Surprisingly, he has done many big deals around the world so I am partly attributing this to his maturing and lower desire for risk- even if it is just for a relationship.

I currently work full time but have a desire to make landlording my part-time job (and eventually full-time). 

We just bought our first house last year in Long Beach and so far have earned some equity.We really wanted to jump into real estate head first and we always have been fans of the famous flipping shows, especially "Flip or Flop."

I am curious if they are just earning lower returns or have other strategies to boost their ROI.

I enjoy the entire process and I intend on continued growth, learning, and earning. 

@Diana B.If you will be purchasing property in the U.S.A. while residing in Canada, then before you even get on a plane, you need to figure out your long term strategy (i.e. to you plan to keep all earnings in-country to grow your business or do you need to bring the money home) and the best organisational structure to fit your current situation and help you realise your objectives.If you search Canadians buying real estate in the US here on BP you will find several threads which raise some of the ownership considerations when investing abroad (control of repatriation of funds; taxation; liability, etc).  

I don't know if you own any other businesses that have employees, but if yiu don't have any W2's then this setup would even open the door for you to setup a solo 401k... great way to take your earnings to another level- tax deferred... 

Having a constant cash flow from rental property will allow me to live the life I desire.

Add the 2nd bathroom,  1 bath in a 3 bedroom is not desirable.

The property is a SFH in DC, has been rehabbed, it is vacant and for sale/rent.I've gotten quotes for $2k for 4months of coverage at 100% earned.