diff --git a/api/main_endpoints/models/Advertisement.js b/api/main_endpoints/models/Advertisement.js
index b35e047f6..62e0d54ee 100644
--- a/api/main_endpoints/models/Advertisement.js
+++ b/api/main_endpoints/models/Advertisement.js
@@ -8,11 +8,13 @@ const AdvertisementSchema = new Schema(
       required: true,
       maxlength: [255, 'message must be at most 255 characters long']
     },
-    expireDate: {
+    expireAt: {
       type: Date,
+      default: undefined,
+      index: {expireAfterSeconds: 0}, // TTL only kicks in when expireAt is set
     }
   },
-  { collection: 'Advertisements' }
+  { collection: 'Advertisements', timestamps: { createdAt: true } }
 );
 
 module.exports = mongoose.model('Advertisement', AdvertisementSchema);
diff --git a/api/main_endpoints/routes/Advertisement.js b/api/main_endpoints/routes/Advertisement.js
index a726a992c..09bb7bb75 100644
--- a/api/main_endpoints/routes/Advertisement.js
+++ b/api/main_endpoints/routes/Advertisement.js
@@ -19,10 +19,12 @@ router.get('/', async (req, res) => {
       res.status(OK).send(items || {});
     })
     .catch(error => {
+      logger.error('/api/Advertisement/ had an error', error);
       res.sendStatus(BAD_REQUEST);
     });
 });
 
+
 router.get('/getAllAdvertisements', async (req, res) => {
   if (!checkIfTokenSent(req)) {
     return res.sendStatus(FORBIDDEN);
@@ -30,8 +32,10 @@ router.get('/getAllAdvertisements', async (req, res) => {
     return res.sendStatus(UNAUTHORIZED);
   }
   Advertisement.find()
+    .sort({ createdAt: -1 })
     .then(items => res.status(OK).send(items))
     .catch(error => {
+      logger.error('/api/Advertisement/getAllAdvertisements/ had an error', error);
       res.sendStatus(BAD_REQUEST);
     });
 });
@@ -48,7 +52,7 @@ router.post('/createAdvertisement', async (req, res) => {
 
   const newAd = new Advertisement({
     message: req.body.message,
-    expireDate: req.body.expireDate
+    expireAt: req.body.expireDate
   });
 
   try {
@@ -58,7 +62,7 @@ router.post('/createAdvertisement', async (req, res) => {
       action: AuditLogActions.CREATE_AD,
       details: {
         message: createdAd.message,
-        expireDate: createdAd.expireDate,
+        expireAt: createdAd.expireAt,
         advertisementId: createdAd._id
       }
     }).catch(logger.error);
@@ -83,15 +87,9 @@ router.post('/deleteAdvertisement', async (req, res) => {
   }
 
   try {
-    const adToDelete = await Advertisement.findById(req.body._id);
-
-    if (!adToDelete) {
-      return res.sendStatus(NOT_FOUND);
-    }
-
-    const deleteResult = await Advertisement.deleteOne({_id: req.body._id});
+    const deleteResult = await Advertisement.findOneAndDelete({ _id: req.body._id });
 
-    if(deleteResult.deletedCount < 1) {
+    if(!deleteResult) {
       return res.sendStatus(NOT_FOUND);
     }
 
@@ -100,8 +98,8 @@ router.post('/deleteAdvertisement', async (req, res) => {
       action: AuditLogActions.DELETE_AD,
       details: {
         deletedAd: {
-          id: adToDelete._id,
-          message: adToDelete.message,
+          id: deleteResult._id,
+          message: deleteResult.message,
         }
       }
     }).catch(logger.error);
diff --git a/src/Pages/Advertisement/AdvertisementAdmin.js b/src/Pages/Advertisement/AdvertisementAdmin.js
index 049f65087..12ef6c447 100644
--- a/src/Pages/Advertisement/AdvertisementAdmin.js
+++ b/src/Pages/Advertisement/AdvertisementAdmin.js
@@ -8,9 +8,8 @@ export default function AdvertisementAdmin() {
 
   const [ads, setAds] = useState([]);
   const [message, setMessage] = useState('');
-  const [year, setYear] = useState();
-  const [month, setMonth] = useState();
-  const [day, setDay] = useState();
+  const [expireDate, setExpireDate] = useState();
+  const [expireButtonClicked, setExpiredButtonClicked] = useState(false);
 
   async function getAdsFromDB() {
     const adsFromDB = await getAds(user.token);
@@ -19,54 +18,129 @@ export default function AdvertisementAdmin() {
     }
   }
 
+  function isExpired() {
+    if (!expireDate) {
+      return false;
+    }
+    const currDate = new Date();
+    const expireDateObject = new Date(expireDate);
+    return expireDateObject < currDate;
+  }
+
   async function createAdHandler() {
-    // make sure empty inputs are properly set as undefined if empty
-    if (year === '') {
-      setYear(undefined);
+    const newAd = { message };
+    if (expireDate) {
+      const asDateObject = new Date(expireDate);
+      newAd.expireDate = asDateObject.toISOString();
     }
-    if (month === '') {
-      setMonth(undefined);
+    // expireDate is a string so we need to turn into date object
+    await createAd(newAd, user.token);
+
+    await getAdsFromDB();
+  }
+
+  function maybeRenderExpirationInput() {
+    if (!message) {
+      return null;
     }
-    if (day === '') {
-      setDay(undefined);
+    if (!expireButtonClicked) {
+      return (
+        <>
+          <button
+            className="text-sm btn light:btn-gray dark:btn-neutral sm:text-base"
+            onClick={() => setExpiredButtonClicked(true)}
+          >
+            Set Expiration Date For Ad
+          </button>
+        </>
+      );
     }
+    return (
+      <>
+        <input
+          className='text-sm input input-bordered sm:text-base'
+          type='datetime-local'
+          onChange={event => {
+            setExpireDate(event.target.value);
+          }}
+        />
+        <button
+          className="text-sm btn btn-error sm:text-base"
+          onClick={() => {
+            setExpiredButtonClicked(false);
+            setExpireDate(undefined); // so that if the user decides to cancel after inputting a date, it will be N/A not prev input
+          }}
+        >
+          Remove Expiration
+        </button>
+      </>
+    );
+  }
 
-    let expireDate = new Date(year, month - 1, day);
-    if (isNaN(expireDate.getTime())) {
-      expireDate = undefined;
+  function getFormattedTime(maybeISOString = null) {
+    let date = new Date();
+    if (maybeISOString) {
+      date = new Date(maybeISOString);
     }
 
-    await createAd({
-      message,
-      expireDate,
-    }, user.token);
-
-    await getAdsFromDB();
+    return date.toLocaleString('en-US', {
+      year: 'numeric',
+      month: '2-digit',
+      day: '2-digit',
+      hour: 'numeric',
+      minute: '2-digit',
+      hour12: true,
+      timeZoneName: 'short',
+    });
   }
 
-  async function deleteExpiredAds() {
-    const adsFromDB = await getAds(user.token);
-    if (!adsFromDB.error) {
-      const currentDate = new Date();
-      const expiredAds = adsFromDB.responseData.filter(ad => {
-        if (ad.expireDate === undefined) return false;
-        return new Date(ad.expireDate) < currentDate;
-      });
-
-      for (const ad of expiredAds) {
-        await deleteAd(ad, user.token);
-      }
+  function maybeRenderCreateAdInputs() {
+    if (!message) {
+      return;
     }
+    return (
+      <>
+        {message && <div>
+          <label className="w-full form-control">
+            <div className="label">
+              <span className="label-text text-md">
+                Optional: Type an expiration date for your ad. Time is in your local timezone ({Intl.DateTimeFormat().resolvedOptions().timeZone}).
+              </span>
+            </div>
+          </label>
+        </div>}
+        <div className="flex gap-2 mb-3">
+          {maybeRenderExpirationInput()}
+          <button
+            className="text-sm btn btn-primary sm:text-base"
+            onClick={() => {
+              createAdHandler();
+            }}
+          >
+            Create Ad
+          </button>
+        </div>
+        {
+          isExpired() && <div>
+
+            <label className="w-full form-control mb-3">
+              <div className="label flex flex-col items-start space-y-1">
+                <span className="text-red-600 dark:text-red-400 font-semibold">
+                  Your selected expiration is considered behind the current time of {getFormattedTime()}.
+                </span>
+                <span className="text-red-600 dark:text-red-400 font-semibold">
+                  Submitting an ad with this expiration will not save the ad in the database.
+                </span>
+              </div>
+            </label>
+          </div>
+        }
+      </>
+    );
   }
 
   useEffect(() => {
     getAdsFromDB();
-
-    const intervalId = setInterval(async () => {
-      await deleteExpiredAds();
-      await getAdsFromDB();
-    }, 20);
-
   }, []);
 
   return (
@@ -83,7 +157,7 @@ export default function AdvertisementAdmin() {
             <input
               className="w-full text-sm input input-bordered sm:text-base"
               type="text"
-              placeholder="Type at most 255 characters"
+              placeholder="Create a new ad here! (255 char max)"
               maxlength="255"
               onChange={event => {
                 setMessage(event.target.value);
@@ -91,49 +165,7 @@ export default function AdvertisementAdmin() {
             />
           </label>
         </div>
-        <div>
-          <label className="w-full form-control">
-            <div className="label">
-              <span className="label-text text-md">
-                Optional: Type an expiration date for your ad. All inputs should be typed in numbers. ex. 2024-9-13
-              </span>
-            </div>
-          </label>
-        </div>
-        <div className="flex items-center space-x-4 mb-6">
-          <input
-            className="flex-1 text-sm input input-bordered sm:text-base"
-            type="text"
-            placeholder="Year"
-            onChange={event => {
-              setYear(event.target.value);
-            }}
-          />
-          <input
-            className="flex-1 text-sm input input-bordered sm:text-base"
-            type="text"
-            placeholder="Month"
-            onChange={event => {
-              setMonth(event.target.value);
-            }}
-          />
-          <input
-            className="flex-1 text-sm input input-bordered sm:text-base"
-            type="text"
-            placeholder="Day"
-            onChange={event => {
-              setDay(event.target.value);
-            }}
-          />
-          <button
-            className="text-sm btn btn-primary sm:text-base"
-            onClick = {() => {
-              createAdHandler();
-            }}
-          >
-            Create Ad
-          </button>
-        </div>
+        {maybeRenderCreateAdInputs()}
         <table className="w-full text-sm text-left rtl:text-right text-gray-500 dark:text-gray-400">
           <thead className="text-xs text-gray-700 uppercase bg-gray-50 dark:bg-gray-700 dark:text-gray-400">
             <tr>
@@ -141,7 +173,7 @@ export default function AdvertisementAdmin() {
                 Advertisement Message
               </th>
               <th scope="col" className="px-6 py-3">
-                Expiriation Date
+                Expiration Date
               </th>
               <th scope="col" className="px-6 py-3">
                 Delete
@@ -156,12 +188,12 @@ export default function AdvertisementAdmin() {
                     {ad.message}
                   </th>
                   <td className="px-6 py-4">
-                    {ad.expireDate === undefined ? 'N/A' : ad.expireDate}
+                    {ad.expireAt ? getFormattedTime(ad.expireAt) : '-'}
                   </td>
                   <td className="px-6 py-4">
                     <button
                       className="text-sm btn btn-primary sm:text-base"
-                      onClick = {async () => {
+                      onClick={async () => {
                         await deleteAd(ad, user.token);
                         await getAdsFromDB();
                       }}