My main goal eventually is to be able to buy/flip houses, or buy, renovate and lease them. 

Understand that is entirely possible, and even likely, that if you use those funds to start wholesaling, you will not do any deals and will make nothing.Whereas if you get a license and put in the hours, you will eventually make money.

Eventually you may reach someone to talk to face to face.  

Eventually, you will find a banker that will take you under his/her wing.  

., multi-family, portfolio lender, flipping, self-directed IRA, wholesaling) but having bought a home that turned into an investment, I was exposed to property management, tenants, and the tax implications of now owning an investment property.It started several years ago when I purchased my home (townhouse in another state) and eventually moved away, which in keeping turned into investment.

If flippers you mean a wholesaler etc. then it's a waste of time.If you have shown a broker/agent your liquidity and proof of funds then eventually you should get lucky finding someone if you are realistic.I do not work on residential and just commercial.

After I sell my house I plan on renting for a while, but I eventually might want to purchase another primary residence in the future.

If you are thinking of flipping the place, you certainly can't pay more than the amount you would eventually sell it for.  

He' 4 yo now), get him trained on basic carpentry/construction and property mgmt. as a teen and eventually investing.

My motivation is being able to eventually be able to generate a passive income which would replace that from my job.