I enjoy finding RE that produces outstanding return. 

I've also enjoyed those episodes - haven't checked out Craig's book yet but I'll be sure to check it out! 

I used the heloc to buy my second vacation rental, which is also cash flowing after 9 months in. 

The tenant vacated in 32 days and earned some money.Don't give any thought to a security deposit refund, as all surfaces will be exhausted from normal wear and tear.

If you enjoy your job and just want to get into investing as a side hustle to get started, then I wouldn't mind a negative cash flow.

Life is worth more than just money to me, I believe in enjoying things as much as I can while I can.  

I probably wouldn't try eviction, but I would put the tenant on notice that you will expect them to vacate within 30 days of the other two being released from jail.Can you imagine the mess you would be in if the remaining tenant decided to bail rather than pay rent on her own?

One tenant has been offered a new lease at a rate closer to market value, and the second tenant will be vacating the 2/1 apartment which we will then rehab and turn into a medium term rental for traveling workers who come to the island seasonally.

One tenant has been offered a new lease at a rate closer to market value, and the second tenant will be vacating the 2/1 apartment which we will then rehab and turn into a medium term rental for traveling workers who come to the island seasonally.

Actually a great move because it will allow you recoup your original capital, or purchase another property or take a well deserved vacation without having to pay tax on the money.If you want to defer all tax you must use all of your proceeds and purchase at least as much as your net sale.