Just go slow, and start from the foundation, and work your way up.
Focus on a good dac for now. Then move into a player solution that sounds good, and suits your convenience. Mac side, I've had good luck with audirvana plus and fidelia.
Then, go to the tweaks.
You have time to take it in stages, but for myself, that order gave me the biggest to smallest gain in improvements.
That way, you can focus on one thing at a time, and the benefit of enjoying it, as you go.
Focus on a good dac for now. Then move into a player solution that sounds good, and suits your convenience. Mac side, I've had good luck with audirvana plus and fidelia.
Then, go to the tweaks.
You have time to take it in stages, but for myself, that order gave me the biggest to smallest gain in improvements.
That way, you can focus on one thing at a time, and the benefit of enjoying it, as you go.