Starting off with a clean slate - knowing what you know - knowing what you always wanted -
not that money isn't a consideration - but what if you had that 10 million -
What's that work shop (AKA - The Man Cave) going to be?
I'm pretty lucky - I have a good sized lot and room for a work shed that I built 11 years ago - man that time went by quickly..
I have room for my tools but I use the patio to stage and work on my bike. The concrete surface makes life with jacks and jack stands very stable - my shed has a raised wooden floor.
If I had to do it all over again... I'd have built forms and slabbed out my shed floor then I could do my work in there.
So - my next work shop is going to have a sloped smooth concrete floor with a drain, I'm going to make it a few feet bigger in each direction including up. I built this one with 8 foot stock - next one I'd make 10 feet and add a high shelf for light stuff and seasonal.
Storage is important - I keep my tool boxes on dollies. They roll under the work bench and are out of the way and withing reach - got lucky with that one.
Plenty of plugs.
Plenty of lights.
Great sound system.
small frig in the corner with cold beer.
A dart board...

after I hit the deer, I said I am not dying without a garage. A few months later 24' by 30' garage with a 9' ceiling. Heat in the floor, all the room in front of the cars which is 12' or more is bike area. Move in one motorcycle lift, just like the Harley shops have and 9 double fluorescents 4' long. Racking work bench stack of toolbox's over 6 feet tall. One wall has the old Maple cabinets form the recent kitchen remodel. The garage is connected to the house with a small enclosed breezeway. The walls which are covered with sheathing then painted white are covered with pictures and posters and other memorabilia, over 40 years of this shit I collected a lot. Bring in any electronics I want and at any time of the year when I can't sleep I just go out to the garage and work on the bikes and even cars all year long. No clothes need but need something on my feet, the floor dries out the soles of my feet. Plus all the other tools for woodworking, just keep that stuff down due to dust but the shop vac picks up most when it is hooked up to the saws or sander. The lift is the jewel of this crown, I am just to old to work with the wood milk crate, which was a must building a chopper back in the sixties and seventies. Yes I went to the motorcycle lift in the new millennium but got older so the real lift which goes to 30 inch by pneumatics is the tits, my dresser lives on it unless the drag bike is on it. I have had my dresser completely apart and it is so easy with the lift and the lighting and seeing that most teardowns are In the winter the heat in the floor is great. It seems when I go out there at 11 at night or later when I start to get tired the stereo starts playing some Stones, Tull or Sabbath from the late sixties or early seventies and before I know it the ol lady shows up saying "what have you been out here all night"? Yeah I love it, just wish I made it 36 by 30 and 2 story for the woodshop and 12 foot ceilings for the car lift, but this way I still have something to dream about and think about on those long straight roads when I am traveling through the Midwest on the dresser.
DEERSLAYER

DS...sweet, thats my dream cave. Like you have I have mad tools(double stack box w/ mac,snap on and craftsman as I use to do auto body repair), a compressor and power tools. As well I am a pack rat for everything HD paraphanalia. Among the tons of stuff I've acumulated I have an original 3x5 orange HD MOCO flag they gave to the dealerships when they bought HD back from AMF. Got it from the Goldsboro,NC dealership when it went out of business back in 1986 or so. I would really like to be able to do what you've done. Alls I have is a single car garage but the furnace and tank are in the top 1/3-1/4. Plus it shares space with grandsons 4 wheeler and lawn mower in the summer and snow blower and generator in the winter...to small. I do have a 26x26 cement pad from an old house right across the yard which would be perfect for a awsome garage but $$ is major factor. Almost had the money one time and was gonna put a 24x24 gambrel with an upstairs apartment. It fell through, that would have been the sh*t. I got more stuff then room to put it.

You're a lucky guy.

RK, you have the basic formula for the enjoyable man cave, hang out. l have a 24x24 cement pad from a one time existing original home that burnt down back in the early '50's and I came this close to having that dream man cave a couple years ago. I might could still do it once I decide to I want to retire up here or in NC.

Never big enough... maybe a warehouse with a built in mini appt and parking lifts to fit the cars...
I guess it always will be limited only by imagination and budget.
DS - you got the sh!t alright!! I still have the other side of my yard to build on - you gave me some great insight.
BI - let me know when you're ready to build that place I might be of some help.
I know a little bit about building stuff...