Rental contract ends soon

[Dror Brumer]

Hi all , 

I have a rental property and the contract ended on Feb/2023  . The tenant asked me to extend the contract till end of April and we signed on the date changes. 

Yesterday the tenant asked me to extend the contract one more till the end of June. 

I didn't increase the rent when we signed the first extension and I am wondering if I can do it now for the 2nd extension. 

I was planning to increase by $50-$70 a month  but not sure how I should approach this with the tenant., when she is adding 2 month to the old agreement over and over 

This is also an out of state property and I will need to pay for an agent to find me a new tenant incase she decide to leave - and that will cost me way more than the extra $50-$70 I planned to increase 

[Nathan Gesner]

Quote from @Dror Brumer:

Any time a Tenant asks me to extend for less than one year, I convert them to a month-to-month agreement and increase their rent rate by 25%. They can take it or leave it. They almost always take it and I make extra money.