Big things is be realistic on timing and maybe provide a mover and or storage unit deposit as they may not be able to figure that part out on their own.

However, we just started STR property management and it would be very helpful/look more professional to have the ability to esign contracts, autogenerate payout statements, direct deposit payouts, ect.  

., discounted first month, lower security deposit)•Pivot to Mid-Term Rentals (traveling professionals, snowbirds, digital nomads)•List on Multiple Platforms (MLS, Facebook Marketplace, Furnished Finder for mid-term stays)6.

I have got the security deposit as well .Please see your post… It says nothing about being rented and asked if you should take down the listing. 

You Open Escrow, deposit your Earnest Money Deposit and your due diligence period starts (unless otherwise written into the contract). 

A deposit on that site is required to bid.

After applying the tenant's $1,000 deposit, you are in the hole $4,500.

You'd need to show the income on your tax returns and/or have a lease and first month's rent/security deposit for the unit you were living in.

I would keep the deposit unless I am able to rebook the dates and then I would only make her pay the difference for any unbooked nights. 

The vast majority of lawsuits against Landlords are for wrongful eviction, security deposit disputes, and Fair Housing Violations.