TLDR: Buy a duplex. Live in one side. (A VA, BRRRR-ish story)
I'm trying to figure out my 3rd! But what might help some here from my experience is how I got to my modest level.
My current situation: I have a (previously house-hacked) duplex and now a SFH that I'm rehabbing. Becoming an investor was easy for me because I was too poor to not be! Really, I couldn't find a SFH in my budget that didn't need to be gutted, and because I was using a VA loan, it had to pass the VA appraisal process.
So I switched to multifamily and lucked out with getting the second duplex I looked at. The tenant on one side covered the mortgage, taxes, and insurance, and I could focus my money on rehab. I can't think of a better first experience (except for the tenant's some time live-in boyfriend, baby-daddy felon).
The second property came from walking the dogs. We were finishing up the rehab of the duplex side we didn't live in and saw that a house about 5-6 doors away was up for sale. We checked it out, and loved everything but it's need for smoker remediation. Walking back a couple doors, when ran into the corner lot neighbor who was putting his FSBO sign out to take advantage of the traffic. We talked, walked through the house, and made an offer.
This was another VA loan, so it took about a month to close. After moving in, I rehabbed the duplex side we had been living in. Now I'm working in the SFH. Getting another property is going to be tricky.
1) I had already refinanced the duplex before finishing all the rehab. The rates (beginning of Covid) were too good to pass up with all the equity sitting there from 5.5 years). That funded completing the rehab and closing on the SFH. Now that it's done (November), I can't refi as a VA loan because it's not my primary residence.
2) I'll have to complete rehab on the SFH, refi it as a VA loan and use to refi the duplex as a commercial loan (I think).
3) Then I may be able to go get another property using a VA loan as long as it's my primary residence.
4) Then rent out the SFH.
It's not your standard BRRRR, but you work with what you'v got.