Now you're free to go in there right away and raise rents of you want.

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? 

If you're hoping to be a co-GP and learn to both operate and raise capital then I think investing money in a good education system is probably money well spent.  

I mean, I recently raised $30 million for a single deal.

Expenses are lower, and during high season, you can raise your prices, and people are willing to pay.

This raises the operational costs for hosts.Compliance with Hotel Occupancy Tax (HOT): STR operators must collect and remit the city’s HOT (9% for San Antonio and 1.75% for Bexar County)​. 

I'm on the Big Island, raised on Maui and I'm a newbie investor but planning on making it a full-time career.

Later in the day, I was set up with a call with Peter because we raised concerns about paying $10k–$15k upfront, especially since we’re supposed to be “partners” in these deals.

Take advantage of the need to get new residents more frequently than an LTR by experimenting right after you've filled a listing: change up the description on your platforms, try a new platform, raise the proposed rents, or practice reaching out to those "bad leads" of FF.

So dont use the "taxes when up" excuse with a tenant- Raising rent to market rate could prompt a tenant to move to save money.