Buying local vs long distance

[Shawn H.]

Local properties seem easier to maintain, and less risky to own. It seems like such a large barrier to overcome to purchase properties, in better investor areas. Don't know the rental markets, property managers, etc. In my local market, rents do not generally justify the purchase prices, many of the houses are old(1896-1930's), older than I want to maintain. How does one increase their risk tolerance/trust in others and overcome fear to invest in more profitable areas?