PLEASE IGNORE AND CLOSE THIS ISSUE. As it turns out someone came along and set /gamerule maxCommandChainLength to 1. My bad, and my apologies.
Trying to set up a command block system on friend's realm led me to believe that chain command blocks were broken. I took my system over to a single player world where it worked as expected.
The system was as follows
-(I - /gamemode creative Spearkiller) > (C /execute as Spearkiller run tp Spearkiller ~ ~100 ~) > (C /kill Spearkiller) > (C /tell Spearkiller "You don't know how command blocks work")- where I is an impulse command block, and C is Chain.All command blocks were set to always active (bar the impulse command block at the start) , and unconditional.
Using comparators I could see what blocks triggered, and what didn't. The result, despite being the EXACT same system:Realm: https://imgur.com/a/EI2koTK Single Player: https://imgur.com/bltp0tw
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