Determine the price that attracts the investor, stop the bleeding and and move on.

Deep down, he worries he’s not successful, confident, or attractive enough to "deserve" a beautiful partner.

BiggerPockets is free so it attracts all kinds of characters which can taint the picture. 

I was looking at an attractive rental but it looks like the land value is 75+% of the value, so I would be paying a ton get very little tax benefit. 

Investors should keep an eye on its growing infrastructure and amenities.Huntersville: A family-friendly suburb with excellent schools and amenities, Huntersville is a solid choice for long-term appreciation.Davidson: A charming college town, Davidson offers steady appreciation and attracts higher-income tenants.Belmont: This small town near Charlotte offers more appreciation potential than cash flow, driven by its desirability and quaint atmosphere.Neighborhoods Offering Both Cash Flow & AppreciationConcord: A tricky yet rewarding market, Concord can provide both cash flow and appreciation.

It is located in an area that attracts college students/employees, working class families, and military families.

-The right “how” will attract the right “who” and discourage and weed out the wrong “who”.Me and my property management team developed the a 40-Point Complete Household System to not leave the “how” to chance.

They're investing tons of money into those areas, and attracting a lot of good renters who work in the medical profession and will pay good rents to live close to their jobs. 

It always sounds attractive. $300 a month for leads?

It is located in an area that attracts college students/employees, working class families, and military families.