I dont understand all of the pitches in the front entry. Is this normal? I am terrified of water issues here and relying on gutters and flashing …

let's see an elevation image.

Apparently you like the exterior look. You need to pit for runoff.

I remember this remodel. I think you rearranged the whole open living area and replaced a flat roof with trusses, right?

I live in FL with lots of large one-story homes with high ceilings, so the hip-roof layout looks pretty normal to me!

A competent roofer who does the proper roof underlayment and proper gutters/downspouts, with drainage boxes/pipes that move the water away from the foundation/house, are all important.

I am terrified of water issues here and relying on gutters and flashing …

Then have the roof fixed.

And we do need to see an elevation.

If you are truly "terrified of water issues here and relying on gutters and flashing …", take PPF.'s advise in his perspective.

I think you should be worried all those roof angles for no real purpose are going to create issues with drainage not to mention snow load . Canging the farters for no real improvement in the interior created many issues .

It does look unnecessarily complicated, so go back to the designer and ask for an alternative and/or ask them to explain why they did what they did. Busy roof lines are something commonly done on McMansions. If you don't want to emulate that style, simplify it.

It would help to see what the front elevation looks like. IMO the focal point should be the front entrance. You don't want multiple focal points, that's what makes a facade look busy and IMO unattractive. That's not to say you should ignore how the other sides look though. Your instincts are good, keep pushing for something better.

These are normal roofs for 4000+ sq ft Single story homes in FL. High ceilings also come into play and are usually in the central part that houses the family room, dining room and kitchen.

Hip roofs are done due to being the best design to withstand hurricane winds. I believe OP is in FL.

Here are some examples I found with a 30 second search. Of course, most of this roof complexity is never seen from ground level!

"Canging the farters for no real improvement . . ."

Can we get a clarification there?

Wow, chispa, looking at the valley in your first image is giving me nightmares. We have a similar situation, not even that big, with water cascading down the valley and overshooting the gutter at the end, even with a splashguard and oversized gutters.