Re: [Rambo] going stowed
My basic rule of thumb is: Slider up = stowed. If you are jumping slider up stuff right off the bat, I don't see a problem.
If you are doing slider down jumps, I'd recommend doing at least the first one hand held, to give you a chance to play with your gear.
I think the decision of when to go stowed (both when in your jumping career you start and which jumps you go stowed on) is very personal.
If you have a zillion skydives, you're going to be more comfortable going stowed than hand held. On the other hand, if you need to time deployment precisely due to other factors (like vertical spacing of obstacles) then hand held is the ticket.
I know people who had over 100 jumps before going stowed. I don't think there's anything wrong with that. I know people who did their first jump from 2000' stowed. That sounds ok too. It all depends on the jumper and the object.
If you want more thoughts on your particular situation, give some particulars.