Dubuque wheeled 1010s were not anywhere near the tractors as the 1020s that followed. That being said, they lasted well enough. Just never had great aftermarket parts support like the 20 series did and does. So yeah, a sleeve deck can be very expensive but how many of them are you going to buy? Note that the diesels were nowhere near as bad as some people claim. The 1010 and 2010 diesels were the first Deere's to have rotary/distributor injection pumps and were a little crude by later standards. Held up fine for many owners when used right and taken care of.
I've got a 1960 1010 crawler and love it. Finding parts and never been any more of a problem then for anything else I've got. In some ways it's better built then the 350 crawler that followed it. 1010 was a great little crawler but I wouldn't call the 1010 wheel tractor "great." It used a odd mix of parts and has a lousy brake system. If I wanted a 10 series wheel tractor - it would be a 2510. MUCH better tractor then a 1010 and partially Waterloo.