diff --git a/CHANGELOG.md b/CHANGELOG.md
index 7a9f9c6781..3ec4d288aa 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,11 @@
 # Changelog
 
+## Unreleased
+
+### Fixes
+
+- Ignore trailing slashes when comparing the configured URL with the auth token's embedded URL, removing a spurious conflict warning ([#3420](https://github.com/getsentry/sentry-cli/pull/3420))
+
 ## 3.8.0
 
 ### Improvements
diff --git a/src/config.rs b/src/config.rs
index a12b6cf57b..7e96ca3b7a 100644
--- a/src/config.rs
+++ b/src/config.rs
@@ -771,7 +771,7 @@ fn merge_config_source(base: &mut Ini, overlay: &Ini) -> Option<DiscardedAuthUrl
 
 fn warn_about_conflicting_urls(token_url: &str, manually_configured_url: Option<&str>) {
     if let Some(manually_configured_url) = manually_configured_url {
-        if manually_configured_url != token_url {
+        if !urls_equivalent(token_url, manually_configured_url) {
             warn!(
                 "Using {token_url} (embedded in token) rather than manually-configured URL \
                 {manually_configured_url}. To use {manually_configured_url}, please provide an \
@@ -781,6 +781,12 @@ fn warn_about_conflicting_urls(token_url: &str, manually_configured_url: Option<
     }
 }
 
+/// Returns whether two URLs refer to the same Sentry instance, ignoring
+/// trailing slashes (`https://sentry.io` and `https://sentry.io/` are equal).
+fn urls_equivalent(a: &str, b: &str) -> bool {
+    a.trim_end_matches('/') == b.trim_end_matches('/')
+}
+
 fn find_global_config_file() -> Result<PathBuf> {
     let home_dir_file = dirs::home_dir().map(|p| p.join(CONFIG_RC_FILE_NAME));
     let config_dir_file = dirs::config_dir().map(|p| p.join(CONFIG_INI_FILE_PATH));
@@ -1085,4 +1091,28 @@ mod tests {
             "https://us.sentry.io/api/0/organizations/test-org/chunk-upload/"
         );
     }
+
+    #[test]
+    fn urls_equivalent_ignores_trailing_slashes() {
+        assert!(urls_equivalent("https://sentry.io", "https://sentry.io/"));
+        assert!(urls_equivalent("https://sentry.io/", "https://sentry.io"));
+        assert!(urls_equivalent("https://sentry.io", "https://sentry.io"));
+        assert!(urls_equivalent(
+            "http://localhost:8000",
+            "http://localhost:8000/"
+        ));
+    }
+
+    #[test]
+    fn urls_equivalent_detects_different_urls() {
+        assert!(!urls_equivalent(
+            "https://sentry.io",
+            "https://us.sentry.io"
+        ));
+        assert!(!urls_equivalent(
+            "https://sentry.io",
+            "https://sentry.io.evil.com"
+        ));
+        assert!(!urls_equivalent("https://sentry.io", "http://sentry.io/"));
+    }
 }