One thing you have to keep in mind when buying tools is that the tools are only one extremely small factor in the equation. Just as with any trade, there are extremely talented people doing outstanding work with cheap tools and those lacking skill with expensive tools. I think being successful is more about recognizing the root cause of a problem and being able to overcome it. As for myself, I think many on here tend to get blinded by having "the best" tools available and seriously overpay to "collect" new tools that they made 500 million of. I have many fine tools by all of the popular brands and quite a few obscure ones too. I never thought SnapOn had a truly superior tool of any kind. Not to bash them, bc yes they were high quality, but other brands had individual tools they were better at making - JH Williams with ratchets, Sun for testing equipment, etc etc. SnapOn became popular because they were predictably fairly high quality tools and they were delivered to you while you worked. They made enough tools for the average mechanic, but IMHO they never did diversify enough or make enough specialty tools, which is why I advocate other brands as well. Craftsman and some of the other brands never did any of this over the decades. They were made by whoever the cheapest contractor for Sears was, to meet Sears' quality standards. They also made a lot of fairly high quality tools, but they werent as predictable in the quality department - you might have to return one for a better one next year. Unfortunately everything declines with age, and both brands have done so in recent decades. You wont find me buying very many new tools, because I think SnapOn is about where Craftsman was in quality a few decades ago, and Craftsman is ever approaching HF standards. I prefer old tools. Theyre classic, high quality, cheap, and still have that lifetime warranty.
To the OP - only you can determine what your needs are. Consider this, is the risk of dealing with a lesser quality (but usable) tool worth the pain of not having as many tools? I sold my new SnapOn (roller cab full) when I left the military save for a few odds and ends. I then used that money to fund a shop complete with machine tools, a few toys, and a lot more fun. Maybe you need the higher quality's assurance that problems are with you and not the newest/shinyest/most expensive tool. As for me, I dont, I buy what what I can, when I can, and throw out the trash. Its what works best for me.