Hate to break it to you, but that iPad is still a computer.
I've not tried doing massive daisy chaining myself as every synth I have is on its own dedicated MIDI Out, and some have both on Out and In. However, I would suggest careful planning and documentation, and take it one step at a time. Figure out what you think it might all look like on paper first (or Excel spreadsheet or whatever makes you comfortable) and do it one step at a time. Trying everything at once is like boiling the ocean and can be overwhelming sometimes too.
What I'm worried about is something in the chain breaks the rest of the chain, and you lose where you started from and don't know how to get back to what was working.For example, I have some issues with my new Korg Minilogue XD. With MIDI Clock set to External and MIDI In and Out hooked up to my MOTU MTP 8x8, it literally messes with every other synth on my MIDI interface, like significant lag, missing notes, etc when controlled from my master keyboard. Heck, even the waveform display goes wonky during this issue. If I remove the MIDI Out cable or set MIDI Clock to Internal, everything returns to normal. I tried writing support twice and never could get an answer. So also expect to not get help on gear, even if it's new sometimes too.
Bottom line, keep a log of how you configure everything. Label your cables with address labels and write on those. If you change a setting in one of your synths, write that down. Hopefully you just hook it all up at once, and it all works. However, I'm more realistic, and expect something to not work as planned.
Devon