Seeking hard problems

It's that time of year again (where my schedule empties out), so I find myself in search of a really hard problem´╗┐ to work on. Some problems that have piqued my interest:

  • Affordable housing. Did you know that affordable housing is defined as paying 30% of income or less on housing? And did you know that Washington County, where Tualatin is located, has a gap of ~14,500 houses and growing? I didn't either until about five months ago. Even if you can still afford your housing, this is a problem the entire socio-economic spectrum should be working on.
  • Government technology. The USDS is really cool and having an amazing impact. You should listen to Jennifer Pahlka's SALT talk, "Fixing Government: Bottom Up and Outside In". I wish there was a similar initiative in Oregon. Is there one?
  • Landing Gutenberg in WordPress 5.0. Gutenberg is a revolutionary editing interface. So revolutionary, in fact, that it's one of the worst-rated plugins in the WordPress.org directory. Getting from where we are now to happily shipped in core is going to be a challenging, multi-faceted initiative.

Let me know if you have any input on these problems, or whether there are others I should be considering!