To be honest I'm seeing some red flags when you talk about this guy. He manages properties (how? does he work for a management company?) but also needs to do odd jobs and drive puppies to their new owners to make extra money? He's available for texting during the day? He's talking about relocating his cousin's sailboat and talking about moving to the Caribbean? He sounds like a smooth operator. Just because he appears to have a lavish lifestyle doesn't mean he is actually well off or even financially secure. I hope I'm wrong but I would be SO careful with this guy.