What are some of the early skyscrapers in your city?
I consider early skyscrapers to be those built from about 1900 to 1919 (according to Wikipedia this is the "First Great Age" of skyscrapers), 10 floors or more and ~46 metres (150 feet) in height. "Monumental" structures and churches are not included.
Winnipeg's early skyscrapers (heights measured using Google Earth Pro and do not include rooftop mechanical floors):
1904: Union Bank Building 10 floors ~45 m (148 ft)
http://www.mhs.mb.ca/docs/sites/unionbankbuilding.shtml
1909: Childs Building 12 floors ~49 m (161 ft) *demolished 1988
http://www.mhs.mb.ca/docs/sites/mcarthurbuilding.shtml
1912: Confederation Building 10 floors ~43 m (141 ft)
http://www.mhs.mb.ca/docs/sites/conf...building.shtml
1912: Lindsay Building 10 floors ~38 m (125 ft)
http://www.mhs.mb.ca/docs/sites/lindsaybuilding.shtml
1912: Electric Railway Chambers 11 floors ~45 m (148 ft)
http://www.mhs.mb.ca/docs/sites/elec...chambers.shtml
1913: Grain Exchange Building 10 floors ~40 m (131 ft)
http://www.mhs.mb.ca/docs/sites/grai...building.shtml
1913: National Bank Building 12 floors ~50 m (164 ft)
http://www.mhs.mb.ca/docs/sites/unio...building.shtml
1913: Hotel Fort Garry 10 floors ~59 m (194 ft)
http://www.mhs.mb.ca/docs/sites/fortgarryhotel.shtml
1917: Paris Building 11 floors 42 m (138 ft)
http://www.mhs.mb.ca/docs/sites/parisbuilding.shtml
1918: Hamilton Building 10 floors 44 m (144 ft)
http://www.mhs.mb.ca/docs/sites/bankofhamilton.shtml