1)
What is "Si'o"?
1.
Rashi: His height.
2)
What is the significance of "Im Ya'aleh la'Shamayim Si'o?
1.
Malbim: It can be, a Rasha's success is the preparation for his great fall! One who wants to throw his enemy to the ground, he raises him to a great height to cast him from there! So Hashem raises his level to increase his fall. This is for his evil!


