Wow, I’m amazed this went so smoothly!
Next, going to try going all the way to 4.9.8. Fingers crossed.
This new default theme looks absolutely awful!
Upgraded to WordPress 3.5
Now at 3.2. Just need to get to 3.7 and then I can jump all the way to the most recent 4.9.8 apparently.
Upgrading to 3.1 and new theme. So far so good.
Upgraded to WordPress 3.0, a version from 2010!