Our thoughts and actions are either causally determined or the subjects of randomness (or a combination).

If our thoughts and behaviours are entirely causally determined, then calling our will(s) "free" is misleading. We wouldn't be free to deviate from what we were always absolutely bound to do, maybe unbeknownst to us since we're unaware of all the causes involved.

On the other hand, if our thoughts and behaviours are subject to some randomness, well, to that extent they're outside of our control, since randomness is beyond our control by definition. If our thoughts and actions are "free" from the causal chain (since they're simply random) they're outside the influence of a will.

And to the extent that they are within the influence of a will, they're part of the chain of cause and effect, stretching back before any of us were born. Very much not "free" of this long chain.

TL;DR : If it is a will, it isn't "free". And to the extent that it's "free", it's nothing to do with a will.

>Once passed, you'd have no conscious self to keep track of "time" so even though it would take an unimaginable amount of time to happen, eventually in the cycle of the universe all the elements that make up us would surely come together again at some point and we'd experience what we know as conscious life again right?

Indeed; and this is how I've thought about it for a while. I don't believe that the dead consciously experience anything at all, including the passage of time. And any passage of time that we don't consciously experience, even the history of an entire cosmic cycle multiplied by the largest number you could imagine, is squashed down to zero time from such a perspective (really, the lack of a perspective, or no point of view). We literally have eternity to wait for the right conditions for nature to happen to produce us again, and no matter long that might take, it will subjectively be no time at all.

From a first person subjective point of view, I imagine it going something like this:

your "final" conscious moment -> blink -> you "first" conscious moment all over again

Since you're newly formed at that point, and memory seems to be mostly or entirely neurological, you'll never remember any moment of conscious experience prior to this. But maybe during the course of your life you'll hit upon the the idea that you might've experienced this all before.

For two current cyclic cosmologies, see Roger Penrose and Paul Steinhardt.