I know that on a linearly ordered set $X$, $\leq$ is a well order if and only if $X$ contains no strictly decreasing sequence. However this conflicts in my head with the following problematic 'intuition' which I do not know where it fails.
Let $\alpha$ be a limit ordinal such that $\alpha\geq \omega_1$. All ordinals strictly less than $\alpha$ are a proper set and therefore we should not be able to find an infinite strictly decreasing sequence of ordinals. However since there uncountably many ordinals lesser than $\alpha$, it seems like we should be able to choose a strictly decreasing sequence in some complicated way. Aside from this proposition, can someone explain to me why a decreasing sequence must stablize?
I know there is probably some simple point which has not fully clicked for me.
Well. Choose $\alpha_0$, then maybe it was finitely many points below $\alpha$, but maybe it was infinitely many points below $\alpha$, i.e. there was a limit ordinal between $\alpha_0$ and $\alpha$.
Repeat the process. After finitely many steps you must have reached $\omega_1$, or went below it. Otherwise we had an infinite set of ordinals without a minimal element (that would be $\{\alpha_n\mid n<\omega\}$). Say that $\alpha_5$ was $\omega_1$. Now you have to choose a point below it, $\alpha_6$. But that's a countable ordinal, so you've discarded "most" ordinals already.
Rinse and repeat, and we hit $\omega$, say at $\alpha_{52}$, and then you have to choose $\alpha_{53}$ which is a natural number, and then there's only finitely many points left anyway. So your sequence had to be finite.
You might read my answer and object that I didn't really use the fact that it was $\omega_1$. And that's true. Because it's true for every ordinal. And it is one of those situations where "uncountable" is a red herring. Start with $\alpha_0=\omega$, there are infinitely many points below it, so principle dictates that we can find a decreasing sequence. But we can't, since after choosing just one we have only finitely many points to work with.