But the learning curve is steep and I'm years ahead of you...I have systems in place to deal with this stuff that will take you years to develop yourself.

I apologize if I wasn't clear on my question, I didn't really go into my plans for how I would invest as I didn't think it really pertained to my question, yes I know I should not purchase a rental using a HELOC and certainly that wasn't the plan.Whether it be a flip or brrrr, I would use some investment vehicle that would allow me to pay back the money.Roll into as when I purchase my next primary home, use the equity towards the house.The premise of my question was just is owning a home expensive enough now to where it'd be worth putting more money towards it when purchasing to lower payment/pay off quicker, or would it still be worth it to use all of that money towards other real estate. 

I don't want to say I have knowledge like a professional but I have been learning about real estate for two years now and was considering getting my license I had taken those courses but some things happened and I ended up not getting it right now I want to start with wholesaling real estate for other personal reasons to get a head start on experience.

This way, maintenance, repairs, and taxes are the responsibility of the new owner, while you continue to collect principal and interest, potentially as tax-free income.I'm not a CPA, just a heads-up 😄, but you could possibly avoid capital gains tax with this approach.

All are current on preferred returns and I’ve had one liquidity event ahead of schedule.

It's also a good idea to check with the bank ahead of time to see if they have any specific requirements.

@Andy GibsonI can go ahead and eliminate 1 and 3 for you.  

@Michael P.Sure, as long as you don’t mind if I go ahead and increase the list price by 25% first!

If you do those three things in life and business, you're already ahead of the pack ;-)

If you have all your vendors ready to go ahead of time and ways for them to get into the home if the tenant isn’t there you should be ok.