Keep spending money on it, and if it is not working.. 

No, we can do everything ourselves and not spend more money than we have to.

This lets your HSA grow, and since qualified withdrawals are tax-free, putting more aggressive investments in an HSA can pay off in the long run (similar to the “put your risk in Roth” idea).4.Rollovers & Debit CardsMost brokerage HSAs come with a debit card, so spending isn’t too hard if you ever need to.

You have managed your property for a longtime and spend time doing things because you have time.

I think spending some time and resources on learning the House-hack or Flip strategies would be a game changer.

You can probably spend much less time touring and learning new things than you would in an otherwise unfamiliar market: laws, neighborhoods, tax considerations, etc.Scenario 2: Stay in Place & Buy an Out-of-State Multi-Family Property1. 

before you spend another PMCs time. 

Since he, as the "leader of the pack" has announced that information, which of course influences large numbers of others to follow suit, people who don't want to spend the money for a proper close; well . . . let me change my thought here, from asking a question to making a comment. 

I have a W2 and can survive off it, so I never really needed my RE profits to spend on myself.

If you are going to focus on listings only list ones that are priced well to sell before spending your money.