Pays the rent, in full, on time, every time.2.

This would obviously reduce my cash flow on both properties, as I would be paying the minimum HELOC payment plus extra towards the principal to pay it off quickly.

I pay one CPA about $5k yr. 

if the second buyer is paying cash then your done they pay your off and your first note.. off to the next one..

Also, it often helps to connect with a local agent/do extensive due diligence on renovated/new construction properties to see what the property may sell for or appraise for (if doing BRRRR method) as that can impact the price you should pay.

Later I find out from the tenant that the tenant pays their rent early and has already paid January’s rent.

We all know they won't ever pay.

I’m trying to figure out how I can pay myself and buy another property.

One of them accidentally paid for January rent because of auto pay and is now requesting it back.

HI @David SohnSituation 1: You don't pay for your brokers fee:In this situation you are not paying for a buyers agent and they would be paid via the seller.