Funny, I do the opposite. I pick powers of 2 and 3 because they're surprisingly useful.
I always start with 512 (2^9) because it will always half the possibilities, then 729 (3^6) or 243 (3^5), depending on whether x is greater or smaller than 512, because that also roughly splits the remaining possibilities in half.
Now, why the powers? Because if it gives me "x and 512's largest divisor is 2", then that tells me a lot; it has to be even, and it can't be divisible by 4, 8, 16, etc. (its largest divisor with 512 = 2^9 wouldn't have been 2 otherwise).
3 narrows it down even further, for the same reasons as above.
On top of that, I can multiply the numbers together; for example, if x's largest divisor with 512 is 2 and with 243 is 9, then x has to be divisible by 18 (otherwise, one of the conditions wouldn't be met).
Let's use October 5th's number as an example.
I wrote in 512, and got "x > 512; x and 512's largest divisor is 4". So I wrote in 729 and got "x and 729's largest divisor is 9", with x > 729. By multiplying, I get that x has to be divisible by 36. That means my possibilities are 756, 792, 828, 864, 900, 936, and 972. Further math shows that 792, 864, and 936 are divisible by 8, and 756 and 972 are divisible by 27, so they all have to go. That leaves me with just 828 and 900, which is just a toss-up.