On a the main st, mine is on a dead end with only one house past mine.

I want to increase my personal income to help fund a second rental, but my career limits me mainly to remote jobs and gigs.I’m curious if there are any other investors out there that started with a similar skill set to mine, and what other skills they developed to help increase their W2 income and to help build their real estate knowledge and experience? 

Construction can have unforseen costs, construction loans for rounds of funding can be more expensive over time, rent markets can drop, vacancies in market can increase.Typically entitlement phase of land most risk, followed by development, followed by vacant building turn around, followed by half vacant building, followed by mainly full building with value add component, followed by brand new building with market or below in place rents and everything new with good location.Along that spectrum of course you go from heavy equity upside potential to mainly just the cash flow return and hopefully price appreciation over time.Investors have to decide on the spectrum of their risk assessment to capital over what period of time how they will allocate between all one type of investment or multiple and what percentages.

The main thing to me has always been to respond honestly, try to avoid being negative or (worse) calling the customer names, and similar.

How are we going to afford buying the house, back to your main point? 

The hurdle of discussing face to face was enough to prevent him doing anything for the remaining 9 months and then he moved. 

Purchase price: $36,000 Cash invested: $15,000 Bought at auction in Portland, Maine.

Now we're seeing investors pouring money into buying Class C rentals - but, many are getting burned.In our experience & opinion, the main determinant of property Class is not location or even property condition, those are #2 and #3.

I mainly use 3 other ones in Dayton, OH.

The main argument against it is that you could use that money to continue investing and make a better return, but if you aren't going to use it for investing anyway and it helps you sleep at night go for it.