One of my biggest obstacles is that I am unsure how to properly estimate expenses such as insurance, maintenance, what to budget for vacancy etc.

I have a background in computer programming, website design and social media marketing.

Just know that it will come down to social media, seo, blogging and video marketing.

And don't forget about social media integration.

You have to figure out regulations and agencies you're going to have to work with (often a big obstacle, my project has been tied up for years now working with cities and counties on roads, utilities, drainage and getting approvals from neighbors.)  

Here's HOW..My two biggest obstacles that I found where financing and find the right real estate agent to look for what I need.

Your car is an obstacle only if you believe it to be. 

This post isn't about them though, but what I want to know is why I look at my site at ahrefs.com and compare my stats vs my competitors why the heck are they ranking better than me when I have about triple to quadruple the backlinks, more of a social media presence, and just overall better content.

never worked with an investor.contractor 2a bit older and has a ton of experience, he's the typical GC: tough, manly, and a little less social, a bit more expensive, says he has worked with an investor and he used to be one.obviously GC 2 seems great although I wonder why he doesn't invest any more, but i like the interest in the first GC, he seems to be driven and will go out of his way to help me with anything.

Start making sure your website and social mead accounts can be found online, and ready to collect leads.