So my number 1 question or DD item if considering them as a service would be security and what intervals do they get eyes on the property?

Do it in intervals as you see work progressing.

What Was Delivered:Promised:- Regular prospect lists for new client acquisition- Comprehensive platform training (Hostaway, PriceLabs, GoHighLevel)- Professional listing management support- Business coaching and development- Software integration assistanceDelivered:- Zero prospect lists over entire 75-day contract period- Zero training materials despite multiple promises and deadlines- Listing management: Took 3+ weeks to complete a basic Airbnb listing (my VA completed the same task in 1 hour)- Assigned specialist was terminated by vendor mid-contract with no replacement- No meaningful support on any promised serviceThe Billing Red Flag I Ignored:Charges came at 17-day, 22-day, and 28-day intervals instead of the agreed monthly billing.

Dispose of all rubbish, garbage, and waste in a clean and sanitary manner – at reasonable intervals – and assume all costs of extermination and fumigation for infestation caused by tenant; not feed straying pets or animals; not temporarily host pets.

I’ve also tried the BiggerPockets rent estimator, but the confidence interval was low.

In many cases as you are experiencing, the smaller projects require access to more liquidity in proportion to the total project than larger projects because of the types of vendors most readily available to work with.The two most challenging time intervals for draw construction is the initial work if there's an upfront payment before a draw knowing you may also be placing an order for windows at this stage which could have a long lead time and towards the end when kitchens, appliances and finish materials are all purchased in a short time interval.

For the vast majority who are measuring their investible capitol in the tens of thousands, while balancing a FT career, a family, life in general, yes it is rare skills and talents to find, analyze and execute on profitable investments at any kind of regularized interval.

The alternative would be some kind of rolling mtm with notice and a set increase at certain intervals.  

Depending on the lender, generally there are options from 6 months or a year to 5 years in one year intervals.

If you're getting someone who helps you get the big deductions and protects you from bungling the deductions, you'll come out way ahead.You probably know this, but to make STRs work great for tax saving, you want your average rental interval to be 7 days or less, you want to clearly and cleanly materially participate in the first year or two so deductions easily flow onto your return, you maybe want to have a cost segregation study done to frontload a bunch of depreciation onto your return, AND you want to not screw up by running afoul of the Section 280A or 183 tax laws.