diff --git a/app/soapbox/utils/resize_image.js b/app/soapbox/utils/resize_image.js
index 264dbf92b..45db240cb 100644
--- a/app/soapbox/utils/resize_image.js
+++ b/app/soapbox/utils/resize_image.js
@@ -1,6 +1,84 @@
 import EXIF from 'exif-js';
 
-const MAX_IMAGE_PIXELS = 1638400; // 1280x1280px
+const MAX_IMAGE_PIXELS = 2073600; // 1920x1080px
+
+const _browser_quirks = {};
+
+// Some browsers will automatically draw images respecting their EXIF orientation
+// while others won't, and the safest way to detect that is to examine how it
+// is done on a known image.
+// See https://github.com/w3c/csswg-drafts/issues/4666
+// and https://github.com/blueimp/JavaScript-Load-Image/commit/1e4df707821a0afcc11ea0720ee403b8759f3881
+const dropOrientationIfNeeded = (orientation) => new Promise(resolve => {
+  switch (_browser_quirks['image-orientation-automatic']) {
+  case true:
+    resolve(1);
+    break;
+  case false:
+    resolve(orientation);
+    break;
+  default:
+    // black 2x1 JPEG, with the following meta information set:
+    // - EXIF Orientation: 6 (Rotated 90° CCW)
+    const testImageURL =
+      'data:image/jpeg;base64,/9j/4QAiRXhpZgAATU0AKgAAAAgAAQESAAMAAAABAAYAAAA' +
+      'AAAD/2wCEAAEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBA' +
+      'QEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQE' +
+      'BAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAf/AABEIAAEAAgMBEQACEQEDEQH/x' +
+      'ABKAAEAAAAAAAAAAAAAAAAAAAALEAEAAAAAAAAAAAAAAAAAAAAAAQEAAAAAAAAAAAAAAAA' +
+      'AAAAAEQEAAAAAAAAAAAAAAAAAAAAA/9oADAMBAAIRAxEAPwA/8H//2Q==';
+    const img = new Image();
+    img.onload = () => {
+      const automatic = (img.width === 1 && img.height === 2);
+      _browser_quirks['image-orientation-automatic'] = automatic;
+      resolve(automatic ? 1 : orientation);
+    };
+    img.onerror = () => {
+      _browser_quirks['image-orientation-automatic'] = false;
+      resolve(orientation);
+    };
+    img.src = testImageURL;
+  }
+});
+
+// Some browsers don't allow reading from a canvas and instead return all-white
+// or randomized data. Use a pre-defined image to check if reading the canvas
+// works.
+const checkCanvasReliability = () => new Promise((resolve, reject) => {
+  switch(_browser_quirks['canvas-read-unreliable']) {
+  case true:
+    reject('Canvas reading unreliable');
+    break;
+  case false:
+    resolve();
+    break;
+  default:
+    // 2×2 GIF with white, red, green and blue pixels
+    const testImageURL =
+      'data:image/gif;base64,R0lGODdhAgACAKEDAAAA//8AAAD/AP///ywAAAAAAgACAAACA1wEBQA7';
+    const refData =
+      [255, 255, 255, 255,  255, 0, 0, 255,  0, 255, 0, 255,  0, 0, 255, 255];
+    const img = new Image();
+    img.onload = () => {
+      const canvas  = document.createElement('canvas');
+      const context = canvas.getContext('2d');
+      context.drawImage(img, 0, 0, 2, 2);
+      const imageData = context.getImageData(0, 0, 2, 2);
+      if (imageData.data.every((x, i) => refData[i] === x)) {
+        _browser_quirks['canvas-read-unreliable'] = false;
+        resolve();
+      } else {
+        _browser_quirks['canvas-read-unreliable'] = true;
+        reject('Canvas reading unreliable');
+      }
+    };
+    img.onerror = () => {
+      _browser_quirks['canvas-read-unreliable'] = true;
+      reject('Failed to load test image');
+    };
+    img.src = testImageURL;
+  }
+});
 
 const getImageUrl = inputFile => new Promise((resolve, reject) => {
   if (window.URL && URL.createObjectURL) {
@@ -38,7 +116,11 @@ const getOrientation = (img, type = 'image/png') => new Promise(resolve => {
 
   EXIF.getData(img, () => {
     const orientation = EXIF.getTag(img, 'Orientation');
-    resolve(orientation);
+    if (orientation !== 1) {
+      dropOrientationIfNeeded(orientation).then(resolve).catch(() => resolve(orientation));
+    } else {
+      resolve(orientation);
+    }
   });
 });
 
@@ -79,7 +161,8 @@ const resizeImage = (img, inputFile) => new Promise((resolve, reject) => {
   const newWidth  = Math.round(Math.sqrt(MAX_IMAGE_PIXELS * (width / height)));
   const newHeight = Math.round(Math.sqrt(MAX_IMAGE_PIXELS * (height / width)));
 
-  getOrientation(img, type)
+  checkCanvasReliability()
+    .then(getOrientation(img, type))
     .then(orientation => processImage(img, {
       width: newWidth,
       height: newHeight,
@@ -91,7 +174,7 @@ const resizeImage = (img, inputFile) => new Promise((resolve, reject) => {
     .catch(reject);
 });
 
-export default inputFile => new Promise((resolve, reject) => {
+export default inputFile => new Promise((resolve) => {
   if (!inputFile.type.match(/image.*/) || inputFile.type === 'image/gif') {
     resolve(inputFile);
     return;
@@ -106,5 +189,5 @@ export default inputFile => new Promise((resolve, reject) => {
     resizeImage(img, inputFile)
       .then(resolve)
       .catch(() => resolve(inputFile));
-  }).catch(reject);
+  }).catch(() => resolve(inputFile));
 });