diff --git a/mantle/rbx_api/src/errors.rs b/mantle/rbx_api/src/errors.rs
index 7ad5695..77ace00 100644
--- a/mantle/rbx_api/src/errors.rs
+++ b/mantle/rbx_api/src/errors.rs
@@ -13,8 +13,11 @@ pub enum RobloxApiError {
     #[error("Authorization has been denied for this request. Check your ROBLOSECURITY cookie.")]
     Authorization,
 
-    #[error("Roblox error: {0}")]
-    Roblox(String),
+    #[error("Roblox error ({status_code}): {reason}")]
+    Roblox {
+        status_code: StatusCode,
+        reason: String,
+    },
 
     #[error("Failed to parse JSON response: {0}")]
     ParseJson(#[from] serde_json::Error),
@@ -39,6 +42,18 @@ pub enum RobloxApiError {
 
     #[error("No create quotas found for asset type {0}")]
     MissingCreateQuota(AssetTypeId),
+
+    #[error("Place file size is too large. Consider switching to the rbxl format.")]
+    RbxlxPlaceFileSizeTooLarge,
+
+    #[error("Place file size may be too large. Consider switching to the rbxl format.")]
+    RbxlxPlaceFileSizeMayBeTooLarge,
+
+    #[error("Place file size is too large.")]
+    RbxlPlaceFileSizeTooLarge,
+
+    #[error("Place file size may be too large.")]
+    RbxlPlaceFileSizeMayBeTooLarge,
 }
 
 // Temporary to make the new errors backwards compatible with the String errors throughout the project.
@@ -89,9 +104,4 @@ impl RobloxApiErrorResponse {
             None
         }
     }
-
-    pub fn reason_or_status_code(self, status_code: StatusCode) -> String {
-        self.reason()
-            .unwrap_or_else(|| format!("Unknown error ({})", status_code))
-    }
 }
diff --git a/mantle/rbx_api/src/helpers.rs b/mantle/rbx_api/src/helpers.rs
index b22175d..2db2ffd 100644
--- a/mantle/rbx_api/src/helpers.rs
+++ b/mantle/rbx_api/src/helpers.rs
@@ -9,13 +9,13 @@ use tokio_util::codec::{BytesCodec, FramedRead};
 
 use crate::{errors::RobloxApiErrorResponse, RobloxApiError, RobloxApiResult};
 
-pub async fn get_roblox_api_error_message_from_response(response: reqwest::Response) -> String {
+pub async fn get_roblox_api_error_from_response(response: reqwest::Response) -> RobloxApiError {
     let status_code = response.status();
     let reason = {
         if let Some(content_type) = response.headers().get(reqwest::header::CONTENT_TYPE) {
             if content_type == "application/json" {
                 match response.json::<RobloxApiErrorResponse>().await {
-                    Ok(error) => Some(error.reason_or_status_code(status_code)),
+                    Ok(error) => error.reason(),
                     Err(_) => None,
                 }
             } else if content_type == "text/html"
@@ -41,7 +41,11 @@ pub async fn get_roblox_api_error_message_from_response(response: reqwest::Respo
             None
         }
     };
-    reason.unwrap_or_else(|| format!("Unknown error (status {})", status_code))
+
+    RobloxApiError::Roblox {
+        status_code,
+        reason: reason.unwrap_or_else(|| "Unknown error".to_owned()),
+    }
 }
 
 pub async fn handle(
@@ -60,9 +64,7 @@ pub async fn handle(
             if response.status().is_success() {
                 Ok(response)
             } else {
-                Err(RobloxApiError::Roblox(
-                    get_roblox_api_error_message_from_response(response).await,
-                ))
+                Err(get_roblox_api_error_from_response(response).await)
             }
         }
         Err(error) => Err(error.into()),
@@ -90,9 +92,10 @@ where
     let data = response.bytes().await?;
     if let Ok(error) = serde_json::from_slice::<RobloxApiErrorResponse>(&data) {
         if !error.success.unwrap_or(false) {
-            return Err(RobloxApiError::Roblox(
-                error.reason_or_status_code(status_code),
-            ));
+            return Err(RobloxApiError::Roblox {
+                status_code,
+                reason: error.reason().unwrap_or_else(|| "Unknown error".to_owned()),
+            });
         }
     }
     Ok(serde_json::from_slice::<T>(&data)?)
diff --git a/mantle/rbx_api/src/places/mod.rs b/mantle/rbx_api/src/places/mod.rs
index eed43a2..4c04d82 100644
--- a/mantle/rbx_api/src/places/mod.rs
+++ b/mantle/rbx_api/src/places/mod.rs
@@ -2,7 +2,7 @@ pub mod models;
 
 use std::{fs, path::PathBuf};
 
-use reqwest::{header, Body};
+use reqwest::{header, Body, StatusCode};
 
 use crate::{
     errors::{RobloxApiError, RobloxApiResult},
@@ -51,9 +51,33 @@ impl RobloxApi {
             .header("Content-Type", content_type)
             .body(body);
 
-        handle(req).await?;
-
-        Ok(())
+        let result = handle(req).await;
+
+        match result {
+            Err(RobloxApiError::Roblox {
+                status_code,
+                reason,
+            }) => match (file_format, status_code) {
+                (PlaceFileFormat::Xml, StatusCode::PAYLOAD_TOO_LARGE) => {
+                    Err(RobloxApiError::RbxlxPlaceFileSizeTooLarge)
+                }
+                (PlaceFileFormat::Xml, StatusCode::NOT_FOUND) => {
+                    Err(RobloxApiError::RbxlxPlaceFileSizeMayBeTooLarge)
+                }
+                (PlaceFileFormat::Binary, StatusCode::PAYLOAD_TOO_LARGE) => {
+                    Err(RobloxApiError::RbxlPlaceFileSizeTooLarge)
+                }
+                (PlaceFileFormat::Binary, StatusCode::NOT_FOUND) => {
+                    Err(RobloxApiError::RbxlPlaceFileSizeMayBeTooLarge)
+                }
+                _ => Err(RobloxApiError::Roblox {
+                    status_code,
+                    reason,
+                }),
+            },
+            Err(e) => Err(e),
+            Ok(_) => Ok(()),
+        }
     }
 
     pub async fn get_place(&self, place_id: AssetId) -> RobloxApiResult<GetPlaceResponse> {