[wedowhatwedo]

It isn't simple if you use the wrong tools for the job. It can be simple if you don't generate square waves.

http://ok1ike.c-a-v.com/gnat_40.pdf

There are 100's of similar simple circuits that generate RF that is clean enough.

[jacquesm]

Right up until you hook up that spectrum analyzer...

[Johnythree]

Have a read of any of the Amateur Radio books and magazines over the past hundred years or so.

There are no shortage of simple Analog transmitters which meet FCC specs.