The overall length will matter but it's complicating things when you're using an active cable and any kind of extension cable. You're adding signal degradation. I've added pigtails to mine and they still work but the more cable the weaker the signals going to get. The active cable length typically doesn't matter if it's fiber. But then you're adding more cable to the end of it so the signals good enough with just the active cable but then your degrading it too much adding more cable. More than likely the transceiver in the end of the cable has just enough power to get a signal to you a directly connected device, it's not expecting to have a strong enough signal to continue through another cable.
You may get lucky and find a higher quality cable that you can add to it or possibly an extender/repeater box of some kind. As you suggest, a switch could help. In my mind a switch should take the signal and then power and repeat the signal through another port or cable. If it's not doing that you may still be out of luck.
That's frustrating that you went through the trouble of adding conduit and it's not helped out when you needed it. Certain folks here I think it's the magical solution to everything even cables that don't work as advertised.
You may get lucky and find a higher quality cable that you can add to it or possibly an extender/repeater box of some kind. As you suggest, a switch could help. In my mind a switch should take the signal and then power and repeat the signal through another port or cable. If it's not doing that you may still be out of luck.
That's frustrating that you went through the trouble of adding conduit and it's not helped out when you needed it. Certain folks here I think it's the magical solution to everything even cables that don't work as advertised.