Richard route won't be in development until Harold route is finished since his is the furthest along. 
which will happen in June 2020 if things stay according to update schedule as shown below. 
Tai, Azaghal and Archibald aren't the game creator's own characters so they don't below in them and will ever get their own romantic interest Route. This has been stated numerous times within the game page's FAQ
This is helpful, thanks. I am still putting more time into this then I probably should but It's SOOOO good. I figured out what was wrong in my Chester route. I am almost to the end of Harold's route too. I love this so much and wish I could help. I'm flat broke but when I get some money I'm totally putting a healthy amount in. At least I can let you know that Harold's last few days need some official proofreading, I think someone was tired or something because a "to" became a "yo", this is in day 27-28 while in Harold's bedroom in Harold's line.
