Make sure the HOA is healthy and reserves are strong when researching communities.Regarding the Tenant, don't feel bad about raising rents. 

Hi Chandler,Nice work on taking action on the feedback your received and working that savings goal to get started   @Thomas S. pointed out that $25k doesn't seem like enough, and I would agree it's not much to fund your down payment and have a healthy reserve. 

If you can find a condo with an active HOA and one that has a healthy reserve and is run well, condos are amazing investments.  

Would like to grow a healthy cash-flow portfolio in the next 5 years to supplement (or completely replace) retirement.

I'm in analysis paralysis... but I think it's definitely necessary for a newbie to calculate and proceed with healthy caution.

Over time, the stock market will provide healthy returns, but it comes with lots of volatility (ups-and-downs).

I do, and I smile all the way there.

If all of the units are dated, assume a healthy number for regular repairs, and assume at least 1 major and 1 minor appliance to be replaced yearly for the whole building. 

You can say almost anything to a total stranger as long as you have a smile on your face and love in your heart.

My girlfriend and I were happy, we’re moving up the ladder - all smiles.