Raise the Hammer

Yes, I've noticed this too (the normal street clothes). Cycle friendly cities are loaded with people riding around dressed just like they would in their car.
I still contend that a connected network of bike lanes is all we need to see cycling take off in Hamilton.
We suck at this so much it's not even funny. The Jolley Cut has a downbound lane that just ends halfway down next to a massive concrete barrier. York Blvd has 3 blocks with no bike lane between Queen and Locke even though the road width is identical. The Main/King bike lanes over the 403 lead to nowhere safe. There are ZERO safe cycling routes into the downtown core from the entire central/eastern lower city. We could easily develop some cycling 'superhighways' like they did in London without impacting traffic flow or parking in the slightest. Imagine: Cannon St from Queen all the way to it's eastern terminus having one if it's 4 lanes converted into a two-way bike lane.
Main - from Westdale to the Delta: one of it's 4 or 5 lanes converted to a two-way bike lane. Wellington from Burlington St to the Mountain Access: one full lane converted to a two-way bike path. Also, convert the right curb lane all the way up the Mountain Access to West 5th into a two-way bike lane. Queen Street - from the west harbour to the escarpment: one lane converted to two-way bike lane Bay St: two-way bike lanes from Aberdeen to Bayfront Park.

Along all of these routes I would suggest we plant tons of street trees, have the bike lanes painted green in their entirety and I believe just this simple plan alone would lead to a massive increase in cycling in Hamilton for work, school, errands etc.....
Yes, we need to continue the slow, incremental work on the Shifting Gears plan to connect these superhighways to regular bike lanes, but you would see a huge jump in safe cycling in Hamilton and new desirability come back to many of these urban neighbourhoods simply by enacting a plan like this.
I know I basically ended these superlanes at the west end and east end, but simple opportunities exist to continue lanes down King St east of the Delta as well as some quieter 'mid-neighbourhood' streets like Central Ave, Dunsmere etc.... that can get the 'Greenway' treatment:

http://www.streetfilms.org/portlands-bik...

Take this greenway concept with speed humps, sharrows, yield signs for bikes, but stop signs for cars on the cross-streets and use it on Central Ave (London-Reid), Dunsmure (Holton to Reid), Head/Napier (Dundurn-Bay), and MacDonald/Herkimer (Aberdeen to James)

Now we're connecting entire districts of the city safely and efficiently, and barely putting a dent into vehicle capacity. Balance isn't tough to achieve, but we need to want it.