Relocating can be tricky. I would opt for indoor only, otherwise you need to read the steps at relocating a cat that will be outdoor only. I would opt to keep Riddick right where he is if it's going to be outdoors anyway. You can always provide a nice warm shelter for him.
Trap-Neuter-Return (TNR) is a full management plan in which stray and feral cats already living outdoors in cities, towns, and rural areas are humanely trapped, then evaluated, vaccinated, and sterilized by veterinarians. Kittens and tame cats are adopted into good homes. Healthy adult cats too wild to be adopted are returned to their familiar habitat under the lifelong care of volunteers
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