For DILD practitioners, longer WBTB is always better, BUT, you have to get back to sleep. So it's a game of chicken against yourself. That's why it's safer to err on the shorter side. And you need to factor in how stimulating your activities are during the WBTB. Moreover, each person has their own commitments in waking life. If you have to be up and out to school or work at a certain hour, losing the game of chicken may have even worse consequences. For all those reasons, it's not unexpected that many will commit to around 5 minutes or less. But under ideal conditions and no consequences, feel free to attempt 45+ minutes. Of course at some extreme point, you're talking about a whole different sleep session, so like 3+ hours is no longer a WBTB.
Using supplements changes the calculus because they are, effectively, replacing a very stimulating activity. Or perhaps reducing stimulation with a sedating effect. And you'd have to consider how long they take to release or how their effect ramps up, so the stimulation may be displaced in time compared to the waking period. So here, erring on the side of safety probably reduces the time to zero.
For WILD, it's different. In DILD, you always want the high awareness to kick in because you're already asleep. With WILD, you're looking to find a sweet-spot of balancing awareness without too much stimulation. If you are awake for a period of time before WILD, it's more a matter of routine and preparation. Or perhaps setting up a possible DILD as a backup if the WILD fails. Yet another balancing act, which is why playing in the 5-15 minute range seems like a safe zone.
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