The split between a personal Google Apps account and a plain old GMail account was the worst for me. Anyone who lived through the era where Google Apps accounts weren't full-fledged Google accounts is in the same boat. The way I solved the problem is by not using my personal Google Apps account anymore. I forward the email to a GMail account and use that for all Google services. Google Now was the main reason I made the switch. It only supports one account, and it was easier to move my email and calendar that it would've been to move Voice and everything else.