I dug a bit deeper and found the house was owned by a family for over 50 years.

:)You’re absolutely right, STR regulations and having the flexibility to pivot into a long-term rental are key considerations, and I definitely need to dig deeper into that before narrowing down properties.We’re leaning toward starting with self-management at first, even though it may be challenging since we’re a few hours away.

However, there's a variety of ways to boost cash flow/get better deals. 1. buy deeper and do value adds.

My background is in finance - I started my career on Wall Street and today I’m a banker working with businesses and individuals here in Colorado.I’m currently diving deeper into multifamily investing and underwriting, with a goal of analyzing 50-100 properties this year to land the right first deal.

You’ve got options, just make sure the math supports the move.Happy to help if you want to dig deeper.

Hi BP community 👋I’ve been diving deeper into the note space and I’m curious to connect with others who currently hold performing real estate notes.How did you structure your deals?

Pick one or two promising markets and go deeper: build relationships with investor-friendly agents and property managers, analyze real listings and see what works.Your patience and research will pay off — you’re on the right track.

This changes if you are doing value add real estate investing, but that will depend on your skill level. 

Whether a rental activity is subject to self-employment tax is dependent on the level of services provided in conjunction with the rental property, not if the taxpayer is a real estate professional or not.  

I did a deep dive at the code level few years ago with Buildium.