Every time my dad asked me if he should make an offer on x house or y condo I said Do It! I was 12 and 17 years later he hasn't made a single offer still.
My first deal, I was in Germany, remotely helping my (then) fiancé to buy a 4/2 in Florida in 2017, as a college student. 2 years later I moved in with her and throughout our time we house hacked to cover the mortgage.
2020, Covid made us move up the East coast where we bought a Duplex. Living on the first floor in a 1/1 arrangement, we run the 2nd floor as an Airbnb. Paid for the entire mortgage last year.
Literally one month after closing our new neighbors and now friends (tenants) told us their landlord would sell that Duplex, NEXT DOOR! It took us 5 month to close (March '21), and me another 12 months to fix up both sides. I had no choice but to say yes to this opportunity and my partner encouraged it. I experienced so much joy and so much frustration during those months. All worth it.
We just bought house No 4. One a year is the goal, for now. I am working on my MHIC/GC license and getting our next STR ready, while building a professional STR team and looking for business partners to build an STR portfolio that could fill a market niche we have discovered.
I have been fortunate to bump into like-minded people who are on similar journeys. They give me the motivation and tips to so what it takes.