He wants to get back on the property ladder and we have talked about me putting in 50% of the deposit needed to purchase a house.

As for cash flow, from sales; probably in year two and three which should match the timing for the housing  market to reset past bottom of market and on to the stable appreciation side again.

We use docusign to send a reservation agreement which essentially makes them sign the house rules. 

So on one for instance the buyer wanted 8k of upgraded floors the house was 850k  I countered  OK on the floors but But buyer had to pay whatever fee the buyers agent wanted. or no floors and we pay 1% to buyers agent.. they decided against the floors and to allow their agent the 1% . 

House Hack all day long dude!

I created The Ultimate Guide to Grading Cleveland Neighborhoods for investors to get an idea on what types of houses and tenant bases they can expect when investing in the varying neighborhoods in the Cleveland area.

Part of what I do in developing Workforce Housing How did you find this deal and how did you negotiate it?

I'm moving to Tampa and would like to house hack a multifamily.

Any company insuring your properties without an inspection most likely has a clause buried deep in their policy allowing them to deny claims for conditions found on the property that do not meet their UW standards and they will deny you claim based on "the house should have not been insured with them anyway".Although the inspections can be annoying look at it from the other side.You pay them 1000 to 3000 a year to insure a rental property where they agree to pay out possibly hundreds of thousands of dollars if it burns down or up to 1 million if a tenant slips on a bananna peel and falls down the steps or the tenants dog bites someone and since you didn't enforce the tenant having their own renters policy to cover the dog bite the landlord's policy is paying out.The insurance company is very much like your rich uncle backing your business venture - you run the business, he takes on the financial risk from disasters, and doesn't even get a say in who lives in the property.Your rich uncle asking you to fix the steps, put up a handrail, etc which is in your and his best interest long term.Do you really want to rent out a property with a busted front step and a bad roof that is going to leak sooner than later?

The cash flow houses help me to hold on for the long haul, while the appreciation houses enable me to buy more houses.