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We have considered buying a fixer-upper, but the current market is oversaturated with true cash buyers (not investors using hardmoney), which has added some barriers to entry.

In Saudi Arabia & Iran, just to name two, the governments, propped up by oil money, have huge unemployment system benefits aimed at young people (under 35) because of their massive, permanent unemployment levels in a demographic that, if it's not working, is getting into trouble and fomenting revolution.

The parking lot is almost on level with the creek so it doesn't take much for it to overflow into the parking lot and basement of one of the buildings (currently there is a 2 ft berm built up from prior owner. 

This is an interesting question in that what is your level of desired commitment to the investment?

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We flip and sell every two years, our income levels are not exactly great but as two mid 30s with no kids, spoiled dog and a couple monthly payments were sitting great yet. 

@Eric Lee Nation    I did ins claims in another life for 14 years - I do not recommend that EVER as someone's employment but I did learn a few things.Here's 2 things agents or no one will tell you -- your Replacement value (RV) on the house is JUICED up way higher than what's realistic -- however you have a relatively inexpensive house so it's not much of an issue - but typically the reason they juice the RV is to get your wind/hail deductible higher -- typically 1%, 2%, 3%, 5% of RV is what your wind/hail deductible will be even if you had a $1k or whatever other deductible they offer for any other peril -- so follow me for a minute - you bought a rental for $150k -- they've juiced the replacement cost to $250k the most likely loss in KS or the midwest in general is going to be wind/hail --- the math actuarial nerds do this so the casino or the ins company in this case has the upper hand -- do the math what a 2% or 3% deductible on a $250k house will be -- I have a commercial building insd for over a million -- the lowest wind/hail ded they will give me is 5% -- the only reason I have ins at this point is I'm required to -- the wind hail coverage is worthless to me with as high as the deductible is.Anyways with that out of the way - ask your agent if you have a 3% option - at that RCV cost they figured of $99k that wouldnt be much different than the $2500 all perils coverage you have now -- Also I'd wager as someone mentioned dropping the med payments to others coverage -- it probably wont make a bit of difference in your policy cost -- I could be wrong - but I'd guess $25-50 dollars a year -- your coverage is the price it is due to the perceived wind/hail risk the company is putting on KS.I'm with Big Red and have been for a # of years -- your price to insure that house is on par with what I get from them for that replacement cost -- though i think State Farms game is a bit different they really jack up the Replacement cost so I have higher wind/hail deductibles -- I'd make out good if the house burnt down or a tornado destroyed it - but for a hail claim there wouldnt be much there.

At the end of the day, it is truly market specific on the level of cash flow you will receive.

You are already used to this lifestyle so it's not a big deal, and that alone is going to put you on another level when you decide to make the jump in to REI.