Thanks for playing and for all of your feedback! Some of what you've mentioned are known issues that will definitely be fixed in the next update (please refer to the update on devlog 0.1.5d for a list of known issues).
Saying "I'll do this action 10 times please" instead of having to click / hit a button 10 times would be nice but it kinda goes against the skill grinding theme, ya know? That said there is a time skip function at the clock in the house that is currently broken, but you still need to select things one at a time. There will be some... longer time skip functionality later in the game, once I get there.
The current skill book / status displaying skills one at a time is the simplest way for me to show only the skills that you've earned without giving any in-game hints about skills that are attainable but you're still at 0. If I figure out a way to display it better, I will.
The conversations with Foreman Taylor are on my "not broken, but needs revision" list, definitely need to clean that up, but people will definitely react when Graham suddenly has way more skill than he did (in their perspective) just one day earlier and may need to see proof.