I’m wondering what the next steps should be going forward to gain another property and expand my portfolio.

It’s amazing how much stuff 12 years in this place has gained.

Hello Jonathan if you investment property gained equity would be a good idea to cashout refi those and pay off the Heloc, of course we have to check the scenario and analyze your specific situation. 

It reviews a number of different structures with  the advantages / issues of each;http://www.mondaq.com/canada/x/334102/Capital+Gains+Tax/Are+United+States+Limited+Liability+Limited+Partnerships+the+Holy+GrailAdding anther layer of complexity is; how much are you generating in profits?

I have dropped my rental price (from the original rent listing price recommended by my agent), but I still don't see much traction. 

So for this program if you qualify and are able to afford the full value of the home you only have to pay the mortgage on 50% and then after 3 years you can sell the home and keep half of the profits and any extra equity or gain in value and buy another home in another area?   

No pain no gain. 

I certainly expect to make mistakes, but hope to minimize through mentorship from others, and what knowledge I have gained through appraisal experience. 

If you or anyone you know might be interested in helping me gain experience/knowledge in property management in exchange free work, please reach out. 

In a redemption event the [new] investor/owner does not get to make a gain they get to be made whole.