Tail dragger rating
The first thing I did once I completed my CPL Flight Test was a Cub rating, and then a Glider tow rating and then a few months later a banner tow rating. I then spent my weekends towing gliders to get hours so I was not a fresh 200 hour cpl.
Within 3 months I was employed by a Charter Company flying a C172 and C206. Then within 4 months after starting I was onto the Islander.
Doing glider towing, which is mostly done with tail draggers, was a great way to get those cheap/free hours and also learn a lot more about weather as the glider pilot wants the best chance of getting away after release.
ARPs