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After that I would let my instincts guide me.

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If bigger than an SFR then the question of whether you're planning on house hacking applies as that can affect your financing options.Finding out how much you want to buy a property for allows you to trace back how much you need to acquire it which could help guide your decision as to whether or not you should look towards getting a partner or not.

What are the best resources for screening tenants.

He knows insurance like the back of his hand and has been a great resource to me and several of my clients. 

Are there any good indicators or resources to gauge the demand of rentals in the area?