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Plywood is your best option as it is the smoothest finish

If it's not leaking I wouldn't bother

It would depend on how much insulation you want on the roof really. If you went along the lines of say 100mm you could probably keep the existing windows. The problem with the inverted roof would be you have an old roof under it and if there is any wear and tear you then need to lift everything...

Weight may be an issue depending on how much ballast is used. Not really anyway you could know 100% unless you knew what the wood was like under it. You could put some insulation on top of your current roof and then put down some EPDM rubber or a 3 layer felt system on top of the insulation.

Your roofer is doing the joinery work?

Do you have any pictures of the lead? If it is done correctly the membrane below it should not be an issue for you

Firestone and Hertalan are two commonly used materials for flat roofs. I will provide a link for what I've seen used for putting under slabs. https://www.wallbarn.com/products/roof-and-terrace-finishes/rubber-support-pads-for-paving-slabs/

It is possible but wouldn't it be better just getting a normal window for this?

Correct, most new builds(in Scotland) have a breathable membrane installed instead of traditional felt.

You can just nail them straight in.

This link has some different variety of GRP valleys ( https://www.roofingsuperstore.co.uk/browse/pitched-roofing/valleys-1.html ) GRP is quicker to fit than lead and obviously cheaper. You will only need a small bit of lead at the bottoms and a lead saddle at the top of the valleys.

Cut out the broken area, put in two union joints and insert a new cut of gutter. Will save you replacing the full lot

Push the felt back up and then wedge some wood in between the trusses to hold it up.

Redland call their red colour terracotta and they aren't clay. Not saying you're wrong about the clay thing though, especially if they are pointed. I sometimes skip over text....

Maybe but not all double romans are clay.

I'm no expert with this but I have done some small repairs in my own garage. I tend to throw in some gravel with the mix and it helps to strengthen it. Just sand and cement would likely crack over time.

I would recommend something along the line of this - https://gyazo.com/9f17bd7c69ba270dee01bd0165509ab4 - That is what my flat roofer tends to do

So much exposed felt man :(

The tiles should be overhanging the gutter by a minimum of 50mm. The hopper shouldn't be used for this situation or it should be lowered and a downpipe fitted onto the gutter to go into the hopper.

The issue may be at the eaves. Do you know if this felt is the same one that goes into the gutter or did they cut it back and install either a plastic drip or a reinforced felt?