Investing with my Dad - Different Investing Time Lines

[Andy DeFruscio]

So my father and I currently own a couple Duplex's together and are looking to buy another investment property. We are at very different points in our lives and I am wondering if we should keep investing together. My dad is 54 years old, plans on retiring at 62 and lives in NY. I am 28, just getting my professional life as a Real Estate agent under way and living outside Charlotte NC. Speaking with my dad it seems like we are both looking for a good cashflow property but I am just curious what peoples opinions were on having the same investment strategy even though we are at such different points in life. I have been looking at cheaper houses that will cash flow good but I know these properties will probably not appreciate much. Does this sound like a good strategy for someone in their 20's as well as their 50's?