In order to progress the storlines of your staff, click the middle (Staff) orb on the right (centered) while you are at the planning screen. Once you're at the staff member's Profile tab, click their Progress tab to see all of the available events. Completing each event successfully gains +5 hearts.














Staff events.










Each event will contain a hint (if you have progression hints enabled) which will show in a tool tip if you hover your mouse pointer over the italicized i. The hints will tell you at which time of the day, location and any requirements that need to be met in order to complete that event which will allow you to move to the next event and earn a reward (change of outfits will get more lewd the further tier progression you make) when you complete that tier and met any requirements to advance to the next tier (such as staff and Manor level).

In order to progress the storylines of your guests, click the bottom (Guest) orb on the right (centered) while you are at the planning screen. Once you're at the guest's Profile tab, click their Progress tab to see all of the available events.














Guest events.










Each event will contain a hint (if you have progression hints enabled) which will show in a tool tip if you hover your mouse pointer over the italicized i. The hints will tell you at which time of the day, location and any requirements that need to be met in order to complete that event which will allow you to move to the next event in line.

In order to enable the staff and guest hints, go into your Settings screen (as seen here):










Make sure "Show hints on progression events" is checked.