But it’s clear you’re a smart investor who knows the long-term benefits real estate can bring.I keep reminding myself why I stick with real estate: you can make money every month in four different ways:Cash Flow – Passive income to live on.Appreciation – Long-term property value growth.Depreciation – Tax benefits that reduce your taxable income.Tenants Paying Down the Mortgage – Even if you’re paid off now, this is one of the biggest wealth-building tools for leveraged properties.It sounds like your main struggle is the stress of active management—and trust me, you’re not alone.

Hey @Trevor Scheumann, The biggest thing to look for when visiting a new potential market is going to be to network with boots on the ground, namely property managers, highly recommended realtors and maybe a few contractors if they come from trusted sources.

I've never been through this process and it's my biggest fear because it seems to be SO costly!

My biggest time suck is showing the apartments which I like doing myself to meet tenants.

I feel we often want the biggest best thing and that may not turn out the way we hope!

I’m curious, what’s been the biggest hurdle for you when it comes to securing funding for your real estate projects?

Since posting your listing on multiple platforms had no downside for such a long time, this "post your listing on every platform because why not" became a standard of how to run your STR.

He didn't have much downside in terms of potential losses, and I could be somewhat passive and protected legally (he owned the building site etc. and took care of liability). 

I tried in my market which is the 2nd biggest to New York, so pricing for ads was really high and the return was not great.

Hi Jewell,The first thing is to see what is lacking the most in the property since small upgrades will have the biggest impact in the areas of low quality to start.