Hi Landon,
tl;dr - I agree that this would be a great idea; but there's some history that explains why it hasn't happened in the past.
Longer version:
In the past (2009-2014), DjangoCon US has been a different beast to DjangoCon Europe and PyCon US. DjangoCon Europe and PyCon US are very much community-organised events. Local user groups or not-for-profit organisations take all the financial risk, and all work is done by volunteers.
In an effort to isolate itself from financial risk of a failed event, the DSF made the decision to outsource the organization of DjangoCon US. To date, DjangoCon US has always been organised by a third party company, with the "DjangoCon US" name being licensed to that company.
In November 2012, the DSF issued a Request for Tenders for the 2014/2015 DjangoCon US events [1]. The contract was awarded to The Open Bastion in January of 2013 [2]. They were the only bidders (and were, by the by, also the group responsible for successfully hosting DjangoCon 2010, 2011, and 2012). So - organizers have historically had multi-year lead times to approach sponsors, etc.
However, since the events were for-profit, commercial endeavours, there hasn't been formal planning meetings for future events at each DjangoCon. There may have been some informal meetings, but that was more in the vein of a recruiting drive. I don't believe there was any such event in Portland this year (if there was, it was so well advertised that I didn't hear about it). The intention was for the DSF to issue multi-year licenses to a company, years in advance, and let the commercial organizers sort out the volunteer requirements, approach sponsors, and so on.
Due to a number of factors, the 2013 and 2014 events were not as successful as previous events, and as a result, The Open Bastion decided to withdraw from the organisation of the 2015 event. The DSF was notified of this in October 2014.
Luckily, a number of members of the community have stepped up, and the DSF has a new plan for 2015. We're setting up a separate not-for-profit organisation, and that organisation will be granted an ongoing license to run DjangoCon US. This means we'll now be organising events in much the same was as PyCon US, but with a layer of protection for the DSF itself. However, it also means we have less than 8 months to organize the 2015 event.
Looking forward, we're hoping to get back the lead time that we've historically had. We're still trying to get the last of the legal agreements in place for 2015, but once that's done, I'm hoping that there will be a call for tenders for a host city for 2016/2017. I'm hoping we can announce a successful bid city at DjangoCon US this year.
I'd also expect to see a BoF (or similar) session at DjangoCon US for people who want to volunteer - both in terms of providing feedback on the event that will have just concluded, and to shake out volunteers for the 2016 and future events.
Sorry for the long explanation. I just wanted to make sure everyone understood why we're so far behind this year, and to let everyone know the DSF is committed to improving for future events.
Yours,
Russ Magee %-)