When will it become easier?
When you recognize your question is nonsense.
Early Wittgenstein
"Whereof one cannot speak, thereof one must be silent." "Easier" presumes metaphysical subject persisting through time. Logical analysis dissolves pseudo-problems. Your question violates limits of language. Throw away ladder after climbing.
Practical Lever
⚙
Study Tractatus. Reality is atomic facts. Everything else is mysticism (important but unsayable).
Related Perspectives
Deleuze & Guattari
linguistic
When you deterritorialize yourself and become body without organs.
Similar mechanism: linguistic
Derrida (Deconstruction)
linguistic
The question presupposes metaphysics of presence that deconstruction dismantles.
Similar mechanism: linguistic
Advaita Vedanta
When you realize Atman equals Brahman (Self equals Absolute).
Contrasting perspective: internal
Buddhism (Theravada/Mahayana)
When you extinguish craving (tṛṣṇā).
Contrasting perspective: internal
Absurdism
Never, and caring about this question is the error.
Similar timeline: Immediate