Biggest obstacle thus far is finding a good dependable/honest General Contractor.  

Here is the guide BP provides: https://www.biggerpockets.com/guidesThe biggest thing I have learned when it comes to tenant screening is to really look at tenants objectively.

However, the downside is that unless you are buying a distressed property or using creative finance, most banks are going to require you to put at least 15% down (but 20-25% is more common) for any investment property. 

The lake is ice cold in the spring so June to Oct is our time and we are usually full.The biggest negatives are the higher cost of insurance if you cover the beach area and dock.

The only downside is that you can only have one loan out like this at a time and the home must be owner occupied.

My BIGGEST concern is a dirty title.

Now, your second BIGGEST problem is that a** roomate.

.- Watersense or other water conservation methods with showerheads (the biggest drain on water bills other than leaks and loos) are often cheap and easy ways to reduce the bill with little to no impact on the tenants' lives.- LLC name can be anything you want, but I'd certainly think purchasing this and holding title as an LLC makes sense for a 14-plex.   

One of the biggest complaints that Ive seen against wholesale deals is that the ARV is way off and this is mostly because wholesalers either dont know how to run comps or dont have the proper tools at their disposal.

Probably the biggest thing they do is negotiate the contract: not just Th e price but all the terms making sure the buyer has exit clauses and meets all the deadlines for those clauses.