I've done a few good sized hip ends with mid-span purlins, dormers, steels etc.The most demanding part of any build both physically and mentally is building a complex cut roof.
How complex are these roofs you cut nosey.
I did one gable roof with 7m long (single piece) rafters with 1/3rd span purlins. That was more scary than complex.
I am a self confessed math's geek. I like a bit of trig' me.