Repairs made while the property is your primary residence are not deductible, but improvements can increase your cost basis, reducing future capital gains tax when you sell.

Some of them have converted to flips, but I do not do flips because it is a job (stop flipping, stop earning).  

That would be a helpful addition to your plan as you would further reduce your cost of living.Also don’t forget from that $600 you are planning on getting in cash flow you have taxes, insurance, maintenance, capex, and vacancy to consider.With two homes, you may want to keep that extra $20k as an emergency fund rather than spending it on a third property and then be left with no emergency funds.

We also tell them that we charge $25 per hole for TV mounts, shelves etc I think that $10 up-front investment has reduced the number of issues by probably 80%.Our walls are textured (sand textured in Milwaukee, orange peel textured in the western suburbs - yes, there is an actual dividing line), so we try to avoid the usual palm-sized patch and fill only the hole without making it bigger, so we can get away without texturing.

Has really reduced our water bills since we installed them. 

What is the interest rate on borrowing compared to the rate you are earning, then take into consideration the tax consequences. 

It is disheartening to witness a mentorship program that boasts substantial financial success, with students allegedly earning substantial monthly incomes, yet fails to ensure that their own employees receive even the minimum wage they are entitled to.

I want to create a strong marketing plan before taking that step to help me achieve my goal of earning $50k in commissions.I’m hoping this group can help me with a few questions:1.

Quote from @Diyan Yap: Have you thought about AirBnB, they can visit/stay with you while they rent it and earn income. 

You start with a purchase and sale agreement and reduce everything to writing.