Being an investor focused agent and property manager for over a decade has given me some very interesting insight into how real investors think, and how poor investors thing.Poor Mind Investors1.

That's fine, but it's difficult for the agent to manage because they're paying for the call center to service and their time really needs to be spent on new client acquisition in order to hit their minimums/goals.Gotta keep those shareholders happy!

This is considered a partial exchange, and sometimes investors don't mind paying the tax or taking (Boot) on a chunk of the proceeds and sheltering the rest in exchange.

Right now they’re living rent-free, so there’s little motivation for them to move somewhere else and start paying rent, even if you hand them cash.Eviction timelines vary a lot depending on the state and even the county.

It seems after covid and 'eviction protections' a fair number of people have learned they can game the system and just never pay/stop paying for months and expect that if they pick back up paying all is good.  

Did they pay you all of your contractually agreed upon late fees?

They are not well funded, so pay as you go is important to them. 

Does this tenant usually pay on time?  

Designed so that if our staff is speaking with a tenant on a Tuesday and tenant states they can pay on Friday payday, we can flex a little. 6) We train our staff to be empathetic, but firm. 7) We have to train owners to protect them from themselves.

You’re in a great spot with lots of options.From a tax perspective, your STR could qualify as a non-passive business if the average stay is under 7 days and you manage it yourself.That opens the door for a cost segregation study and big bonus depreciation write-offs often opportunities that many CPAs who don't specialize in real estate miss.Like others have mentioned above, you can’t do a Solo 401(k) with just W2 income, but if you treat the STR as a business and pay yourself for managing it, that income could qualify, giving you another powerful retirement planning tool.Next steps: start by finding a tax strategist or CPA who really understands real estate and short-term rentals, and an estate planning attorney to protect what you’re building.