Stick to MJ Bale, especially as you're a sydneysider!
As someone else who is starting to enter the world of better dressing, I'd say start slow.
Also for the shirts, check out MJ Bale's 5 for $240. Good selection of CBD-appropriate shirts in there.
I am reading pretty good things about Bale. I just read Charlie's Wardrobe blog about it (him being an ex-Herringbone man).
The price point is pretty good!