The skymaster does not have conventional gear; it has tricycle gear. Conventional gear would be a tailwheel.
The problem is the rear propeller. Towing a cable through the propeller won't work. The only other option is towing from a hard point on the wings, and that presents distinct obstacles.
I started and ran a banner operation a number of years ago; it works best with single engine airplanes. One takes off, tosses the hook out the window, then makes a pass to pick up the banner with the hook. It's not difficult, nor is it dangerous, but like anything, should be done with care.
If one is going to begin banner towing, get some training and introduction to what's required. It's not "god-awful," nor is it a thrill. It's a utilitarian type of flying. If you can fly slowly, then you can tow a banner. There is no "vertical climb."
Banners aren't dragged for takeoff, and the tow isn't attached to the gear.
A skymaster would be a poor choice for towing a banner.
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