I want to live in one bedroom and fill the other two bedrooms with “Tenants” / old college friends that have agreed to pay rent if I purchased the house.

The IRS has lots information on how to fill out your taxes.

@Mike McCarthyHi, is the estoppel signed or filled out before or after acceptance of agreement of sale?

There was tons of extra paperwork to fill out but my Realtor and Lender made the process easy!

At any brokerage you should get to choose who you work with or what niche you fill.   

This was not like taking out a regular mortgage, There were all sorts of hoops to jump through and tons of extra paperwork to fill out but my Realtor and Lender made the process easy!

The estoppel is a form filled out by the tenant, then confirmed by the Landlord, and then accepted by the Buyer.

In our24 years of experience, managing almost 100 S8 leases currently, the average S8 tenant has a FICO under 580, numerous collections from utility & cell phone companies, doesn't want to pay a security deposit, much less an application fee and claims they don't know how to fill out their S8 paperwork despite being in the program for several years - hint: they want YOU to do it for them.Most, not all, are eligible for government assistance due to a funeral-march of bad choices.REALITY: you are trust trading one set of problems for another.You can succeed with S8, but you need to understand the challenges and plan accordingly.

And speaking about retail, you also have other real world issues that can impact things: co-tenancy requirements, use restrictions, etc, that may not be an issue with the current tenant lineup, but can certainly impact your ability to fill vacancies or maintain occupancy as tenants roll.And to address what seem to be your follow-on questions for people: there is no exhaustive list.  

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