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Weird that he is in such a similar position. It would be easier if we had some support here but my wife's parents and sister (+brother in law and neice & nephew) all moved from England are now live in Nova Scotia. Flying from here to visit them isn't much different to flying from the UK.
Things like the fallout of Brexit/Covid/Conservative government are all things that worry me but We're probably going to have a conservative government here by the next election so thats one thing that strikes the other out.
There are definitely things I'll miss about living here. Mainly friends that we've made. Greggs > Tim Hortons so thats easily settled. The other things we really love about living in the city (gigs, great restaurants etc are all good if you can access them but over the last 8 months, they've pretty much been off the table due to restrictions. Same with flying to the States/Montreal.
I have a mate who is in similar position - moved to Toronto about 7-8 years ago and now has a 3month old. Only difference is his wife is from Toronto so they have a big support network. He does get homesick - occasional zoom calls/whatsapp etc - not quite the same, but he hasn't really got the desire to move back due to Brexit/austerity/covid mishandling etc.
I guess you need to figure what you'd miss from Toronto if you moved back to Blighty (Tim Hortons/quick flights to New York/trips to Montreal/the lake etc?)