tl;dr: Subscribe to my YouTube Channel; I'm going to start migrating this website to Drupal 8 on a livestream every Tuesday at 10 a.m. US Central (3 p.m. UTC).
Ever since Drupal 8 was released, I've been waffling on the decision to migrate/upgrade this website (JeffGeerling.com) to Drupal 8. The site started off years ago as a static HTML site generated by Thingamablog, a really old Java-based static blog generator.
In the years since, I migrated from Thingamablog to Drupal 6, and from Drupal 6 to Drupal 7. Each of these migrations also incorporated a complete redesign, and I did another semi-redesign halfway through the Drupal 7 lifecycle, to the design you see today: