1969 is the first year for the 200 and 400 Series tractors. The design emulates the full size 70 Series Ag tractors. Case was in the process of revitalizing its corporate image. The familiar Old Abe mascot was retired permanently at the end of 1968 along with the former rounded styling of the hoods and the round headlamps. New for 1969 was the squarish hood design and rectangular headlamps and the term CASE POWER was introduced.
As such, the red paint on your tractor is Case Power Red along with the older Desert Sunset on the tin. Hopefully, your tractor will still have the Speaker 777 headlamps that use glass lenses instead of the plastic lenses. All of the garden tractors produced for 1969 are known as PK models which stands for Performance King. This was just another marketing tool used by Case. Your 442 has a 12 HP Kohler K engine.
It is the last year for the block style lettering on the hood and the last year for the "elephant ear" rear fenders. Unfortunately, both the 1969 and 1970 models still used the old-style attachment system for mower decks, utility blades and snow blowers. In 1971, Case introduced the Snap Fast system which is still in use today on the remaining Ingersoll models.
In my opinion, the 1969 makes a much better "collector tractor" than it does a "work tractor" because finding the old style implements in decent shape is getting harder and harder.
Contact Tony at Maple Hunter in Texas to get a set of new decals. Paint is available at your local Case/IH dealer. New seat cushions are available from Steve Guider along with the correct exhaust system.