Quote from @Dongyoon Lee: That is true that ChatGPT does not build trust, which is essential for such a large purchase.

Essentially, wholesaling AS ITS DEFINED TODAY is a commissioned independent SALES position.

So there's lots of potential to utilize both of these tools to find a better-performing investment property.

I find this usually happens when an investor gets fed up with managing such a large portfolio, or is coming into retirement in the near future, they will use this tool to defer the tax and depreciation recapture, and minimize the hands-on aspect.

S8 has its pros and cons. 3 of my doors are S8 and it’s ok overall but a tool rather than a strategy.   

-I switched in the past becuase Brokerage put majority of fees on the agent in form of high splits and brokerage had to many rules/major push to use their in house people which was essentially an extra income stream for owners. 

I would have done very well in those 2 years (essentially rent free living and appreciation would have covered most of my selling costs) and I ended up living there for 5 years. 

They each have Roth-IRAs.As we get older rents will increase, mortgages will start to go away one by one, and we will have access to better cash-flows.No need to save for retirement, as we essentially are retired at this point, and living off the rental income without having to touch the retirement accounts, as was the point of this post... and we maxed out IRAs and 401k early on, so those have enough basis in them that they don't really need any future contributions to balloon into awesome assets by traditional retirement age.I don't necessarily want to Die with Zero... but to keep the Golden Handcuffs of my W2 on till I reach $10M sounds like a very unnecessary waste of my life based on fear.I appreciate your point of view, and I know there are risks involved, just yesterday I met with a roofer to put a new roof on one of my units, but I've checked my historic repair costs, future potential capex projects, and done my best due diligence to move forward towards a life of freedom on my terms.Here is a closer look at our personal finances if anyone is curious, also we have access to $300k in HELOCs that are unused:$285 per year for kids activities for 5 kids?

That sounds hard, really hard, without the traditional upsides provided by owning real estate (tax benefits, appreciation, leveraging and loan payoffs, etc).Unlike a lot of the MTR forum posters, I actually do like arbitrage as a tool to have in the toolchest, but I think it has a very narrow use.

Makes the cash flow tougher as well when you essentially have two loans on the place.I do like the idea of getting some exposure to RE though.