They would like to keep the timeshare as they are reaching a point where they want to take more frequent vacations and it would help cover the cost of those trips.

I would consider taking over a turnkey property there but wouldn't advise investing in a conversion unless you're going super luxury or simply want to enjoy the area yourself frequently.

Do you frequently require subcontract and vendor engagement (lawn care, snow removal, building maintenance, management company etc.) and if so, do you sign contracts and require that you are listed  as additional insured on their insurance policies? 

I am not skeptical- I am just not the type of person that goes in to things without knowing to much and I prefer to ve informed, assessed and certain of what Im getting in to.

With this person having a close relationship with WWC, seeing him at the office frequently, and knowing WWC lawyer that uses these Bare Trust Agreements.

If you look through some of the posts on BP, you'll read many stories, specifically of investors from California and NYC buying cheap properties, frequently in the Midwest and South who have lost money.

More frequent turn over, longer turn around, tenants are harder on the properties, and his appreciation is much lower year over year than his NYC rental.  

Because of this, I’m looking for areas close to New York where I can start investing.Since this is my first time, I’d like to focus on neighborhoods I can visit frequently and see for myself.

I think that you can answer this yourself by now.To add "insult to injury," as mentioned in the previous landing page analysis, the actual lead form is placed below the “fold,” which further hurts the conversion rate.I don’t know this advertiser personally, but I would be highly skeptical of their results.

I do this frequently in Philadelphia where I am located.