I actually think this is a good idea, but I think you overcomplicate it if you look to actually employ someone, as has been pointed out here, the employment law in the DR favours the employee in all sorts of ways.
What you actually need is a relocation consultant, and you could pay for their services in exactly the same way you would pay a lawyer, doctor, dentist etc. You pay when you need them, and you pay for what they do. If you are not impressed you do not use them again.
The problem is, I do not think this service exists as such, it is indeed a gap in the market. Over the past few years I have provided parts of this service to friends, or people who have moved to where I live. For example, I would book hotels for them, arrange car hire. When they arrive to live here have spent an orientation day, showing them the area and the best restaurants etc. Have taken them to the local town and sorted out electric, cable, cell phones, internet. Shown them best supermarkets, given all useful phone numbers, introduced them to reliable motoconchos etc. I also often translate contracts, work as an interpreter etc. But only for friends.
Now I have never charged for this, occasionally I will get a free burger (!!). Basically I do it to help people out and it is no skin off my nose. I want people to like this country as much as I do, and I am proud to introduce them to it.
Having said that, this is a great business idea, which I think might take off, if you had a network of people around the country. They would then charge a daily rate. Anyway thanks to the OP as you have got me thinking now!!
Matilda