I do outsource my Taxes, but I meant having a Real Estate Tax Accountant or a CPA who I chat with to help create me a long term strategy.

This is often one of the first things a real estate investor will outsource.

Quote from @Andres Lasaga: I am in the process of selling a property to the tenant I have been renting the house for 4 years.I want to outsource the promissory note collections and reportsIt would be only ONE property, for now, any recommendation of a company that can manage the collections and reporting?

If I scale to a point where I no longer have time and have to outsource, that line item is already accounted for and the property will still be profitable.  

I also know he doesn't do his own underwriting and outsources it, which is very risky, and obvious when you look at them try to explain the underwriting during presentations.

Understand that they are doing this to make a profit, so it will be more expensive than coordinating maintenance yourself.It may be a decent program for a DIY owner that wants to just outsource maintenance, but you will have the same maintenance issues with this company that you would with a PMC:1) Higher costs2) Admins answering the phones & assigning work, that just know the basics about maintenance.

So you might be living in the US or in Europe, investment properties are bought to outsource and earn from the cashflow.

It's fashionable - and tempting - to outsource tax research to AI.

Are you intentionally looking to outsource the management and day to day operations to a management company versus self-managing? 

I’d prefer less outsourcing on behalf of the banks and fewer web portals/ apps/ servicing companies because in my experience the more entities involved the more glitches, so adding a VA and another layer of software to the mix doesn’t sound inviting.