get to first base

Meaning 1
A player is out if he doesn't hit the ball hard enough to get to first base and is tagged out. If he gets to first base, he may score a run.
Sentence 1
The batter hit a line drive and got to first base.
Meaning 2
to advance something, to do well enough to get a good start on something
Sentence 2
I wish I could get to first base with my boss.