The Boolean domain $B=\{\mathrm{False},\mathrm{True}\},$ can be viewed as a partially ordered set in two different ways. In the best approach, $\mathrm{False}$ is the least element and $\mathrm{True}$ is the greatest element. This has the effect that the lattice operations $\wedge$ and $\vee$ agree with their usual (logical) definitions; furthermore, we deduce (under this convention) that $\varphi \leq \psi$ iff $\varphi \rightarrow \psi = \mathrm{True},$ as desired. Thus, let us hereafter agree to order the Boolean domain in this way.
The problem is this. Whenever I'm thinking about the Boolean domain, I tend to think of its elements as conditions. So for example, since $\mathrm{True}$ is the weakest condition, I tend to think of $\mathrm{True}$ as the least element. But this contradicts the aforementioned ordering; we agreed that $\mathrm{True}$ should be the greatest element!
The same issue occurs when $B$ is replaced by any other poset of sentences, such as the sentences of the first-order language of arithmetic. I always get confused, because I tend to think of those sentences as conditions, and therefore I read $\varphi \leq \psi$ to mean "$\varphi$ is a weaker condition than $\psi$." (Bad!)
So, I'd like to rewire my brain so that "$\varphi$ is less than $\psi$" intuitively means "$\varphi$ implies $\psi$."
Any ideas how to do this?
If you can't convince that part of your brain with insight, you could try to trick it with language alone, by inserting truth-bearing adjectives into the "less than":
This isn't a good standalone solution, because it's blindly fighting language with language. You still need some guiding principle to help you avoid truth-forming adjectives like "strong", "strict", "interesting", "informative", or "useful". Maybe you can use one of the other answers to kick out the misleading adjectives, and then you can cement the victory by replacing it with a better adjective?