How are these two even comparable? If any IRO would be compared to the valu-pak track bikes it would be the Mark V. The Jamie Roy is an Aluminum CX-style bike with room for fatties and fenders. The Windsor is a steel track bike. Totally different geometries and materials. Pick which will actually work for what you want.
I'm not even going to get into the difference in components.
Seriously, this question is like asking "I'm going to try downhill racing. Should I get a downhill bike, or this sweet BMX?"