For some background....I'm currently working with my CPA to setup my STR that I manage myself (I have a cleaner and landscaper aside from me).

As a new landlord, familiarize yourself with tenant laws and have a solid lease and screening process in place to protect yourself.Be prepared for maintenance expenses by setting aside funds, and if managing the property feels overwhelming, consider hiring a property manager to handle day-to-day tasks.

The only documents we have would be a signed lease, and tenant ledger.

It requires a lot more work, follow up, and it's necessary to have systems in place to support the tenant vetting, rent collection and creating lease agreements.

As for the leases, would you recommend keeping the tenants, potentially raising rent, and extending the lease to a long-term rental, or would you recommend finding a new tenant? 

There really aren't any agents that do just leasing for people of residential homes 

Do you include scheduled inspections in your lease?

Primarily rented to military- never had a problem, required to end lease or evict. 

I will use the rent by room strategy for a year, then move out and lease the condo under 1 lease.Does anyone have any advice about condo hacking, or can anyone describe their personal experience?

Their lease is up end of day today and I was just at the house- there is no way all their stuff is going to be moved out by EOD.