My suggestion would be save up for down payment and buy a multi family with an FHA loan.

Yardi is my main software, but if you're tech-savvy and a real quick learner, you can make almost any software/system to work with what you need.

I’m thinking of going forward with a single-family house buy & hold strategy and do trade-ups for multi-units property in the future.

I almost don't want a cloud based system.

I have heard other investors moving from one multi family to another multi family using FHA financing.

@Arturo Colmenero you could try referencing zoning maps to look for multi family pockets but your best bet would be to subscribe to a service like Reonomy for example if you’re serious about finding multi family properties

Buying rehabbing and selling houses and buying multi units to rent are completely different business models.

Trying to house hack in a multi family fixer upper in a decent and safe neighborhood.

HiI own several multi family buildings in Central / North Florida and for example on an older duplex I pay $700 a year for insurance, which I feel is a good deal. 

So if I have an open house style I will ask another person to be present with me to do the showing.Open house is also a challenge if it's a multi family or SFR with limited parking space.