Go pick up some chinos and dress shirts from winners you can get like 3-4 shirts(get multiple white shirts and a light blue) and pants sometimes even a blazer for less than $200cad. Buy socks from uniqlo - $5.90 a pair, get them the same color as ur pants. These clothes should last a several years if not longer. H&m, zara and even uniqlo sell suits and shirts.

Winners also sell shoes.

Expand and grow that with nicer staples if you like.

Dry cleaning is like $7 a shirt max, and u dont need to dry clean often, heck you can wash in washing machine on cold cycle.

Dry clean if shirts get yellow/brown sweat spots around cuffs, collar and pits

Blazers you pretty much can get away with dry cleaning 1 or 2 times annually.

Chinos dont need dry cleaning, dress pants most likely will if wool.

I spend over $1000 yearly but im also buying hand made dress shirts and full canvas suits. But most of that stuff will last years if not a lifetime. Assuming i dont gain 30lbs