diff --git a/app/library/HttpAPI.py b/app/library/HttpAPI.py
index b97c8dd1..7d050ac3 100644
--- a/app/library/HttpAPI.py
+++ b/app/library/HttpAPI.py
@@ -871,6 +871,74 @@ class HttpAPI(Common):
         await self._notify.emit(Events.CONDITIONS_UPDATE, data=items)
         return web.json_response(data=items, status=web.HTTPOk.status_code, dumps=self.encoder.encode)
 
+    @route("POST", "api/conditions/test")
+    async def conditions_test(self, request: Request) -> Response:
+        """
+        Test condition against URL.
+
+        Args:
+            request (Request): The request object.
+
+        Returns:
+            Response: The response object
+
+        """
+        data = await request.json()
+
+        if not isinstance(data, dict):
+            return web.json_response(
+                {"error": "Invalid request body expecting dict."},
+                status=web.HTTPBadRequest.status_code,
+            )
+
+        url = data.get("url")
+        if not url:
+            return web.json_response({"error": "url is required."}, status=web.HTTPBadRequest.status_code)
+
+        cond = data.get("condition")
+        if not cond:
+            return web.json_response({"error": "condition name is required."}, status=web.HTTPBadRequest.status_code)
+
+        try:
+            opts = {}
+
+            if ytdlp_proxy := self.config.get_ytdlp_args().get("proxy", None):
+                opts["proxy"] = ytdlp_proxy
+
+            preset = data.get("preset", self.config.default_preset)
+            ytdlp_opts = YTDLPOpts.get_instance().preset(name=preset, with_cookies=True).add(opts).get_all()
+            key = self.cache.hash(url + str(preset))
+            if not self.cache.has(key):
+                data = extract_info(
+                    config=ytdlp_opts,
+                    url=url,
+                    debug=False,
+                    no_archive=True,
+                    follow_redirect=True,
+                    sanitize_info=True,
+                )
+                self.cache.set(key=key, value=data, ttl=600)
+            else:
+                data = self.cache.get(key)
+        except Exception as e:
+            LOG.exception(e)
+            return web.json_response(
+                data={"error": f"Failed to extract video info. '{e!s}'"},
+                status=web.HTTPInternalServerError.status_code,
+            )
+
+        matched = Conditions.get_instance().single_match(name=cond, info=data)
+        if matched is None:
+            return web.json_response(
+                data={"error": f"Condition '{cond}' doesn't match the data from the URL."},
+                status=web.HTTPNotFound.status_code,
+            )
+
+        return web.json_response(
+            data={"message": f"Condition '{cond}' matched the data from the URL."},
+            status=web.HTTPOk.status_code,
+        )
+
     @route("GET", "api/presets")
     async def presets(self, request: Request) -> Response:
         """
diff --git a/app/library/conditions.py b/app/library/conditions.py
index b91beba1..cb764052 100644
--- a/app/library/conditions.py
+++ b/app/library/conditions.py
@@ -317,3 +317,26 @@ class Conditions(metaclass=Singleton):
                 continue
 
         return None
+
+    def single_match(self, name: str, info: dict) -> Condition | None:
+        """
+        Check if condition matches the info dict.
+
+        Args:
+            name (str): The condition name to check.
+            info (dict): The info dict to check.
+
+        Returns:
+            Condition|None: The condition if found, None otherwise.
+
+        """
+        if len(self._items) < 1 or not info or not isinstance(info, dict) or len(info) < 1:
+            return None
+
+        item = self.get(name)
+        if not item or not item.filter:
+            return None
+
+        from yt_dlp.utils import match_str
+
+        return item if match_str(item.filter, info) else None
diff --git a/ui/composables/useConfirm.ts b/ui/composables/useConfirm.ts
index 45976a4d..90ed293d 100644
--- a/ui/composables/useConfirm.ts
+++ b/ui/composables/useConfirm.ts
@@ -14,6 +14,10 @@ function alert(msg: string): boolean {
   return window.confirm(msg)
 }
 
-export default function useConfirm() {
-  return { confirm, alert, reduceConfirm }
+function prompt(msg: string, defaultValue: string = ''): string | null {
+  return window.prompt(msg, defaultValue)
+}
+
+export default function useConfirm() {
+  return { confirm, alert, prompt, reduceConfirm }
 }
diff --git a/ui/pages/conditions.vue b/ui/pages/conditions.vue
index 96433fa9..72694b2a 100644
--- a/ui/pages/conditions.vue
+++ b/ui/pages/conditions.vue
@@ -66,7 +66,7 @@
               </div>
               <div class="card-content" v-if="cond?.raw">
                 <div class="content">
-                  <pre><code>{{ filterItem(cond) }}</code></pre>
+                  <pre><code>{{ JSON.stringify(cleanObject(cond, remove_keys), null, 2) }}</code></pre>
                 </div>
               </div>
               <div class="card-footer mt-auto">
@@ -82,6 +82,13 @@
                     <span>Delete</span>
                   </button>
                 </div>
+                <div class="card-footer-item">
+                  <button class="button is-purple is-fullwidth" @click="TestCondition(cond)"
+                    :class="{ 'is-loading': cond?.in_progress }">
+                    <span class="icon"><i class="fa-solid fa-play" /></span>
+                    <span>Test</span>
+                  </button>
+                </div>
               </div>
             </div>
           </div>
@@ -104,6 +111,10 @@
             filter i am able to bypass it <code>availability = 'needs_auth' & channel_id = 'channel_id'</code>.
             and set proxy for that specific video, while leaving the rest of the videos to be downloaded normally.
           </li>
+          <li>
+            The data which the filter is applied on is the same data that yt-dlp returns, simply, click on the
+            information button, and check the data to craft your filter.
+          </li>
         </ul>
       </Message>
     </div>
@@ -125,6 +136,7 @@ const toggleForm = ref(false)
 const isLoading = ref(false)
 const initialLoad = ref(true)
 const addInProgress = ref(false)
+const remove_keys = ['in_progress', 'raw']
 
 watch(() => config.app.basic_mode, async () => {
   if (!config.app.basic_mode) {
@@ -236,6 +248,7 @@ const deleteItem = async (item) => {
 }
 
 const updateItem = async ({ reference, item }) => {
+  item = cleanObject(item, remove_keys)
   if (reference) {
     const index = items.value.findIndex(t => t?.id === reference)
     if (index > -1) {
@@ -254,10 +267,7 @@ const updateItem = async ({ reference, item }) => {
   resetForm(true)
 }
 
-const filterItem = item => {
-  const { raw, ...rest } = item
-  return JSON.stringify(rest, null, 2)
-}
+const filterItem = i => JSON.stringify(cleanObject(i, remove_keys), null, 2)
 
 const editItem = _item => {
   item.value = _item
@@ -287,4 +297,33 @@ const exportItem = item => {
 
   return copyText(base64UrlEncode(JSON.stringify(userData)))
 }
+
+const TestCondition = async (item) => {
+  const url = box.prompt("Enter URL to test condition against:")
+  if (!url) {
+    return
+  }
+
+  item.in_progress = true
+
+  try {
+    const response = await request("/api/conditions/test", {
+      method: "POST",
+      headers: { "Content-Type": "application/json" },
+      body: JSON.stringify({ url: url, condition: item.id || item.name }),
+    })
+
+    const data = await response.json()
+    if (!response.ok) {
+      toast.error(`Failed to test condition. ${data.error}`)
+      return
+    }
+
+    toast.success(data?.message || "Condition tested successfully.")
+  } catch (e) {
+    toast.error(`Failed to test condition. ${e.message}`)
+  } finally {
+    item.in_progress = false
+  }
+}
 </script>