What would you do?

It all depends.

If the boy is all excited, take him after the monster. If not, go shoot big buck and then take him after buddy’s deer.

If you gotta shoot the big one and kid is excited, go for buddy’s deer and then your big one.

You get to live with your decision. If you screw the kid over it might bite you in the future.
 
After reading that ^
OP, Chase the big buck and let your boy shoot it. Then go find yourself another one. Be sure to express your gratitude to your friend and let him know that you may take him up on it if your other buck gives you the slip.
...to follow up on this. IME raising three boys, they're going to be way more excited to "chase a monster" with low odds of killing than to go execute an easy to find buck. It makes a difference for them just as it makes a difference for us, they're just a miniature version of us afterall.
 
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