I used to have 'my own sound', nowadays I feel like a chameleon. If old school sound is you, then there's absolutely no problem staying that way as long as you're gigging and have food to eat.
This is exactly it. IF you are going to be a "professional" anything, it means you are going to mke a living at it and that means it's a BUSINESS.
And you are CEO of that business. Probabaly CFO, VP of marketing, Director of Research and a bunch of other jobs as well.
This means that you have to identify something to sell. The rule in business is : Nothing ever happens until somebody sells something.
And to sell something you have to identify a product, the market for that product, the prospects for growth or even continuance of that market as well as other possible markets you might expand into later.
So in the case in point, the product is bass playin in Old School, solid groove, Fenderish style. The question then has to be is there enough demand for that product to support your business. And will that demand continue for a period of time.
Music like many other businesses are very fad-driven. You aren't making copper pipe that has stayed the same for centuries. Today they can't get enough of one thing and tomorrow they don't want any but want something else.
So right here you have to make a decision. Are you going to follow the demand and adapt your product to the demand or are you going to attempt to DRIVE the demand to your particular product. Neither is more correct, but the latter is much more difficult, though rewards can often be extreme compared to the former.
Point is that YOU are CEO of the business. The decision whether or not to invest company funds and the time it takes to learn to play it the way people want in a butcherblock bass is YOUR decision and you'll have to justify it by the return that investment brings back in.
Business is so complex and there is such variety, nobody can tell you what these decisions should be. All of them are in a sense "correct" because you can find examples of ALL of them where they have been made to work. But that isn't the question. The real question is which way is best for YOU. And sadly only YOU can answer that one and that depends on your exact situation and views.
The imporant message is that the "right" way to go usually takes a few mistakes trying the "wrong" ways first, but the businesses that turn out sucessfull in the end are the ones that make the mistakes, learned from them and kept trying.