So, time for the last post!
I started working on this around half past ten (beeing a barkeeper and student my energy levels are way higher in the evening/night). I was done by four. That might seem long, but this being my first pedalboard build ever and a quite large one for that matter I took as much time as I felt I needed and did every step very carefully.
So I obviously couldn't just go ahead and crank the amp, I connected everything, used the 1 Watt setting on the Ironheart, left it at the clean channel and toggled through all the pedals to make sure I have no faulty connections. Out of the 16 cables I did and tested with the multimeter I had 2 where the tip and the ground made a connection, all I had to do was to snip off the cable up to the point where the insulation was cut, redo the jack connection and the problem was gone. This won't be the last time I order George Ls, although only time can tell how well the cabling handles abuse.
I am happy now. I have my pedalboard done. All that's left to do is to use cable fastener and take care of the mess underneath the board, but that's no big deal.
I will most likely upgrade to better pedals as time progresses, but for now I'm playing the shiteee out of it. I hope you enjoyed the thread, feel free to ask questions and have a good time!

Rock on and cheers!
p.s.: I used up all (!!!) six meters of cable