They were not terrible, some people would call them C minus, and it wasn't even that much about financial considerations at the time (appreciation was not a thing back then in Milwaukee) but just not what I wanted to own or manage, so I sold them to them tenants - after quite a bit of financial coaching to get them to qualify for a loan.My standard advice is always to buy the best quality property you can afford.

You have to be honest with yourself, understand the risks and assess if you can afford the negative cash flow.

Especially in a market like Charleston where affordability has become a huge pain point in recent years.

For a $1,500 SD, they would most likely ensure an amount close to $2,700.From my perspective, we should never move in a tenant who cannot afford their security deposit.

Hi Randall-Congratulations on buying a rental property well back in 2020.I am sorry to hear the property is now cashflow negative $200 a month.Your question is should you sell or continue to keep it with the negative cashflow.Depends on your personal goals and if being negative $200 a month plus any unexpected repairs or vacancies is affordable to you, but if you can solve the negative cashflow by turning the property into a furnished mid-term rental, for example, your future self may thank you.To Your Success!

Also, ask your agent for recommendations—they often have relationships with dependable contractors.Look for areas with a mix of affordability and growth potential.

And the condo debacle in FL will be churning for quite a while as these rogue HOAs try to get realistic with deferred maintenance, new requirements, and freedom for people to use as they need to afford them.One thing to consider would be to 1031 all of them in a consolidation exchange. 

Just make sure you follow the landlord/ tenant laws in your area to a T, deliver all the notices when and how you’re supposed to etc.

In all my years of Property Management in one of the most tenant friendly Cities in the World, I bet there will be a lot of interested people, regardless if they are actually planning on buying in a tenant friendly City.My management style would be considered highly unusual as I approach these issues so that it becomes a win-win situation and take into account the human element of the tenant.There is potential for me to add more to that Podcast to include how the Portfolio did over the 28 years growth period (1998 to 2025) with real numbers.There will be things like making the Portfolio safer as I age by paying off the Mortgages and increasing cash flow, etc.I'm also a Cloud Software developer (Salesforce specifically) and will be employing a lot of A.I. in 2025.The RE Portfolio is cash flowing very well and I can afford to integrate experimental A.I. to test it out.Things like A.I.

Right now you have a market where existing landlords have all these properties at cheap prices where they can afford to charge less for rent than new buyers and many don't want to shock their tenants by jumping rents by $400+ in one rental cycle... so we are gradually easing those tenants upwards each year.