Good setup for a beginner!
If you're still choosing the grinder, I'll add my two cents about Barratza, as I use Virtuoso. It's slightly pricier than Breville you've mentioned, but it can handle anything from espresso to french. Another plus is Barratza's warranty policies.
For espresso machine...
Sorry to interrupt, but maybe he need this to increase the blood pressure? A friend of mine (with hypotension) got similar recommendations from her doctor.
As shadow745 already mentioned, about your fifth and sixth questions: try fresher beans. When I use freshly roasted beans (within two weeks), it's far easier to get a consistent result.
Since you need to get used to your new coffee machine, I'd recommend you to document each step you made to...
Our local coffee shop makes scrubs, masks and even body soap with used coffee grounds.
Another option - you can sell used grounds to local gardeners as a mulch.
I got this one as a present from my barista bro (how I call him) - Coffee: More than 65 Delicious & Healthy Recipes by Avner Laskin. It has recipes not only for coffee itself, but desserts as well.
And another one. I almost forgot I had this. The Art and craft of coffee cocktails by Jason Clark...