diff --git a/db/changes/10280-valentineDay/00-itemImageQueue.sql b/db/changes/10280-valentineDay/00-itemImageQueue.sql
new file mode 100644
index 0000000000..41c55552de
--- /dev/null
+++ b/db/changes/10280-valentineDay/00-itemImageQueue.sql
@@ -0,0 +1,2 @@
+ALTER TABLE `vn`.`itemImageQueue`
+	ADD attempts INT default 0 NULL AFTER error;
diff --git a/modules/item/back/methods/item-image-queue/downloadImages.js b/modules/item/back/methods/item-image-queue/downloadImages.js
index ce52c103b1..b8a03e1c1b 100644
--- a/modules/item/back/methods/item-image-queue/downloadImages.js
+++ b/modules/item/back/methods/item-image-queue/downloadImages.js
@@ -18,39 +18,50 @@ module.exports = Self => {
 
     Self.downloadImages = async() => {
         const models = Self.app.models;
+        const container = await models.TempContainer.container('salix-image');
+        const tempPath = path.join(container.client.root, container.name);
+        const maxAttempts = 3;
 
-        try {
-            const tempPath = path.join('/tmp/salix-image');
+        const images = await Self.find({
+            where: {attempts: {eq: maxAttempts}}
+        });
 
-            // Create temporary path
-            await fs.mkdir(tempPath, {recursive: true});
+        for (let image of images) {
+            const currentStamp = new Date().getTime();
+            const updatedStamp = image.updated.getTime();
+            const graceTime = Math.abs(currentStamp - updatedStamp);
+            const maxTTL = 3600 * 48 * 1000; // 48 hours in ms;
 
-            const timer = setInterval(async() => {
-                const image = await Self.findOne({
-                    where: {error: null, url: {neq: null}}
-                });
+            if (graceTime >= maxTTL)
+                await Self.destroyById(image.itemFk);
+        }
 
-                // Exit loop
-                if (!image) return clearInterval(timer);
+        download();
 
-                const srcFile = image.url.split('/').pop();
-                const fileName = srcFile.split('.')[0];
-                const file = `${fileName}.png`;
-                const filePath = path.join(tempPath, file);
+        async function download() {
+            const image = await Self.findOne({
+                where: {url: {neq: null}, attempts: {lt: maxAttempts}},
+                order: 'attempts, updated'
+            });
+
+            if (!image) return;
+
+            const srcFile = image.url.split('/').pop();
+            const dotIndex = srcFile.lastIndexOf('.');
+            const fileName = srcFile.substring(0, dotIndex);
+            const file = `${fileName}.png`;
+            const filePath = path.join(tempPath, file);
+
+            https.get(image.url, async response => {
+                if (response.statusCode != 200) {
+                    const error = new Error(`Could not download the image. Status code ${response.statusCode}`);
+
+                    return await errorHandler(image.itemFk, error, filePath);
+                }
 
                 const writeStream = fs.createWriteStream(filePath);
                 writeStream.on('open', () => {
-                    https.get(image.url, async response => {
-                        if (response.statusCode != 200) {
-                            const error = new Error(`Could not download the image. Status code ${response.statusCode}`);
-
-                            return await errorHandler(image.itemFk, error, filePath);
-                        }
-
-                        response.pipe(writeStream);
-                    }).on('error', async error => {
-                        await errorHandler(image.itemFk, error, filePath);
-                    });
+                    response.pipe(writeStream);
                 });
 
                 writeStream.on('error', async error => {
@@ -58,31 +69,44 @@ module.exports = Self => {
                 });
 
                 writeStream.on('finish', async function() {
+                    writeStream.end();
+                });
+
+                writeStream.on('close', async function() {
                     try {
                         await models.Image.registerImage('catalog', filePath, fileName, image.itemFk);
                         await image.destroy();
+
+                        download();
                     } catch (error) {
                         await errorHandler(image.itemFk, error, filePath);
                     }
                 });
-            }, 1000);
-        } catch (error) {
-            throw new Error('Try-catch error: ', error);
+            }).on('error', async error => {
+                await errorHandler(image.itemFk, error, filePath);
+            });
         }
 
         async function errorHandler(rowId, error, filePath) {
             try {
                 const row = await Self.findById(rowId);
 
-                if (!row)
-                    throw new Error(`Could not update due error ${error}`);
+                if (!row) return;
 
-                await row.updateAttribute('error', error);
+                if (row.attempts < maxAttempts) {
+                    await row.updateAttributes({
+                        error: error,
+                        attempts: row.attempts + 1,
+                        updated: new Date()
+                    });
+                }
 
                 if (filePath && fs.existsSync(filePath))
                     await fs.unlink(filePath);
+
+                download();
             } catch (err) {
-                throw new Error(`ErrorHandler error: ${err}`);
+                throw new Error(`Image download failed: ${err}`);
             }
         }
     };
diff --git a/modules/item/back/models/item-image-queue.json b/modules/item/back/models/item-image-queue.json
index 6e248ac96d..a4b65b2048 100644
--- a/modules/item/back/models/item-image-queue.json
+++ b/modules/item/back/models/item-image-queue.json
@@ -9,17 +9,26 @@
     },
     "properties": {
         "itemFk": {
-            "type": "Number",
+            "type": "number",
             "id": true,
             "description": "Identifier"
         },
         "url": {
-            "type": "String",
+            "type": "string",
             "required": true
         },
         "error": {
-            "type": "String",
+            "type": "string",
             "required": true
+        },
+        "attempts": {
+            "type": "number"
+        },
+        "created": {
+            "type": "date"
+        },
+        "updated": {
+            "type": "date"
         }
     },
     "relations": {