Here are the requested changes for review…

FRONT

The difference in the above two images is the ribbon banner.


The top banner curves away from the lettering.  

The second banner curves with the lettering and the year placement are on the side ribbons.

  


Don't worry about colours so much and how the lettering stands out.  The artist at the printer will be able to achieve the desired look better than me.  

Hood 
1929 - 2019
Hood 
90th Anniversary
1929 - 2019
Hood 
1929 
1929

Below are a few variations

Hood 
1929 - 2019

This shirt on the right has a green to gold gradient. Gives a different look and has a rounded ROBIN HOOD.


Also, when looking again at Chad's shirt the gradient is much more subtle than in any of the samples I’ve provided.  And again, mine do not account for the pin striping (side panels).

I think the artist at the printer can incorporate these pin strips, or something similar, with different shades of greens and golds and it will still look super nice.


This shirt to the right also has the rounded ROBIN HOOD.  The letters will stand out better depending on the gradient.


Hood 
1929

BACK

Canada
Winnipeg, Manitoba
Winnipeg, Manitoba

Collar

Cheys
Huyghe
Bergmann
Swayze

Flags would have to be worked on for proper size and placement.  

Sleeves

King
1993, 1991
 1984, 1997
 2017
King
1993, 1991
 1984, 1997
2017
King
1993
1991
1984
1997
 2017
King
1993
1991
1984
1997
 2017
Hood 
1929 - 2019
Hood 
1929 
Hood 
1929 
Hood 
1929 - 2019

The shirts below (side by side) have the identical logo.


The only difference is the colour and shading of the shirt itself, so you can see how the logo stands out against a lighter versus darker version.

Again, here are some samples of the same logos but in a darker shirt, with a side by side comparison.

Canada
Canada

Light versus dark sleeves, with a side by side comparison.

King
King