Imagine a distant clock that uses LED seven-segment displays.
If that clock were switched on, by your "tip" or "leader" comment, and your agreement that light has a speed; would you agree that you'd see that clock some time later?
e.g. a clock is 1 AU away, and is switched on, showing "12:00" by default. Will it take 8 minutes for the "tip" or "leader" of the light showing "12:00" to get from the clock to you?
Edit: to not let you feel an ambush is coming, I'll point out in advance:
1. If you don't agree with this so far, I'd have to go back to the "agree that light has a speed" and "considering the ''tip'' or the ''leader'' of the stream" parts of your post to see what you really mean.
2. If you do agree with this so far, I'd be pointing out two contradictions that come up from your use of "but only when".
Good question and I agree there would be a contradiction , but you have not considered all the parameters.
My point being the speed of light and views about sight are all based on the travelling of the ''tip'' and do not account for the already existing constant gin-clear that already fills the space.
How does your view hold up when the ''tips'' are already at the destination and there is a clear line of sight from the start to the end and the light extends already between the start and finish for the entirety of the length?
The subjective thought of a travelling tip/photon is not ''imagined'' in the dark, it is imagined travelling through ''daylight''.