diff --git a/rust/crates/api/src/providers/anthropic.rs b/rust/crates/api/src/providers/anthropic.rs
index 83059a43..72001780 100644
--- a/rust/crates/api/src/providers/anthropic.rs
+++ b/rust/crates/api/src/providers/anthropic.rs
@@ -924,6 +924,22 @@ const fn is_retryable_status(status: reqwest::StatusCode) -> bool {
     matches!(status.as_u16(), 408 | 409 | 429 | 500 | 502 | 503 | 504)
 }
 
+/// Some providers return HTTP 400 with an unparseable body when a gateway
+/// or proxy flakes (e.g. "HTTP 400 from backend (no parseable body)").
+/// These are transient network blips, not actual bad requests, and should
+/// be retried. We detect them by checking the body for known gateway error
+/// phrases.
+fn is_retryable_400(status: reqwest::StatusCode, body: &str) -> bool {
+    if status != reqwest::StatusCode::BAD_REQUEST {
+        return false;
+    }
+    let lowered = body.to_ascii_lowercase();
+    lowered.contains("no parseable body")
+        || lowered.contains("connection reset")
+        || lowered.contains("broken pipe")
+        || lowered.contains("empty reply from server")
+}
+
 /// Anthropic API keys (`sk-ant-*`) are accepted over the `x-api-key` header
 /// and rejected with HTTP 401 "Invalid bearer token" when sent as a Bearer
 /// token via `ANTHROPIC_AUTH_TOKEN`. This happens often enough in the wild
diff --git a/rust/crates/api/src/providers/openai_compat.rs b/rust/crates/api/src/providers/openai_compat.rs
index c349e5d1..00326f52 100644
--- a/rust/crates/api/src/providers/openai_compat.rs
+++ b/rust/crates/api/src/providers/openai_compat.rs
@@ -1682,6 +1682,21 @@ const fn is_retryable_status(status: reqwest::StatusCode) -> bool {
     matches!(status.as_u16(), 408 | 409 | 429 | 500 | 502 | 503 | 504)
 }
 
+/// Some providers return HTTP 400 with an unparseable body when a gateway
+/// or proxy flakes (e.g. "HTTP 400 from backend (no parseable body)").
+/// These are transient network blips, not actual bad requests, and should
+/// be retried.
+fn is_retryable_400(status: reqwest::StatusCode, body: &str) -> bool {
+    if status != reqwest::StatusCode::BAD_REQUEST {
+        return false;
+    }
+    let lowered = body.to_ascii_lowercase();
+    lowered.contains("no parseable body")
+        || lowered.contains("connection reset")
+        || lowered.contains("broken pipe")
+        || lowered.contains("empty reply from server")
+}
+
 /// Generate a suggested user action based on the HTTP status code and error context.
 /// This provides actionable guidance when API requests fail.
 fn suggested_action_for_status(status: reqwest::StatusCode) -> Option<String> {