I received calls from students asking about how to talk to boss about H1-B too. I advise four characters: K.I.S.S.
For those who don't know this American Slang yet, they are short for Keep It Simple (Otherwise) Stupid.
I was a boss in US for years. I worked with bosses as a professionals. I testify to you that bosses were not born yesterday. No matter what you are about to say, they know it. I assure you.
So what you need to say to him? Simple, two things.
1) I love this job. I am grateful for this opportunity you gave me. I am confident I can contribute a lot to this company (Prepare a little details about the base)
2) I will be grateful if the company may sponsor me H1B so that I can accomplish what is laid out for me and my team. As far as the procedure about H1B, I can retain a lawyer to take care of everything.
It is important to remember, like all negotiation in life, it is important to make small. compromise to achieve your goal. In this case, don't be shy to pick up lawyer's tab. Look at the big picture. Don't be short sighted.
Trust me, if you put your eyes on the ball like I said, you will persuade almost everybody.
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