I just saw Mark Cuban's Open Source Funding blog post (as many interesting ideas do, this one came my way via Seth Godin). If anyone in the Python world is looking to fund new ideas then this might be worth looking at, given that they will already have a predisposition to open source anyway. So here's an idea for a PyCon session.
Get together in an Open Space room with a few like-minded individuals and see if you can't come up with a plan for a real cash-generating business that Cuban would fund. As far as I can see from the first 684 responses there's still a lot of room for real business plans. If you need cash this would be a good way to get it, and who knows - you might find a way of getting the business off the ground without cash, thereby avoiding the need to hand over a chunk of your equity!
If you are looking for a way to start a new business it's hard to think of a better pool of Python talent than the one that congregates at PyCon every year. As far as ideas goes, PyCon might also be a good place to collect those. Most of these aren't computer-related, but here's a list of 999 business ideas that anyone could consider. Why shouldn't the Python world have a similar list?