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First off, thank you for your service
There are some Battle of the Bays events coming up where you can check out how others have theirs rigged for fishing. The recurring recommendation is to paddle different models, preferable with the gear you plan on taking often, before you buy. OEX will not steer you wrong.
Sounds like you have done some homework and have safety gear on your list. Best place to start.
Can't comment on the dive portion, but there are enough on here that someone should chime in soon.
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