I've heard Stessa and Buildium for the most part but find it's actually very difficult to use for the average small scale landlord (I have 7 doors)The cost of Buildium I think is way too high for the small scale self managed landlord like myself. 7 units comes to $55/monthAs for Stella, the UI isnt the greatest and probably tailored for more property management companies, and the accounting features are rather lacking for Canadian tax laws.

I would highly encourage you consider House Hacking.

I had one accountant give a quote that was quite high for a small number of properties, and Quickbooks eliminated their desktop platform.  

Their opportunistic fund returns IRRs in the high teens / low twenties.

@Brett Deas,there are several factors here:First, if your investor base is used to specific assets, where they have full(ish) visibility of the asset, convincing them to invest in a blind pool fund is hard.Second, it looks like you graduated high school a couple years ago, so presumably your track record is only 2 yrs old.  

Taxes are also paid up, however the place is vacant now and the grass is 2 feet high.

It is a very high cost of living and my landlord has been renting out the triplex for a little below market value for the past few years, however he is going to be selling the property ( all three units)  (This area is considered very nice and "shouldn't" depreciate in value. )I have been trying to deep dive into bigger pockets, reading bigger pocket books, watching videos but  a lot of the resources talk about multi-family properties as purely renting out all units and not actually living in one of the units. 

Hi everyone, Quick background, I'm a real estate investor with a high paying W2 job and credit score around 780.

Starting a new high-end residential spec project. 

You can self-manage but there is a high potential that you will be living in an uncomfortable environment when things get tough.