By the time we got to that level, it was getting a little busier (and we had enough income to start quitting our corporate day jobs, but still nothing we couldn't handle (recognizing the amount of gain we were getting from it).  

I am planning something like this on a high level.1.

We've raised a ton of capital.I feel we need to level up.

You will find different companies providing different levels of service with these four areas.So, it comes down to how much help you need or want.Some companies are down right unscrupulous and are mostly looking to make money off of you (from you). 

Being able to flip in this area now just show's the high levels of appreciation thats been occurring in recent years. 

I guess it's also worth looking at what's happening in the economy on a macro level - energy prices are on the rise (in some regions they are at an all time high already).

They'll look at the experience level of all guarantors in the business. 2 might work, give them a call and see.

It looks like you want to manage it well, but the enterprise level solutions (yardi, appfolio) are too expensive.

Identifying your desired level of effort and risk tolerance helps identify the appropriate investment for you. 

I was wondering how do you build a comfort level to purchase the property?