Listening to YouTube big shots that have great advice on professional ways to handle problematic guests ( most are great but everyone will get bad apples), staying at the property when you have an open window of time and actually get the guest experience (this is critical), and looking at your click thru and conversion rates to get a good baseline.There is way more work to running an STR than a LTR.

Investment Info:

Other commercial investment investment in San Diego.

Purchase price: $1,900,000

Cash invested: $750,000

12 bedroom, 12 1/2 bath, home built in 1905 that was previously a rooming/boar...

It sounds like you are missing a conversation with the tenant to understand the situation.

After a few candid conversations, they realized they could negotiate slightly higher rents by offering small improvments..things like better loading dock access or upgrading the security features..turning a so-so cash flow into something much healthier.When you break down your family friend’s situation, it might help to consider these angles:Selling and redeploying capitla could open up opportunities in markets where cash flow is a bit juicier.

That conversation could be revealing in and of itself.

(I’m also in the UP) I know when I started, (and I’m still very new), I just went and sat down with several realtors, just chatted with them and just through conversation found one I liked a lot.

Learned how to manage conversations and creative financing.

May I ask you to send me a message on LinkedIn so that we can have a conversation.  

I store some funds in a HYSA as well as lower risk investments.

Condo Conversion Bill impacting Hudson CountyCondo Conversion Bill Pocket Vetoed by Senate President