The worst feeling is investing in a property only to end up losing money and your peace. 

You are putting money in.

Is so watch out for trip hazzards: if they need government assistance in the future there’s a look back period where the government will want that money.

Chi Ta program offer 12-month membership for $10k with financing and help in getting first arbitrage from landlord.I'm about to sign up but wanted to do my due diligence I want to check with people here if this is legit and if the program is worth the money they as asking for.

Lake Geneva though is OLD Chicago Money and or BEER money from Milwaukee it appeared to me.

We have lived in our other two deals, made money on both, but I have no idea how to do another deal safely without living in it.

You mean I have to spend money on the place after I buy it?

. $500 is probably cheap money for the upgrade.

What you mentioned aligns with what I have experienced with a hard money lender a while back.

I see too many investors now, put a significant amount of money in rehab costs and over leverage themselves on hard money loans with low down payments, their properties are not selling and they are lucky to just payoff their current hard money loan via a DSCR refinance.