For instance, someone making $500k a year and living in a very highly appreciating market might be extremely happy on a deal that loses $200 a month but is getting 5% appreciation on a 2 million dollar property in San Diego, butut that doesn't make sense for the investor with 30k and a lower paying job.When it comes to the book series I agree with you that the order doesn't make sense (having read both).

So about a month ago, I came across a free rich dad ad on Instagram.

Most DSCR programs will not touch you if you have a mortgage late in the past twelve months. 

But they take fees from you and charge the tenant more.

A runny toilet will usually add about $200/ month so it isn't likely a toilet and the chances of having 5 at the same time is slim.

Rent on a 4 bedroom place may be $5000 monthly ($12,000 in Manhattan); rent it by the bedroom for $1500 per bedroom with access to all common areas.  

We're talking giving up $100,000 appreciation in gain over $50/month less cashflow.

Remember, buying a property is a financial decision that should align with your long-term goals and comfort.If the new lender offers a better rate and lower monthly payment, it’s reasonable to consider that option.

At my day job (non-RE), we have a recurring vendor that charges us about $150K/month. 

That way I didn't have to sit on it for a few months while it sold.