And we live in CA so our tax rates are high.

Their real costs are in the fill fees and high costs of repairs and maintenance. 

So, a decent deal is likely to get better over the long run. given the high amount of cash needed for brrrr do you feel it would be better to start with a long term rental as an initial investment that has less risk involved 

Its important to know what exactly your goals are when making these moves and see what will make the most sense for you in the long run.When looking for your next deal, I highly recommend my local market of Milwaukee.

The triplex technically still has cashflow at the moment so I think I would be aggressive on the duplex then look at cash for keys in the triplex and get that done in one fell swoop. 3) Renting and Managing - While not the most expensive areas overall, there is demand in these areas from people paying at or above the top range I listed for high quality units.

We are currently trying to book high-season months 2-4 weeks prior to check-in because we see the highest rates this way.

Houses way out in the burbs or in the sticks won’t rent as well or appreciate as fast as those closer to more high-paying jobs. 

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Houses are cheap and rents are high.