Are they still generating $70k/yr? How many properties are we talking? I personally prefer investing in the stock market vs. property, because 1) property taxe

Are they still generating $70k/yr? How many properties are we talking? I personally prefer investing in the stock market vs. property, because 1) property taxes, 2) tenants, 3) things break, etc etc. But others won't share that opinion. If you like property, you can also invest through REITs, which are publicly traded real estate funds that pay dividends. One reason why I would not sell these houses is potentially taxes. Are you liable to pay capital gains tax on these? Or was the counter on those gains wiped when you inherited them? With interest rates being low, asset prices tend to increase fast(er). So if possible I might consider selling them. Depends on the property, city, location, etc. $1.5m is still low enough that you can achieve above average returns by investing well in smaller deals and/or individual stocks, i.e. 10-30% a year. If I were you, I'd throw in the towel at your job and start learning how to invest your capital properly. And once your money is working for you, you can explore other entrepreneurial projects. Invest in what you know, i.e. public technology companies, or buy a small tech company with some equity down + an SBA loan, etc etc. Put some of it in an S&P fund after a market decline. But take your time, don't rush it. A little capital can go a long way. You're free, congratulations. Most people don't ever get there. Just keep reinvesting your profits, it snowballs faster than you realise if you don't blow it all on useless stuff.