diff --git a/apps/cli/scripts/publish.ts b/apps/cli/scripts/publish.ts
index a40689739e..df201267da 100644
--- a/apps/cli/scripts/publish.ts
+++ b/apps/cli/scripts/publish.ts
@@ -50,7 +50,7 @@ const isAlreadyPublished = Effect.fnUntraced(function* (
   name: string,
   version: string,
 ) {
-  const encodedName = name.replace("/", "%2F");
+  const encodedName = name.replaceAll("/", "%2F");
   const res = yield* HttpClient.get(`${registryUrl}/${encodedName}/${version}`);
   if (res.status === 200) return true;
   if (res.status === 404) return false;
diff --git a/packages/api/scripts/generate.ts b/packages/api/scripts/generate.ts
index 80c093368e..5bfd891fe6 100644
--- a/packages/api/scripts/generate.ts
+++ b/packages/api/scripts/generate.ts
@@ -235,6 +235,7 @@ const UUID_PATTERN =
 // Keys stripped from a schema node because they describe documentation/example
 // values, not the value's shape.
 const SCHEMA_METADATA_KEYS = new Set(["default", "example", "examples"]);
+const CONTENT_ANNOTATION_KEYS = new Set(["contentEncoding", "contentMediaType"]);
 
 // `inPropertiesMap` tracks whether the current object is the value of a
 // `properties: {...}` map; there, keys are user-defined property names (which may
@@ -271,6 +272,12 @@ export function sanitizeOpenApiSchema(
       continue;
     }
 
+    // The OpenAPI 3.0 converter rejects the annotation-only content keywords; `format` still
+    // carries the encoding.
+    if (!inPropertiesMap && CONTENT_ANNOTATION_KEYS.has(key)) {
+      continue;
+    }
+
     // The OpenAPI 3.0 converter rejects `const`; a one-value `enum` is equivalent.
     if (!inPropertiesMap && key === "const") {
       Object.assign(sanitized, { enum: [rawValue] });
diff --git a/packages/api/scripts/generate.unit.test.ts b/packages/api/scripts/generate.unit.test.ts
index 9fb33bef1d..a9fed3bd9b 100644
--- a/packages/api/scripts/generate.unit.test.ts
+++ b/packages/api/scripts/generate.unit.test.ts
@@ -145,6 +145,21 @@ describe("generate", () => {
     });
   });
 
+  test("drops content annotations from binary strings without touching a property named contentEncoding", () => {
+    expect(
+      renderOpenApiSchema({
+        type: "object",
+        additionalProperties: false,
+        properties: {
+          eszip: { type: "string", format: "binary", contentEncoding: "binary" },
+          contentEncoding: { type: "string", contentMediaType: "text/plain" },
+        },
+      }),
+    ).toBe(
+      'Schema.Struct({ "eszip": Schema.optionalKey(Schema.String.annotate({ "format": "binary" })), "contentEncoding": Schema.optionalKey(Schema.String) })',
+    );
+  });
+
   test("widens multi-value string enums and keeps single-value discriminators closed", () => {
     expect(
       openStringEnums({