And there are OK to really good parts of Oakland that provide you with a good CoC and Cap rate.

I read through the rules on the HOA and it clearly states vacation rental guests can use the dock slip if I have one to provide them however I just want to make sure I'm setting it up properly so neighbors/other boat owners don't get upset with multiple guests each month using it if it ends up being a popular request.Anything helps!

Otherwise, she needs to follow the terms of the lease.I wouldn't care if a tenant typed up a copy of the lease, provided it was literally a copy and didn't have any changes.

Looking for some advice, so I'll try to provide as much info as possible.

The short list of pros and cons would be that you'll make more from STR, but it will also require more work.MTR will be less work than STR, and potentially get you higher returns than LTR, but won't provide the stability of a long term lease. 

If I call the city will they provide me this information?

Tyler has delivered and his team have provided the best mentorship experience to date. 

For what it's worth, some ideas I've seen pitched are grocery bundles (e.g. a breakfast bundle for 2-4 people with eggs, bacon, bagels, cream cheese, and OJ all pre-stocked in the fridge), meal kits, a pre-stocked drink fridge, charcuterie boards, premium coffee selection, bike/e-bike/scooter/kayak/canoe rentals, video game consoles, upgraded work-from-home office amenities (e.g. oversized computer monitor), etc.I'm not a lawyer, but cocktail kits, bottles of wine, local craft beer, and other alcoholic items seem like they would fall into a grey area from liability perspective. 

Again, the tips you provided for evaluating agents was concrete, actionable advice.

We use Streamline which is a legacy provider but it is cumbersome and designed for larger scale PM operations (trust accounting, owner portals, etc etc).Just a few integrations we use: Lynx (locks), BookingPal (channel manager), EZCare (HK/Maint Ops), RevMax (Pricing) - There are more, thats off the top of my head.