I found a solution that worked for me, you can find it 
here: https://groups.google.com/forum/#!topic/mezzanine-users/kNk1syn_FaI

On Wednesday, 19 August 2015 10:15:35 UTC-7, Avery Laird wrote:
>
> Hi Geoff,
>
> I would appear that the `thumbnail` tag is failing silently. This can 
> happen for a lot of reasons, although for me it usually comes down to an 
> issue with converting the image. I'm not exactly sure what the reason for 
> this is, but when converting the image it throws an IOError. In the next 
> couple days I'll be looking more into this, and I had posted a topic a few 
> days ago about a similar issue. Hopefully someone will figure it out! If 
> not, perhaps consider looking into thumbnail alternatives, such as 
> sorl-thumbnail? 
>
> On Tuesday, 18 August 2015 23:31:19 UTC-7, Geoff P wrote:
>>
>>
>> I'm working with the Singularity theme. I've noticed that when I add an 
>> image to a blog post, the image doesn't look right in the blog roll on the 
>> front page(blog list?). A thumbnail image is created for the blog roll, but 
>> new dimensions for the thumbnail aren't defined. Taking a look at the 
>> source of the img, it gives me this:
>>  
>> src="/static/media/uploads/blog_images/choose_a_pack.jpg"
>>
>> This is how it looks in my browser, this long infographic is squished 
>> vertically:
>>
>>
>> <https://lh3.googleusercontent.com/-oNY0BKZUbho/VdQWtz5mV4I/AAAAAAAAAeE/TdegKrxfVi8/s1600/squished.JPG>
>>
>>
>> On the Singularity Theme demo 
>> <https://secure.mezzathe.me/static/media/preview/singularity/singularity/> 
>> site, 
>> for comparison, I inspected the first thumbnail image on the blogroll and I 
>> see this as a source (the image appears to be 200x200 natively):
>>
>> src=
>> "static/media/uploads/blog/.thumbnails/sf_gg_bridge.jpg/sf_gg_bridge-200x200-0.5x0.jpg"
>>
>> Any tips for where to enable this kind of functionality? I did some 
>> diving into theme/templates/blog and found some blocks of code in 
>> blog_post_list.html and blog_post_detail.html that I suspect have something 
>> to do with it. Those blocks each look like this:
>>
>>     {% if settings.BLOG_USE_FEATURED_IMAGE and blog_post.featured_image %}
>>     {% block blog_post_list_post_featured_image %}
>>     <a href="{{ blog_post.get_absolute_url }}">
>>         <img src="{{ MEDIA_URL }}{% thumbnail blog_post.featured_image 
>> 270 270 top=0 %}">
>>     </a>
>>     {% endblock %}
>>     {% endif %}
>>
>> I thought maybe if I uncommented BLOG_USE_FEATURED_IMAGE in settings that 
>> would fix it, but it just crashed the dev server with a 502.
>>
>> Not sure where to go from here. Thanks for any insight!
>>
>>
>>

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