I have been struck recently by what seems to be a reaction by a number of prominent hand tool woodworkers against buying and using more, ever-more-expensive hand tools. There are two main parts of the debate: how many tools you own and whether you buy new premium tools or inexpensive vintage tools and restore them. Although I find many of the views extreme, they are a useful reminder. It's easy to fall into the trap of believing that becoming a better woodworker depends primarily on the tools you use when the truth is that skill development is the key. I have repeatedly witnessed great woodworkers doing excellent work with poor tools, but great tools aren't enough to enable great work.
I'm somewhere in the middle. I made a tool chest that is about 2'x2'x3' last year and intend that it hold essentially all of my hand tools, excluding things like my Millers Falls Acme miter box, etc. I am selling some tools and buying others, continually refining what I have within the constraint that I want them to fit. I find that I really like working from the chest and I like the discipline of limiting myself in this way. Chris Schwarz espouses a similar view in The Anarchist's Tool Chest.
As for buying new premium tools vs. restoring vintage tools, I do both. Where I live, it is relatively easy to buy vintage saws and bench planes and that's primarily what I do. I enjoy owning and using these vintage tools even though I know I could buy new ones that are arguably somewhat better. On the other hand, it is virtually impossible to buy vintage specialty planes at reasonable prices, so I have purchased new ones that are simply outstanding. Look in my chest and you will see Stanley Bailey bench planes sitting alongside Lee Valley shoulder, router and plow planes.
There is absolutely nothing wrong with owning a huge collection of hand tools, there is nothing wrong with limiting yourself to vintage tools and there is nothing wrong with exclusively purchasing new tools. Everyone should feel comfortable doing as they please. Just remember that, in the end, skill is what matters. Skill comes from practice and that only happens when the tool is in your hand.