diff --git a/CHANGELOG.md b/CHANGELOG.md
index d297ab90d3..70d8dfdada 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,11 @@
 # Changelog
 
+## Unreleased
+
+### Fixes
+
+- (auth) Use an org auth token's embedded `region_url` as the API base URL so uploads from orgs with non-default (e.g. EU) data residency reach the correct region instead of failing with `Invalid org token`. Previously only the token's `url` (always the primary US URL) was honored, and `SENTRY_URL`/`--url` overrides were ignored ([#3377](https://github.com/getsentry/sentry-cli/pull/3377))
+
 ## 3.6.2
 
 ### Fixes
diff --git a/src/config.rs b/src/config.rs
index a12b6cf57b..b3546d07b8 100644
--- a/src/config.rs
+++ b/src/config.rs
@@ -150,7 +150,7 @@ impl Config {
         };
         let token_url = token_data
             .as_ref()
-            .map(|data| data.url.as_str())
+            .map(|data| data.base_url())
             .unwrap_or_default();
         let base_url = if token_url.is_empty() {
             auth_and_url.url.unwrap_or_else(|| DEFAULT_URL.to_owned())
@@ -282,7 +282,7 @@ impl Config {
             Some(Auth::Token(ref val)) => {
                 self.cached_token_data = val.payload().cloned();
 
-                if let Some(token_url) = self.cached_token_data.as_ref().map(|td| td.url.as_str()) {
+                if let Some(token_url) = self.cached_token_data.as_ref().map(|td| td.base_url()) {
                     self.cached_base_url = token_url.to_owned();
                 }
 
@@ -719,7 +719,9 @@ impl AuthAndUrl {
 
 /// Returns whether a token is self-contained because it has a nonempty embedded URL.
 fn token_has_embedded_url(token: &AuthToken) -> bool {
-    token.payload().is_some_and(|data| !data.url.is_empty())
+    token
+        .payload()
+        .is_some_and(|data| !data.base_url().is_empty())
 }
 
 /// Determines which inherited value must be removed before applying another source.
diff --git a/src/utils/auth_token/org_auth_token.rs b/src/utils/auth_token/org_auth_token.rs
index c464a2d0cf..97b8085a82 100644
--- a/src/utils/auth_token/org_auth_token.rs
+++ b/src/utils/auth_token/org_auth_token.rs
@@ -19,6 +19,19 @@ pub struct AuthTokenPayload {
     // URL may be missing from some old auth tokens, see getsentry/sentry#57123
     #[serde(deserialize_with = "url_deserializer")]
     pub url: String,
+
+    #[serde(default, deserialize_with = "url_deserializer")]
+    pub region_url: String,
+}
+
+impl AuthTokenPayload {
+    pub fn base_url(&self) -> &str {
+        if self.region_url.is_empty() {
+            &self.url
+        } else {
+            &self.region_url
+        }
+    }
 }
 
 /// Deserializes a URL from a string, returning an empty string if the URL is missing or null.
diff --git a/src/utils/auth_token/test.rs b/src/utils/auth_token/test.rs
index a25568b150..d4bf1296fa 100644
--- a/src/utils/auth_token/test.rs
+++ b/src/utils/auth_token/test.rs
@@ -21,6 +21,8 @@ fn test_valid_org_auth_token() {
     let payload = token.payload().unwrap();
     assert_eq!(payload.org, "sentry");
     assert_eq!(payload.url, "http://localhost:8000");
+    assert_eq!(payload.region_url, "http://localhost:8000");
+    assert_eq!(payload.base_url(), "http://localhost:8000");
 
     assert_eq!(good_token, token.raw().expose_secret().clone());
 
@@ -43,6 +45,8 @@ fn test_valid_org_auth_token_missing_url() {
     let payload = token.payload().unwrap();
     assert_eq!(payload.org, "sentry");
     assert!(payload.url.is_empty());
+    assert_eq!(payload.region_url, "http://localhost:8000");
+    assert_eq!(payload.base_url(), "http://localhost:8000");
 
     assert_eq!(good_token, token.raw().expose_secret().clone());
 
diff --git a/tests/integration/_cases/org_tokens/url-mismatch-empty-token.trycmd b/tests/integration/_cases/org_tokens/url-mismatch-empty-token.trycmd
index db83846b6c..961a68c8ed 100644
--- a/tests/integration/_cases/org_tokens/url-mismatch-empty-token.trycmd
+++ b/tests/integration/_cases/org_tokens/url-mismatch-empty-token.trycmd
@@ -1,8 +1,8 @@
-This auth token has an empty URL. We expect the --url argument to take precedence here
+This auth token has an empty URL but a set region URL. The region URL is used as the base URL and takes precedence over the --url argument.
 ```
 $ sentry-cli --auth-token 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 --url https://sentry.example.com info
 ? failed
-Sentry Server: https://sentry.example.com
+[..]WARN[..] Using http://localhost:8000 (embedded in token) rather than manually-configured URL https://sentry.example.com. To use https://sentry.example.com, please provide an auth token for https://sentry.example.com.
 ...
 
 ```