Tenant handles repairs so the rental income is lower to compensate?

Will handle the second deal a bit differently for sure !

Our team will handle everything from here and you can always reach out to me if I can be of service.  

Even if you just pay a simple consult fee or fee for handling a one time transaction for you.  

It took me a bit to get the information from my brother, which handles most dealings of the property being sold. 

They only look at their back of the napkin calculations of what they pay a PMC, assuming it's 100% profit, because they NEVER consider what expenses a PMC has.Since you like to crunch numbers, why don't you calculate how much it would cost for YOU to hire people to do the following:Inspect a property to make sure it's ready to marketTake marketing picsPublish and refresh for rent adsTake all the phone calls from adsSchedule showingsChase applications, process & screenGet deposits and sign leasesCollect rents, chase delinquencies & evictionsHandle maintenance requests, which are never handled fast enough for tenants, or cheap enough for ownersChase tenants for lease renewalsCoordinate MoveOuts, damage charges against security depositsGet RentReady bids to owner's satisfactionFollow up with maintenance to make sure done on time and done rightStart the cycle all over againProvide accounting services for all of the above, including owner reports and payments, annual 1099's, etc.Don't forget to factor in payroll taxes, employee benefits, company office space cost, company insurance, equipment, phones, etc.Once you do all that, you'll quickly find that PMC's are NOT making more than owners.FYI - this is why investors should always factor in 10% PMC Fees, 10% Vacancy and 10% Maintenance when running numbers on a potential rental purchase.

I want to hear it from someone who encounters difficulties or challenges in handling the guests or renters.

I would serve the seller (and send notice to the would-be buyer and title company handling the transfer, if known) a copy of what you're intending to file in accordance with the Notices section of your contract.

So a little hassle on getting two insurance policies, maintaining the paperwork required of a HOA may be worthwhile and profitable, and you might be able to automate the above processes, or someone can handle the paperwork for an annual fee.

I know that things will continue to pop up along the way and I will learn the most when I am handling my first deal first-hand, but I feel like I'm going to get into analysis paralysis again with all the information that's out there.