With the V CC you will have more of a weight issue than a cuddy obviously due to the structure of the cuddy forward.
The bracket will add some performance and a slight loss of manueverability in close quarters.
Try to find something approx 30 x 20 x 20 and air tight and try to push it under water, you will find out real quick how much better a sealed bracket is for this purpose.
And you will need it.
Also the shorter you get that air tight bracket the better, say 24 opposed to a 30 inch set back.
You would not normally need to reinforce the transom unless you intend to put a really heavy motor back there or your current transom is suspect.
Watch the weight of the motor, it is critical to the safety and longevity of your boat. The lighter the better. 150 two stroke weight on such a bracket is going to be max weight, trust me on this as I have seen and driven three different bracket V20's with diff engine combos.
To much weight, no self bailing, scuppers will stay on or under the waterline at rest, put a couple guys in there and, well it goes down from there. And that is on a cuddy.