You didn't see the finale? Spain is nice this time of year.
Does it offer new opportunities, or opportunities to develop a better/broader/more useful skill set that you don't get in your current position?
Is your current position likely to continue to let you develop/grow/improve or likely to be more of the same?
I think almost all moves/choices/options will have that degree of uncertainty: but how likely is it that you'll get the same options to become more employable (develop rare/valuable skills) at one work place compared with the other? That's usually the question I find the most important to be able to answer.
I don't think it was s decision he was outsourcing. I think it was a question he was asking in order to see if people could help him better understand his options and thus make his own choice with more confidence/clarity.