diff --git a/.jules/flash.md b/.jules/flash.md
new file mode 100644
index 0000000..6f6987d
--- /dev/null
+++ b/.jules/flash.md
@@ -0,0 +1,6 @@
+
+## 2024-05-18 - [Fix IP Extraction from x-forwarded-for]
+**Category:** Security | Bug
+**Finding:** The `x-forwarded-for` header can contain multiple comma-separated IP addresses when a request goes through proxies. Previously, the raw string or untrimmed string was being directly assigned to `ip_address` in database logs, which has a length limit of 45 (`varchar(45)`).
+**Learning:** For Next.js/Supabase architectures, processing headers containing proxy chains must always handle string extraction properly. Passing a raw comma-separated list of IPs can crash database inserts, and ignoring whitespace can cause malformed data.
+**Action:** Always extract the actual client IP by splitting the `x-forwarded-for` header by commas and explicitly trimming whitespace: `ip.split(',')[0].trim()`.
diff --git a/src/app/api/v1/payment-links/route.ts b/src/app/api/v1/payment-links/route.ts
index 679f324..288c743 100644
--- a/src/app/api/v1/payment-links/route.ts
+++ b/src/app/api/v1/payment-links/route.ts
@@ -147,7 +147,7 @@ export async function POST(req: NextRequest) {
     method: 'POST',
     status_code: 201,
     request_body: body,
-    ip_address: clientIp.split(',')[0],
+    ip_address: clientIp.split(',')[0].trim(),
   // eslint-disable-next-line @typescript-eslint/no-explicit-any
   }).then(({ error }: any) => {
     if (error) console.error('Failed to log API call', error)
diff --git a/src/lib/api/verify-api-key.ts b/src/lib/api/verify-api-key.ts
index 9b858a8..fc504ef 100644
--- a/src/lib/api/verify-api-key.ts
+++ b/src/lib/api/verify-api-key.ts
@@ -57,7 +57,7 @@ export async function verifyApiKey(req: NextRequest) {
         endpoint: req.nextUrl.pathname,
         method: req.method,
         status_code: 200, // Assumed success if we get here
-        ip_address: req.headers.get('x-forwarded-for') || 'unknown',
+        ip_address: (req.headers.get('x-forwarded-for') || 'unknown').split(',')[0].trim(),
         user_agent: req.headers.get('user-agent') || 'unknown'
       // eslint-disable-next-line @typescript-eslint/no-explicit-any
       }).then(({ error }: any) => {