ok, I guess I'm the first to step up to the plate. Not sure about the big player moniker, but thank you for your kind words. :)
First, your decisions are going to be based on an additional number of variables including your job requirements, how much time you actually have to put into your pursuit, your personality profile, risk tolerance, etc.
Make no mistake this is not a matter to take lightly, I'm not going to just give you the "just do it, rah-rah" pitch today. (That's only on Fridays😜.. Today is thoughtful Thursday)
One thought I wanna throw out there before going into the different scenarios is, that it all starts with your home. (Or another way of putting it, first, make sure your own house is in order)
This has two parts to it:
1) when I first started this biz, it was 5 adults 3 dogs living in a motel room. (Some may have read the story) I had received my Carlton sheets course and had devoured it because there was no other option.
Still wearing diapers, (in terms of experience... Not literally) I went fearlessly after my instinctive favorite type of deal, multi-family.
I actually got several contracts on a number of properties ranging from 8-15 units. I then went seeking financing from the only place I knew to look, hard money guys in the yellow papers and in the classifieds. (Btw, Though I truly feel that carlton's course is one of the most comprehensive beginners course, he was still guilty of the gurus dirty little secret. "It's as simple as they say, just not as easy." He taught me how to buy "no money down," he didn't teach me how to fund it.
I went to this particular lender pitching a 12 unit apt building, and he looked at me intently, sizing me up and down.
"Son," he said. "Do you own your own home?"
"No sir," I had to respond. (Still living in a motel)
"Why don't you start there first."
>Ouch< Not the answer I wanted to hear, but there was honesty in it. And though I didn't get that deal funded with him... Or anyone for that matter. But the happy ending is that a few years later, I did over a million dollars in business with him.
The second part is more directly to you. My mentor said it best when he told me, "make sure in all of your deals and dealings, that if everything goes wrong, you still have a place to lay your head."
He explained that he was willing to risk almost anything in a deal, but his house. He kept that separate so that if it all went bad, he would still have that.
Just a thought.
Now onto your scenarios.
1) I am a huge fan of 2-4 unit properties. And I wouldn't be too concerned about your stature. Some of the most intimidating people I know are 5 ft women.
2) the purchase of a hud home, living in it till you sell it is probably the least risky strategy you have outlined. It goes along the line of what I just mentioned, if it all goes wrong, you still have your place to lay your head. The only issue is that it could become tedious having to move so frequently.
In all, this is probably my favorite scenario for you. As that lender said regarding my own home, "why don't you start there."
You can "practice" on your hud home at working with your contractor, buying your materials, etc. knowing that if it all goes wrong, it's still your place and will not just be a dead asset.
34567) all of these are sound options, You just need to determine what works best for your risk tolerance. With the exception, I still believe that JVs, if with the right person can be the best way to jump through your learning curve.
Ok, so I hope this helps. If you need a sounding board, please feel free to PM and we'll talk.