Be able to get into my first, 2nd or 3rd property?

Hope is a bad strategy.The only on market strategy that I think can work is paying cash/line of credit/hard money for a property that does not qualify for conventional financing.

Maintenance is one of the biggest challenges, maybe even #1, in the Property Management industry.Seems maintenance is, Never Fast Enough for Tenants, or Cheap Enough for Owners!

We’d love to keep our investment properties closer to home. 

Quote from @Enrique Toledo-Perez: I'm a Realtor and I'm wanting to get into fix and flips by working with wholesalers and buying properties in neighborhoods with a good spread.

Although the list may seem intensive, I look at it like this: The total cost of all these items can be much lower than the cost to repair a hidden surprise after purchasing a property to flip. 

I have tried to get quotes for these properties and I haven't found a company that is willing to insure me because I have open claims.

To qualify for installment sale you must selling an investment property, it was a rental for at least a short period. 

Can they prove how long it takes to rent a vacant property?

I'm a local, CT based investor, flipper, and property management company owner.