I'm not sure, hence my question in post #4. Seems reasonable it should sit level. Truth is I am simply not sure how
much of an issue this might be. Hopefully others will chime in. If you do move the roller forward to lower the bow, make sure the boat won't be sitting on the trailer fenders.
BTW, You mention being new to boating so I'll mention the following. Don't undue the bow strap at the ramp until the transom is well over water. You don't want the boat sliding off while backing down the ramp. There are pic's all over the internet showing this can happen and especially if braking is involved.
Additionally, a lot of loading problems at the ramp happen because the trailer is backed too far into the water. After a few times you will have a good feel for how far to back in. I use the waterline on my side bunks as a guide to the correct depth. Of course, different ramp angles will require adjustment. You will get a feel with a little experience. This is not a problem launching the boat. If you back in too far the boat will simply float away. Make sure you have a line attached (I prefer not to explain why I mention this).
Backing a trailer is counter intuitive until you get used to it. Basically you turn the steering wheel opposite the way you want the rear of the trailer to go. Facing forward, turn the steering wheel left for the trailer to go to your right (passenger side) and turn it right for the trailer to move to your left (driver's side). Here is where most get into a predicament. After the trailer starts to move in the desired direction, you need to turn the wheel back otherwise it will keep turning until it is at an extreme angle. Then you will have pull up and try again. Remember it is easy to make it turn more. Go slow and make small moves.
If you happen to find yourself in Australia or England, this won't work because their steering wheel is on the wrong side of the vehicle!
Sorry to be so wordy. Been cooped up inside all day because it is 105 outside. Might be going a little stir crazy.