A question I haven't seen answered yet now that you're talking about operating with contract pilots who will show up to fly ; Who is going to oversee and take care of this aircraft for you?
Keeping up with maintenance events, SBs, ADs, inspection cycles, manual updates, and all the associated paperwork where it needs to be in order for it to be ready and legal to fly is an ongoing job. Are you going use an aircraft management company? Plan to put it on a charter company's certificate? These associations are usually motivated to access some sort of aircraft support system. If you're a private owner/sole entity operator, what sort of support system will you have?
It's all well and good to scrutinize the pilots to see if they meet your standard but most are certainly going to scrutinize your aircraft on the standard of upkeep, safety, and legality. Nobody is going to want to risk their certificates (let alone their butts) for what amounts to an occasional, part-time job.
What assurance would these contract pilots have you're doing all the correct, unseen things while this aircraft is sitting in it's hangar for long periods of time? Will you hire another full-time, aviation professional who knows what they're doing in order to keep things organized and up to date for them to have that assurance?