Success depends on finding properties in less restrictive areas with strong year-round demand and aligning your strategy with local rules.This post does not create a CPA-Client relationship.

The posters opinion is based on their experience, my opinion is based on mine.  

I am based out of Indiana. 

This will be based on the personal details of your business.

Think of it as the rough sketch that helps you figure out where you want to swim: Omaha’s stable single-family rentals with decent cash flow and strong appreciation potential, the sizzling up-and-coming pockets around San Antonio where off-market deals still lurk if you’re willing to roll up your sleeves, or those tight-knit Chicago neighborhoods where a trusted investor-friendly agent can point you to contractors who won’t ghost you mid-reno.

We are based in North Haven.

Scaling up is a big leap, but breaking it down into small, actionable steps—like building a deal pipeline or starting conversations with potential investors—can help keep the process manageable.I’m based in the PNW (Seattle), so if there’s anything I can do to help or if you’d like to collaborate on deals in Washington, feel free to reach out.

Short-term rentals are great when cash flow is strong, but with profit margins shrinking, switching to a long-term rental could add some stability.

Here’s what the list said: Stay at Corporate Job: Consistent paycheckHealthcare$100,000 base payLess pressureQuit Job, Real Estate Full Time: FulfillmentUnlimited earning potentialMake my own scheduleBe my own bossWork from anywhereFocus on building family empireWhen I stepped back and looked at what I was leaving behind, it was crystal clear, I needed to leave my comfort zone.

This of course is all based on who your market is.