150-200/month can easily be no income for two years if you need a new furnace or there is a plumbing issue.

With weekends and afternoons - I could easily spend 20+ hours / week on advancing this.Here’s why I like wholesaling and why I think I could break through:Deep experience and familiarity with sales cycles and tools.

This is my current debt, assets, credit and income info: Credit Score: If I pay off most of my revolving debt I should be able to get my credit score to 720-740 pretty easily.

The good news is they are easily estimated.If you can’t do it on your own, you can bring in a contractor to get a quote on the rehab.

Easily could store a lot of equipment and be used as a workshop.I am thinking of trying to rent this building for 2500-3000 a month.

The extra income from section 8 could easily be wiped out if you get someone in your house who ends up destroying the place.

Find areas that aren't over saturated with rentals, and an area that could easily pivot between short-term / mid-term / long-term rentals as the market fluctuates.

You said it isn't obvious that it's coming from the roof, but if rainwater is coming in from one damaged area it can easily be pooling and then traveling to that area of the house.

You can link it to your external accounts if you have them, open new accounts quickly and easily through Baselane's partner bank Thread.

My opinion for those that live in a high cost of living market is to continue living / renting in that market and invest in a different market that is affordable and provides both cash-flow and appreciation potential.The reason to stay in the HCOL market is because you will be paid(hopefully) a nice large salary.You can take this salary to then 'easily' invest in other markets.NYC is tenant friendly which can be a con for investors.Furthermore, NYC has appreciated historically.