diff --git a/src/commands/secret/mod.rs b/src/commands/secret/mod.rs
index d213e6cae..a17d3dc74 100644
--- a/src/commands/secret/mod.rs
+++ b/src/commands/secret/mod.rs
@@ -7,6 +7,7 @@ use crate::http;
 use crate::settings::global_user::GlobalUser;
 use crate::settings::toml::Target;
 use crate::terminal::{emoji, interactive, message};
+use crate::upload;
 
 fn format_error(e: ApiFailure) -> String {
     http::format_error(e, Some(&secret_errors))
@@ -35,25 +36,50 @@ fn validate_target(target: &Target) -> Result<(), failure::Error> {
 fn secret_errors(error_code: u16) -> &'static str {
     match error_code {
         7003 | 7000 => {
-            "Your wrangler.toml is likely missing the field \"account_id\", which is required to write to Workers KV."
+            "Your wrangler.toml is likely missing the field \"account_id\", which is required to create a secret."
         }
         10053 => "There is already another binding with a different type by this name. Check your wrangler.toml or your Cloudflare dashboard for conflicting bindings",
-        10054 => "Your secret is too large, bindings must be 1kB or less",
+        10054 => "Your secret is too large, it must be 1kB or less",
         10055 => "You have exceeded the limit of 32 text bindings for this worker. Run `wrangler secret list` or go to your Cloudflare dashboard to clean up unused text/secret variables",
         _ => "",
     }
 }
 
+// upload_draft_worker will attempt to upload a "draft" version of a worker script if it does not
+// already exist in the API (API error code 10007 is returned). The function returns None if this draft
+// script was uploaded, or else returns Some (with a Result type so we can return a potential script upload error
+// up the call chain).
+pub fn upload_draft_worker(
+    e: &ApiFailure,
+    user: &GlobalUser,
+    target: &Target,
+) -> Option<Result<(), failure::Error>> {
+    match e {
+        ApiFailure::Error(_, api_errors) => {
+            for error in &api_errors.errors {
+                if error.code == 10007 {
+                    message::working(&format!("Worker {} doesn't exist in the API yet. Creating a draft Worker so we can create new secret.", target.name));
+                    return Some(upload::script(user, target, None));
+                } else {
+                    return None;
+                }
+            }
+            return None;
+        }
+        ApiFailure::Invalid(_) => None,
+    }
+}
+
 pub fn create_secret(name: &str, user: &GlobalUser, target: &Target) -> Result<(), failure::Error> {
     validate_target(target)?;
 
     let secret_value = interactive::get_user_input(&format!(
-        "Enter the secret text you'd like assigned to the variable {} on the script named {}",
+        "Enter the secret text you'd like assigned to the variable {} on the script named {}:",
         name, target.name
     ));
 
     if secret_value.is_empty() {
-        failure::bail!("Your secret cannot be empty")
+        failure::bail!("Your secret cannot be empty.")
     }
 
     message::working(&format!(
@@ -72,12 +98,29 @@ pub fn create_secret(name: &str, user: &GlobalUser, target: &Target) -> Result<(
     let response = client.request(&CreateSecret {
         account_identifier: &target.account_id,
         script_name: &target.name,
-        params,
+        params: params.clone(),
     });
 
     match response {
-        Ok(_) => message::success(&format!("Success! You've uploaded secret {}.", name)),
-        Err(e) => failure::bail!(format_error(e)),
+        Ok(_) => message::success(&format!("Success! Uploaded secret {}.", name)),
+        Err(e) => match upload_draft_worker(&e, user, target) {
+            None => failure::bail!(format_error(e)),
+            Some(draft_upload_response) => match draft_upload_response {
+                Ok(_) => {
+                    let retry_response = client.request(&CreateSecret {
+                        account_identifier: &target.account_id,
+                        script_name: &target.name,
+                        params,
+                    });
+
+                    match retry_response {
+                        Ok(_) => message::success(&format!("Success! Uploaded secret {}.", name)),
+                        Err(e) => failure::bail!(format_error(e)),
+                    }
+                }
+                Err(e) => failure::bail!(e),
+            },
+        },
     }
 
     Ok(())
@@ -87,12 +130,12 @@ pub fn delete_secret(name: &str, user: &GlobalUser, target: &Target) -> Result<(
     validate_target(target)?;
 
     match interactive::delete(&format!(
-        "Are you sure you want to permanently delete the variable {} on the script named {}",
+        "Are you sure you want to permanently delete the variable {} on the script named {}?",
         name, target.name
     )) {
         Ok(true) => (),
         Ok(false) => {
-            message::info(&format!("Not deleting secret {}", name));
+            message::info(&format!("Not deleting secret {}.", name));
             return Ok(());
         }
         Err(e) => failure::bail!(e),
@@ -108,11 +151,11 @@ pub fn delete_secret(name: &str, user: &GlobalUser, target: &Target) -> Result<(
     let response = client.request(&DeleteSecret {
         account_identifier: &target.account_id,
         script_name: &target.name,
-        secret_name: name,
+        secret_name: name.clone(),
     });
 
     match response {
-        Ok(_) => message::success(&format!("You've deleted the secret {}.", name)),
+        Ok(_) => message::success(&format!("Success! Deleted secret {}.", name)),
         Err(e) => failure::bail!(format_error(e)),
     }