I see where you are coming from, but in the modern world maybe it isn’t so crucial.
If people need “web design” or “web development” those are the terms they will Google - much less so a company name. And if they do Google your name directly, then it is familiar enough that you have them on the hook anyway, right?
I don’t mind creating a new name, but here are the catches…
1.) It could take me months to come up with a great new name, and in the mean time, that means I can’t move forward with building a brand with my current name.
2.) I might be able to do a DBA (“Doing Business As”), but I think that complicates things since the IRS has been getting taxes filed under my current name for over a decade.
3.) If I create a separate company, that just doubles my tax bill, since I have to pay my account to do the taxes for two businesses, versus one business which includes my day job and this new side business I am looking into.
I think my current name is fine, but obviously something popped into my head - maybe it’s called hope for greater things - that said, “Maybe you need to treat this like a brand new business?!”
It seems like the most practical solution is to move forward with what I have (i.e. S-Corporation, established tax-base, domain name, server account, etc), and then down the road if I feel it is warranted to break things into a separate company - because business is so great - then I can do that.
Of course, if you all think my name sucks and is hurting me, then I am open to suggestions.