Later, when Bodhi realizes that Utah is in the FBI, he decides to kidnap Utah's girlfriend and make a getaway in a small airplane, because the producers could only secure transportation permits for surfboards, planes and parachutes, for some reason. Utah pursues Bodhi, who exercises his one in-plane escape option: He skydives the fuck out of there with his other criminal surfer friends, leaving Utah out of luck without a chute.
Sure, there is still a pilot and no immediate danger to his life, but Utah is no quitter (or thinker, or planner, or good at his job). Armed with a pistol, Utah jumps out of the plane, totally chuteless and scared shitless, and catching up with Bodhi in mid-air, puts Bodhi at gun point, shares his chute and eventually lands safely. We won't spoil the ending because we don't need to in order to get to the point ...
Utah states, before his skydiving robbery, that he had never gone skydiving in his life. Mind you he also says this about surfing, and while it takes him weeks to master surfing enough to impress Bodhi, it takes him one jump to successfully dive without a chute, goggles, or an altimeter and catch up with another person and piggy back for his life.
Raise your hand if you've gone skydiving. Now we're willing to bet that most of you with your hands up paid about $160 to be strapped to some fat guy who has been doing it his whole life. Don't be embarrassed -- it's called tandem skydiving and, not only is it normal, it is the only way you will be allowed to skydive. No one goes solo his first time out. You get crammed into a tiny plane while strapped to a more experienced diver, and then you get dropped a few thousand feet in the air and you scream, while he pulls the chute. Generally, the experienced diver also handles steering to make sure you don't crash and break your legs like an asshole which, sure as you're born, you would do without his help.
This is not the first lesson in Skydiving School.
The point (break) we are trying to make is that skydiving is for professionals. In our world, it takes someone at least a week of back-to-back tandem jumps and lessons to feel comfortable going it alone, and then another month to be ready to get in a formation with other people, and then it takes infinite time to be comfortable enough to jump out of a plane without a chute or any other equipment. Utah is already fitting into formation on his first jump and casually free-falling for his second.
Also, Gary Busey doing anything with a newspaper besides rolling it up for a coke straw requires too much suspension of disbelief.