Comparing Italy to Canada is not an apples to apples comparison, though. It's much the same like comparing it to the U.S. It's not the same argument. Italy is still a better summer sports powerhouse & has clout in the Olympic realm.
The difference between comparing Canada and Italy is negligible. It's not like comparing Canada to the US or China or Russia. Italy if anything is a middle Olympic power, a notch above Canada but nothing special that it deserves greater special treatment than Canada would. And while the difference between Rome 1960 and Rome 2020 would be greater than Montreal's 1976 and Toronto's 2024, it's not the biggest difference in the world either. Other middling countries like Australia (at the time) and Japan have either won or been strong contenders in similar time frames (40-50 years apart).
And while Italy has more clout than Canada in the Olympic realm, that's not a question of whether one deserves the Olympics after a certain time frame. That's more a question of how well one country can lobby better than another.
But because Rome dropped out, it can't be used as supporting evidence. Saying "they might have won" does not help. They might also have been defeated which would have supported my position. The Bid Index ranked Rome below Istanbul, Tokyo and Madrid, so "favorite" is a matter of opinion. As it is, Rome 2020 proves nothing.
How can you say Rome proves nothing when they made a formal bid and was seen as the heavy favourites? This isn't some phantom hypothetical bid, theirs was a real bid for a time, and was agreed at large by others of being a strong contender (let alone favourites). This counters any argument that a country can't get a Summer Games 14 years after a Winter Games.