With your high income, increasing your passive income is crucial and offset with passive losses via real estate.

Keep increasing in size and building up equity and value add properties as you go. 

Increasing them by a small amount will get the tenant used to rent increases (eg $10 on $500) and is unlikely to cause a vacancy. 

Not worth it in my opinion.Take the 30,000ft view here and ask yourself who is in charge.

Instead, rates are increasing.   

Nothing worth putting the life jacket on...

If you can meet with a real estate specific tax professional and discuss your tax strategy at the beginning of the year I think this would be worth the fee.  

However, it's also true that financing options can be more limited for LLCs, especially when it's a new entity.One alternative worth considering is forming a partnership agreement between you and your friend.

I have personally been involved in house hacking and furnished rentals for over five years, and it's been fascinating to see the quality of mid-term tenants we've had over the years.However, it's worth noting that in our area, the demand for short-term rentals on platforms like Airbnb and VRBO has declined in the past 24 months.

Sounds like it would depend on how much the value increases by as you'd need to consider the equity and cash flow you'd make.