Current Tenant month month advice?

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Offer accepted on my first house! so excited to be started on the fast lane. As I have been asking multiple question on my deal I am confident it was good, and now the next step would be landlording! I plan on doing everything myself screening, management to get used to it. Anyways one issue is I have a current tenant on the top floor who pays 625 a month. It is 725 but he gives him the garage and knocks off 100 a month if he does lawn work, shovels the driveway etc. I did get copies of his checks for the last year and he has it set up where it is due on the first and late on the 15. He paid on dates of the 6, 8, 10, etc. The lease is month to month so how do I go about approaching him and letting him now how I will run things. The 625 is fine but I am setting it up where it is due on the 1st and late on the 3rd and plan to charge late fee's on the third. He has been there 7 years but I do not want them to get in the habit of paying me 2 weeks into it. What is the best approach for this? thank you!