I have a detached garage (shop/man-cave) full of tools (and an Axeman Anderson). I've rarely been lucky enough to "walk into it" but a few years ago I started buying wood working tools. The sell to my wife was that we'd buy one major tool a year until the shop was filled. The following year my uncle decided to retire and become a snow bunny in Florida and after 40 years of woodworking he was selling his entire shop. He took one small toolbox of handtools out of the shop and sold me the rest "as it sits now" is what he said. $3k bought the whole shooting match. Seven loads on the pick-up and three loads with the car hauler.
So my problem is that the investment was made and the tools are a rusty mess. The shop is a pole building and there's no insulation and the eves are open. Each spring when we get those unseasonable warm days, the warm air rushes in and floods the cold shop. The water runs across the floor!!! Everything in the shop is cold and the moisture condenses. I've tried WD40, wax paper, silicone spray, and nothing works over the long haul. If I needed the planer right now I'd have to work on it for several hours before I could use it on clean wood. I'm lobbying for insulation in the shop... but the carpets in the LR need replaced first.
Speaking of old tools, one of my prized posessions is a home made wood clamp that my dad's father made. My grandfather died of drinker's disease when my dad was about 10 so I didn't know him. It's the only thing that my dad had of his dad. It's going to get framed and hung on the shop wall.