Do you have issues with payment reader? 

With this information, you can address issues that might be turning potential tenants away.

*This question is for any property manager or people with prior property management experience*What would you say are the biggest issues that reoccur when dealing with tenants, vendors, etc?

What does your local law say about security deposit returns?

Without it you're writing blank checks - what if you have a sewer line issue and they charge you $20k to replace it? 

For example replacing plumbing in a $1,000,000 home costs the same in a $3,000,000 home.Rick’s comment above regarding “handymen” and not pulling permits is going to become an even more serious issue in CA with assembly bill 968 going into effect this July.

However, it is important to review state and local laws regarding landlord-tenant relationships, as restrictions may apply in certain jurisdictions.

The biggest issue that you are going to run into here is that the home was vacant. 

When the law was first implemented, VRBO was behind schedule and for the first month, I had to collect and remit the city & state occupancy taxes for my VRBO bookings.

I've had 2 issues with tenants not paying rent resulting in them leaving and yes they left a mess, but we cleaned it up, got it re-rented (for a lot more money as there are rent caps in place in that area) and moved on.My first rental was accidental-I bought it to live in and moved and converted it into a rental.