I'm an investor, and I also own a real estate brokerage and property management company, and can tell you I do not recommend Wise Agent.I too am researching CRMs and was recently turned on to Zoho by a very trusted source.

So on one for instance the buyer wanted 8k of upgraded floors the house was 850k  I countered  OK on the floors but But buyer had to pay whatever fee the buyers agent wanted. or no floors and we pay 1% to buyers agent.. they decided against the floors and to allow their agent the 1% . 

To my knowledge if you self manage the property for the majority of the year then you can  get certain tax benefits on that property.

The property is about 50 miles away so not possible to self manage.

Challenges like unexpected renovation costs and tenant turnover can arise but with proper preparation and management, you can achieve great returns.

I'm moving to Tampa and would like to house hack a multifamily.

I Bought a house subject to 6 months ago. 

I am currently in the homebuying process, looking to close on the house in the next few months and house hack it.

Any company insuring your properties without an inspection most likely has a clause buried deep in their policy allowing them to deny claims for conditions found on the property that do not meet their UW standards and they will deny you claim based on "the house should have not been insured with them anyway".Although the inspections can be annoying look at it from the other side.You pay them 1000 to 3000 a year to insure a rental property where they agree to pay out possibly hundreds of thousands of dollars if it burns down or up to 1 million if a tenant slips on a bananna peel and falls down the steps or the tenants dog bites someone and since you didn't enforce the tenant having their own renters policy to cover the dog bite the landlord's policy is paying out.The insurance company is very much like your rich uncle backing your business venture - you run the business, he takes on the financial risk from disasters, and doesn't even get a say in who lives in the property.Your rich uncle asking you to fix the steps, put up a handrail, etc which is in your and his best interest long term.Do you really want to rent out a property with a busted front step and a bad roof that is going to leak sooner than later?

I just spoke to a friend as he is also a landlord but he seems to very loose in his management of properties.