I am looking for my second property and found an off market 2 flat with unfinished basement in a transitional neighborhood in Chicago.

On the side, I am planning on hustling hard and Wholesaling on the side to take over my 9-5 job and then transition that to capital building.

On the side, I am planning on hustling hard and Wholesaling on the side to take over my 9-5 job and then transition that to capital building.

I'm thinking of getting into home inspections to start the transition into the real estate industry.

@Matthew Barnett I got my license because I wanted to transition to RE full time in the next couple of years.

I’m a short term rental property manager if you ever decide to transition any of your Waco properties from long term to short term rentals.

Property has been cash-flow positive  since Day 1, despite one of the tenants losing his job during the sale/transition. 

I think for people transitioning from other careers or unable to go months without pay would benefit from being a part-time agent to see if its what they enjoy before taking the plunge.  

It is an Airbnb specific property management group that has made the transition for me and my partners much easier. 

@Carolyn Leonforte this is awesome and ultimately there is no right answer.From the little information you provided and getting close to retirement, I'd start to get rentals closer to one another so it's easier to manager, so selling one 1031 it into something similar or bigger.I personally took out a HELOC on my properties so I could expand in my area and have immediate cash on hand then slowly sold off my SFRs when I decided to transition the portfolio to commercial.The third option is consolidate all your mortgages into one new mortgage since interest rates are low, which would give you access to cash for growth.