This is something that is very personal to the individual and there is no right or wrong answer - just what is the 'best' option for you.
I can't deny that owning a 'Fender Strat' or 'Gibson Les Paul' for example is the only way to get a Stratocaster or Les Paul as they are owned by Fender/Gibson and 'everything' else is another brands attempt at offering a 'similar' musical instrument to compete and/or add their own unique brand tweaks. Anything else isn't a Strat or Les Paul by law because they are names owned by Fender or Gibson.
That being said, that doesn't mean that ONLY a Fender or Gibson is 'good enough' for you. Maybe PRS, Suhr, Tom Anderson etc may make an S-Type that you prefer the sound, feel, playability etc of, maybe even find them cheaper than Custom Shop too that are still going to last a lifetime, still a 'great' instrument that your 'audience'' won't care - its all about the 'music' and you being happy, comfortable and able to 'rely' on your instrument to get that music out.
That's why I can't vote here. Instruments are very personal to the musician and sentiment, nostalgia and even the 'look' of an instrument can be enough to warrant owning it over alternatives. Therefore go with your heart and head (if you can), maybe get a Silver Sky in addition to the Fender CS and then decide if you wish to part with one or keep both...