_resolver) =
+          &self.shared.sloppy_imports_resolver
+        {
+          sloppy_imports_resolver
+            .resolve(&specifier, SloppyImportsResolutionKind::Execution)
+            .map(|s| s.into_specifier())
+            .unwrap_or(specifier)
+        } else {
+          specifier
+        };
+
         Ok(
           self
             .shared
@@ -813,6 +830,10 @@ pub async fn run(
     pkg_json_resolver.clone(),
     sys.clone(),
   ));
+  let sloppy_imports_resolver =
+    metadata.unstable_config.sloppy_imports.then(|| {
+      SloppyImportsResolver::new(SloppyImportsCachedFs::new(sys.clone()))
+    });
   let workspace_resolver = {
     let import_map = match metadata.workspace_resolver.import_map {
       Some(import_map) => Some(
@@ -892,6 +913,7 @@ pub async fn run(
       )),
       npm_registry_permission_checker,
       npm_req_resolver,
+      sloppy_imports_resolver,
       vfs: vfs.clone(),
       workspace_resolver,
     }),
diff --git a/cli/tools/compile.rs b/cli/tools/compile.rs
index 75a36e7896d3ba..5df399336afe3a 100644
--- a/cli/tools/compile.rs
+++ b/cli/tools/compile.rs
@@ -43,18 +43,6 @@ pub async fn compile(
     cli_options.initial_cwd(),
   )?;
 
-  // this is not supported, so show a warning about it, but don't error in order
-  // to allow someone to still run `deno compile` when this is in a deno.json
-  if cli_options.unstable_sloppy_imports() {
-    log::warn!(
-      concat!(
-        "{} Sloppy imports are not supported in deno compile. ",
-        "The compiled executable may encounter runtime errors.",
-      ),
-      crate::colors::yellow("Warning"),
-    );
-  }
-
   let output_path = resolve_compile_executable_output_path(
     http_client,
     &compile_flags,
diff --git a/tests/specs/compile/sloppy_imports/__test__.jsonc b/tests/specs/compile/sloppy_imports/__test__.jsonc
new file mode 100644
index 00000000000000..d3069e2f7b864b
--- /dev/null
+++ b/tests/specs/compile/sloppy_imports/__test__.jsonc
@@ -0,0 +1,14 @@
+{
+  "tempDir": true,
+  "steps": [
+    {
+      "args": "compile --unstable-sloppy-imports -A --output out main.ts",
+      "output": "compile.out"
+    },
+    {
+      "commandName": "./out",
+      "args": [],
+      "output": "main.out"
+    }
+  ]
+}
diff --git a/tests/specs/compile/sloppy_imports/compile.out b/tests/specs/compile/sloppy_imports/compile.out
new file mode 100644
index 00000000000000..9512bf5f3a469f
--- /dev/null
+++ b/tests/specs/compile/sloppy_imports/compile.out
@@ -0,0 +1,10 @@
+Check file:///[WILDLINE]/main.ts
+Compile file:///[WILDLINE]/main.ts to [WILDLINE]
+
+Embedded Files
+
+[WILDLINE]
+├── hello.ts ([WILDLINE])
+└── main.ts ([WILDLINE])
+
+[WILDCARD]
diff --git a/tests/specs/compile/sloppy_imports/hello.ts b/tests/specs/compile/sloppy_imports/hello.ts
new file mode 100644
index 00000000000000..bf6b8179632b57
--- /dev/null
+++ b/tests/specs/compile/sloppy_imports/hello.ts
@@ -0,0 +1 @@
+console.log("Hello");
diff --git a/tests/specs/compile/sloppy_imports/main.out b/tests/specs/compile/sloppy_imports/main.out
new file mode 100644
index 00000000000000..e965047ad7c578
--- /dev/null
+++ b/tests/specs/compile/sloppy_imports/main.out
@@ -0,0 +1 @@
+Hello
diff --git a/tests/specs/compile/sloppy_imports/main.ts b/tests/specs/compile/sloppy_imports/main.ts
new file mode 100644
index 00000000000000..c76458e12ecfbc
--- /dev/null
+++ b/tests/specs/compile/sloppy_imports/main.ts
@@ -0,0 +1 @@
+import "./hello"; // no ext for sloppy imports