^ could add the freeway system in Regina is bigger than what most any other city same size has in Canada.
Global Transportation Hub just west of Regina was thinking big but it hasn't quite lived up to its distribution hub-for-the-Prairies expectation as of yet.
For Saskatoon I would say back during the depression of the 1930's, CN railway took a chance and built the
Bessborough Hotel, and it has defined the skyline of the city ever since... until maybe the half billion dollar
Riverland project including
Remi Modern & next door
Persephone arts theatre in South downtown, and another quarter billion spent on north downtown's Police station and new Central Library proposal announced last year.
SaskTel Centre coliseum, built for NHL sized events back when city was half population it is today is thinking big.
Saskatoon seems to like to build a lot of bridges for the size of the city, there are currently 34 lanes of traffic that cross the South Saskatchewan River within city limits.
Saskatoon thought big when it planned to host World University Games in 2007 but city council backed out by vote of 6 to 5 before winning city of Bangkok eventually went on to win the bid to host those games.
https://en.wikipedia.org/wiki/2007_Summer_Universiade