Task path
Build a desk setup
Start with what sits on the desk today, then add only the component that solves the missing connection or listening need.
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Headphone-first
Use wired headphones directly when the source is adequate; add a desktop DAC/amp for easier control and more outputs.
Shared-room listening
Choose closed-back headphones such as the FT1 when leakage matters.
Headphones + speakers
A DAC/amp with a line or pre-output can serve powered speakers as well as headphones.