My SEO skills are definitely not the best and while I use Instagram, too, I've found it hard to get people to actually engage.

Wholesaling skills translate well with both buy and hold/fix and flips. 

Since then, I've learned more into my build, design and project management skills, taken everything in house, gotten my GC license and taken a more hands on approach.

Starting with a safer property and building up skills can help.

My main concern on the outer islands is medical and infrastructure.

Whether the property manager charges to file the eviction (we do not) is a separate issue- a professional management company should file the eviction for you.Regarding the arrears rent, again, a professional manager should be letting you know that the renter has fallen behind and why (did they have a medical emergency? 

MLS has a ton of stats that they share with you and that you can compile yourself i.e. sold data, new listing data, buyer demand/DOM, historical data, etc.2. improve sales skills.

A skilled caller could get 20-30 leads from talking to 1K random homeowners.

Very true, you make your money when you buy and that formula is dependent upon your search abilities, how big of a net you cast to find opportunities, your negotiating skills, your ability to identify great locations (often near good schools), and your ability to transform the property.

It's where I cut my teeth and tested all my knowledge and skills set.