In this episode, we talk to Steve, who recruited us to chime in on whether he is ready to retire. His net worth sits at about $1.7 million, including $30k in a college fund, $760k in brokerage accounts, $1.4 million in real estate, with about $900k in equity. He has eight rental properties that cash flow about $1,000 a month. Is he ready to pull the trigger? We go through his concerns and all the details.