Does "has been xxx since xxx until now" has any implication the status is changed from now?
Say, I'm writing a reference letter for my team member and I write "He has been an software engineer in my team since 2009 until now/up to present".

I'm wondering whether the "until now" or "up to present" at the end of the sentence will imply that he has left my team now? If I would like to stress the fact that he is still with my team, how could I say?

Question

Does "has been xxx since xxx until now" has any implication the status is changed from now?
Say, I'm writing a reference letter for my team member and I write "He has been an software engineer in my team since 2009 until now/up to present".

I'm wondering whether the "until now" or "up to present" at the end of the sentence will imply that he has left my team now? If I would like to stress the fact that he is still with my team, how could I say?

Answer

"until now" is redundant!

He's been a software engineer here since 2009. 
This sentence says it all. It also stresses the fact he is still with the team.

If you wish to imply he has left the team, then you change the tense:
He was a software engineer with us from 2009 until quite recently.

Answer

It does have that posible implication.  So say;

He has been a part of the team from....... till now, and continues to be (if you want, add- an important asset no one would want to loose).