My dad's rule was that every new project should require at least one new tool to accomplish it... That way you slowly build up 
61 yo here, I had a grandfather who could fix about anything, but specialty was car repair, my dad was an electrician until he went into the ministry both taught me a lot. I grew up doing all my own repairs, remodels, etc. I can do car repair (well on older cars which aren't totally computerized), electrical work, plumbing, dry wall, cement work, whatever. Not much I haven't done, though finish wood work is beyond my patience. However about 10 years ago or so, I realized my time was more valuable than the money "saved" by DIY and I really didn't enjoy it. I won't work on a car at all and won't do most things around the house, unless I know I can fix it in less than a hour and I have what I need.
I use to have all kinds of tools, I have sold off most of them except for basic socket wrenches, various screwdrivers, couple of hammers, a wrench set, pliers, channel locks, allen wrenches, a circuit tester and an electric hand drill.
I would rather spend my time out on the golf course or out listening to live music and dancing.
