This year we redid all of the attic insulation including over the garage turned woodshop.  It hadn't been touched since the 1960s when the house was built so we had all that crap sucked out.  They came back in and air sealed with spray foam and then blew 18" of insulation in.  So far the coldest its been overnight this winter is -14 F and the shop stayed at 49 F.  I have a 30K BTU propane heater and within 10 min I'm back up to 65 F.  I think I'm insulated well enough now that I can get by with a 1500 watt infrared and use my air cleaner cart for circulation.

I still need a solution for the summer though.  This summer with outside temps around 100 F the shop stayed around 80 F until I have to open the overhead door and then it gets hot and it stays hot.  I'm considering a Quiet Cool garage fan so I can crack open a window in the late evenings and suck some cool air in while exhausting the hot air.  Its not an ideal solution because i live in KC and it gets humid here.  I have a lot of old cast iron planes in the shop that wont appreciate it but I can run a dehumidifier to help out.  Eventually I want a mini split but I think the exhaust fan would still be useful.  I'm thinking a guy could build a filter box around it and use it as an air cleaner once the mini split is in.