Rent ready, non value add, mls purchases in San Diego are large negative cash flow if financed at current rate with a high LTV loan.  

I would prefer to self manage to avoid the high poperty management fees (I think its around 10% + 1 month leasing fee, etc.) and I also worry that the property manager will likely not be as dilligent in finding high quality affordable vendors, etc.I see 4 major pieces of work1) Tenant finding: I feel comfortable doing this remotely.

Ultimately there are some investment companies that vertical integration is going to be a key part of their success, while others vary from no impact to being the downfall.

I highly recommend checking and verifying IDs.

People said prices were out of control and way too high in 2014-2016 (you can find many threads on BP about it). 

However, upon transferring it back to your dad, the basis is not relevant anymore.In the end I would highly recommend you reach out to a tax professional here to get this sorted out.

I agree with the sentiment of "you must be highly organized." 

Think diversified income, ability to market effectively, no risk of OTA algorithm changes that have negative impacts, etc 

It typically has lower acquisition costs than Duval or Clay County, but rents are almost on par.

Luckily I stayed in the car and they let me drive away.The problem with some of these C class areas are that you're going to get high vacancy, evictions, and high turn costs with tenants damaging the property.