In early times of aviation don't existed much flying companies and regulations then a freelancer aviator is someone with a airplanes making jobs for rich people or small cargo or passenger companies, but is not a company employee. They just receive money for one or more missions like deliver this cargo in location x Some freelancer aviator don't have a airplane and they just work in a company airplane for one or more missions too but is not a full time job.
Freelancer aviator for James mean he have a more unpredictable and adventurous life with weird and dangerous missions sometimes. He not just deliver cargo he is a combat pilot too and can accept combat missions
In early times of aviation don't existed much flying companies and regulations then a freelancer avi