I dont have experience buying but have looked into it, from what I can tell, if you buy it at a tax auction, The owner has a certain amount of time to reclaim the property.

This affects opportunities for buyers. 

Quote from @Shawn McCormick: Hi Adrian, my company (ERA Grizzard) has an entire property management arm with ( I could be off), but around 1800 units under management.

From what I see on the market, houses are cheaper than most areas in the GTA while rent is still relatively high.Especially if you can find a SFR and convert the basement into a secondary suite, will definitely cashflow positive.

Some of the features I am looking for (most likely there is not 1 single vendor who has all this built-in, but more of a technology stack that integrates nicely)Would something like propstream, carrot, and kixie be powerful enough to get rolling out the gates and still be efficient in your eyes?

The ones I manage total to 20 bedrooms.These rooms rent for between $125 to $225 per week depending on room size and amenities in the room (beyond basic amenities may include: Desk, Tv, private entry, tenant controlled AC, additional storage).This month after padsplit takes their 14.25% cut of the revenue I am recieving, from the units I own, $15,230 from 3 homes.

How did you finance this deal?

I'm here to learn as much as I can about real estate because I am looking to invest in properties near my area which is metro Detroit.

Quote from @Raj A.: I'd love to speak with any property managers who run properties in the Villages, Florida.

Yes, I would contact the pest control company and demand they pay the cost of repairing this.