I would tell people today that if you buy a primary residence expect to stay in that home for atleast five years, especially with a FHA loan which has lower down payment as the current forecasts for home appreciation or very low which with closing costs on the buy and sell, it will take several years to have equity in the property and enough to be able to sell, so that is something also to consider.

Talk this over with a lawyer because under current state law, you will not be able to evict due to the cold.

I currently work with investors looking to build their portfolio with single-family, long-term rentals while managing for them on the back end, making is hands-free for the investor to still work their W-2 job and live their everyday lives and spend it with family, hobbies, etc. 

I am a 20 year old college student at Purdue University, currently completing my 2nd semester of my Junior year.

I am not yet familiar with the management fees for an STR yet as we self manage, however Cleveland itself is currently STR friendly and just requires them to be registered if you have stays over 90 days and then you register with the city and pay $35.

Currently scheduled to close on my first triplex next month and excited to connect with other RE professionals in the area to help me along. 

If a Room for Rent is worth $1000/month, then reverse amortization at current interest rates between 6.5-8.5% for 30 year mortgage would set the price between $130,000 to $158,000.

-Your current STR seems seasonal, so even without a mortgage, you may not achieve year-round cash flow.

After this 10 year period we plan to stop buying new properties and aim toward paying off current mortgages to help increase our cash flow in retirement.

You'll lose rent while property is vacant, and you'll probably have to do more repairs to attract a new tenant than you would to keep the current tenant.Is all that worth requiring a tenant to use one specific payment platform?