New York Red Bulls star Dwayne De Rosario says Jackson's exploits can inspire a nation.
"All the Canadian guys that are there doing well, we're very proud, 100%," said De Rosario. "They're living their dreams, and a lot of them are living our dreams that we had as well.
"Especially Simeon - he has the opportunity to play in the Premiership, and it benefits not only our national team, but the whole of Canada to see one of our own products go over to Europe and make it at that level. Hopefully kids can look at that and they can be inspired to do the same."