Advice on stroker build with cracked cylinder

That crack doesn't mean jack crap. You are overthinking this and mentally masturbating yourself into a corner.

I can't count the blocks I've sleeved. I've sleeved them with holes in the cylinder walls.

Use a .125 wall sleeve, sleeve it and move on.
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^this !!^

we sleeved a hemi superstock type block, no. "5 and 7 cyl's," , back in the 70`s, raced it for 14 yrs. It`s in a street car car now and running .