He is an investor himself, he used to have a kitchen remodeling business, and he isn't in his twenties - go experience! 

If you were twenty I’d say be risky.

We are all in our mid-twenties.

To answer this more generally, the concept of "Two and Twenty" is really the framework that ends up being adopted by most businesses, management teams, private equity, venture capital, etc. 

in their twenties.

Yes Stan, I asked for the same thing for over twenty years on rehabbed homes, it's common, usual, customary and it's not new.

Many times we have people hot and heavy about moving in the following month but then twenty days later they changed there mind, happens a lot.We won't hold for anyone without a lease signed with first months rent, deposit, and leasing fee paid.

It can be done, but for each one of these kinds of deals I generally will get shot down about twenty times first.

After talking to literally over twenty banks and credit unions, I found a small, local credit union willing to lend to me after I convinced them of the investment potential and the equity that I would have from buying it under market value.

I would go with the month to month at the same rate and provide all the great landlord service and go with the " if you can find a better value in housing--buy it..." approach, and if they do eventually leave in a month or twenty months, you will do the turn around and find more than enough renters for a well kept, well priced unit most any time of year...best of luck