They were great at first with onboarding, communication, payments.

The lender will only communicate about a specific loan with the borrower.

Then they struggle in their 2nd year when they have to find business via other channels.

Competitive upfront costs and ongoing subscription costsPlus 2 Nice To Haves: Good analytics reporting and Compliance Updates regularly communicated

When and how will they communicate?

Instead of a voicemail I sent a text asking for any communication so I can plan accordingly. 

If you open up the schedule and another guest books, then I agree with @Chris Seveney that a credit (assuming the new booking is at a discounted nightly rate) would be more than generous and also lets her know that you are a reasonable host if she does decide to book again in the future.It just feels odd that she would be contacting you the day of check-in to cancel due to the weather, when she could have communicated this days ago.

I can still edit my properties on each separate channel (VRBO, Airbnb, Booking). 

I'm so use to being involved in the day-to-day business of the property management side of things so I'm struggling to understand how much the new property manager should be communicating with me and how often.As an example, I had a tenant break a garage door recently (drove into the door on accident).

.- Technology: use of data analytics that can lead to more informed investment decisions, and integrating innovative technologies to improve operational efficiencies as well as improving tenant & investor experience- Strong Investor Relations: consistent, ongoing and transparent communication and educational opportunities for investors, including a peek behind the curtains inviting them to the office for events and internal investment committee meetings- Customer-Centric Services: customized solutions to meet specific needs and interests of various investors and full-service offerings from brokerage, property management, leasing, to funds/syndication opportunitiesWhat else did I miss?