You can do whatever you want in terms of bending for the tenants and trying to provide "great service,' but the truth is you receive no credit for it and will be the evil landlord at the first repair that takes too long, late fee owed, alternation denied, etc.  

Here are a few alternatives to consider for your next property:One option is debt-service coverage ratio (DSCR) loans, which are specifically geared towards real estate investors.

Hey @Jordan Northrup check out Buildium, it may be a decent alternative and fit the bill for what you're looking for.

@Tom Craig,Glad it provided some useful insights into alternative methods.Eric is still off track - I still don't know what he's doing. 

Here is the how I would explain it to a kindergartner:The true power of a 1031 exchange is the ability for an investor to meet their investment objectives without losing equity to taxation.With more money they can buy larger, multiple, or more productive properties.What is the alternative?

Compare these with potential financing alternatives, like a DSCR loan or other commercial products.Exit Strategy: What’s your long-term plan—hold for cash flow, refinance, or sell?

Are there any red flags I should watch out for when dealing with buyers who propose alternative arrangements like this?

Peniche also has a university and a fishing industry to provide alternative economic drives if tourism does take a hit.C.Supply constraints– Peniche is a peninsular!

Alternatively, you're a 5 minute drive to the resort.

To navigate this, consider options like keeping your current home as your primary residence while house hacking a multi-unit property, using the HELOC funds strategically before moving, or exploring alternatives like a bridge loan or cash-out refinance.