First Rental property (Need to move tenant out)

[Zack Rosenbaum]

I’ve got a dilemma and could use some suggestions.

I am closing on a 4 unit at the end of August which is fully occupied on MTM leases. However with my financing I have to live in one of the units (house hack), so I will have to end the lease with one tenant.

Unit 1 4yrs. pays 825 with 4 people living there and one medium-large dog. They are a little messy but seem friendly.

Unit 2 5yrs. pays 800 with one person living there and smells like candles were used to cover marijuana scent. Not very messy and friendly.

Unit 3 8yrs. pays 750 I have not met the tenant, but it’s a mom with two kids. Kitchen was kinda dirty.

Unit 4 33yrs pays 700/month and probably has the largest unit but keeps it the cleanest. It’s a lady in her 70s (not sure her financial picture) but her son visits fairly frequently I am told.

All tenants are fairly long term and paying under market rent ~850. Units 1-3 are friends/family so slight concern that they will all move out if I end lease with one of them but they are all a lower quality tenant than the 4th unit. Tips or suggestions for approaching each unit and bringing up increasing rent to 850 as well as pushing water bill onto tenants? TIA.