@Craig Curelop - My first house was a house-hack in Pensacola, FL. I actually had not heard of BiggerPockets at the time, and my analysis has definitely matured since this first purchase. However I still hold on to it today (now its a full time rental as I moved to San Diego, CA).
Location: Pensacola, FL
Property Description: 3/2 1250 sqft new construction home in a cul-de-sac neighborhood north of town. I was moving down to Pensacola for the military, and I knew real estate would be a great long term investment.
Price: $139,000, Financed on a 15 year VA Loan - I put $20,000 down and got a rate of 2.25%. PITI comes out to $950/mo.
Strategy: While I lived there I rented out two of the rooms to buddies from work. I was able to get $1000/mo in rental income which offset the entire mortgage. After utilities I paid around $150/mo to live in the property.
Outcome: I got orders to move after about a year and a half. The Pensacola realty market has appreciated significantly since I purchased the home. It looks like I would be able to get high $140s if I were to sell today (although that is just a "paper gain"). I still hold onto the property and I rent it out for $1200/mo. After expenses and a reserve for future repairs I about break even. However, since the home is on a 15 year note, my principal pay-down is about $8000/yr.
What I would have done differently: If I were to do it again, I would have looked harder to find a multi-family that I could control with the same down payment (or lower - utilizing the VA loan) and amortized it over 30 years to increase my margin of safety for unexpected expenses. Although I don't get a huge amount of cash flow from this property, it provided a great education in rental property investing and spurred me to find BiggerPockets and continue down this path.