diff --git a/activities/views/compose.py b/activities/views/compose.py
index 2fa0bbb..d5d034b 100644
--- a/activities/views/compose.py
+++ b/activities/views/compose.py
@@ -158,7 +158,7 @@ class ImageUpload(FormView):
 
         def clean_image(self):
             value = self.cleaned_data["image"]
-            if value.size > 1024 * 1024 * 1:
+            if value.size > 1024 * 1024 * 10:
                 # Erase the file from our data to stop trying to show it again
                 self.files = {}
                 raise forms.ValidationError("File must be 10MB or less")
@@ -169,21 +169,30 @@ class ImageUpload(FormView):
 
     def form_valid(self, form):
         # Make a PostAttachment
-        thumbnail_file = resize_image(form.cleaned_data["image"], size=(400, 225))
+        main_file = resize_image(
+            form.cleaned_data["image"],
+            size=(2000, 2000),
+            cover=False,
+        )
+        thumbnail_file = resize_image(
+            form.cleaned_data["image"],
+            size=(400, 225),
+            cover=True,
+        )
         attachment = PostAttachment.objects.create(
             blurhash=blurhash_image(thumbnail_file),
-            mimetype=form.cleaned_data["image"].image.get_format_mimetype(),
-            width=form.cleaned_data["image"].image.width,
-            height=form.cleaned_data["image"].image.height,
+            mimetype="image/webp",
+            width=main_file.image.width,
+            height=main_file.image.height,
             name=form.cleaned_data.get("description"),
             state=PostAttachmentStates.fetched,
         )
         attachment.file.save(
-            form.cleaned_data["image"].name,
-            form.cleaned_data["image"],
+            main_file.name,
+            main_file,
         )
         attachment.thumbnail.save(
-            form.cleaned_data["image"].name,
+            thumbnail_file.name,
             thumbnail_file,
         )
         attachment.save()
diff --git a/core/files.py b/core/files.py
index c4f4355..4c7729d 100644
--- a/core/files.py
+++ b/core/files.py
@@ -5,16 +5,31 @@ from django.core.files import File
 from PIL import Image, ImageOps
 
 
-def resize_image(image: File, *, size: tuple[int, int]) -> File:
+def resize_image(
+    image: File,
+    *,
+    size: tuple[int, int],
+    cover=True,
+    keep_format=False,
+) -> File:
     """
     Resizes an image to fit insize the given size (cropping one dimension
     to fit if needed)
     """
     with Image.open(image) as img:
-        resized_image = ImageOps.fit(img, size)
+        if cover:
+            resized_image = ImageOps.fit(img, size)
+        else:
+            resized_image = ImageOps.contain(img, size)
         new_image_bytes = io.BytesIO()
-        resized_image.save(new_image_bytes, format=img.format)
-        return File(new_image_bytes)
+        if keep_format:
+            resized_image.save(new_image_bytes, format=image.format)
+            file = File(new_image_bytes)
+        else:
+            resized_image.save(new_image_bytes, format="webp")
+            file = File(new_image_bytes, name="image.webp")
+        file.image = resized_image
+        return file
 
 
 def blurhash_image(image) -> str:
diff --git a/static/css/style.css b/static/css/style.css
index 0e37c71..53b5271 100644
--- a/static/css/style.css
+++ b/static/css/style.css
@@ -610,7 +610,8 @@ form .buttons {
     margin: -20px 0 15px 0;
 }
 
-form p+.buttons {
+form p+.buttons,
+form fieldset .buttons {
     margin-top: 0;
 }
 
@@ -618,6 +619,10 @@ form .button.add-image {
     margin: 10px 0 10px 0;
 }
 
+form legend+.button.add-image {
+    margin-top: 0px;
+}
+
 form progress {
     display: none;
     width: 100%;
diff --git a/templates/activities/_image_uploaded.html b/templates/activities/_image_uploaded.html
index ad03120..6821328 100644
--- a/templates/activities/_image_uploaded.html
+++ b/templates/activities/_image_uploaded.html
@@ -5,7 +5,7 @@
         {{ attachment.name|default:"(no description)" }}
     </p>
     <div class="buttons">
-        <a class="button delete left" _="on click remove closest .uploaded_image">Remove</a>
+        <a class="button delete left" _="on click remove closest .uploaded-image">Remove</a>
     </div>
 </div>
 {% if request.htmx %}
@@ -13,7 +13,7 @@
     hx-get='{% url "compose_image_upload" %}'
     hx-target="this"
     hx-swap="outerHTML"
-    _="on load if beep! length of beep! <.uploaded-image/> > 3 then hide me">
+    _="on load if length of <.uploaded-image/> > 3 then hide me">
     Add Image
 </a>
 {% endif %}