@Trent M.
99% of all REI investors want to be where you are. Two deals under your belt. You have gotten past the Big One, jumping off the cliff and getting in.
Thus something is wrong. You have gotten past the hardest part of REI. Financial Independence doesn't seem to be a target for you. Plus your investments are fully paid off, as noted above, that doesn't fit with REI, which is about leverage.
You might be a Med student who is just starting their Internship, and wants to dedicate themselves to their career. Could be a MLB player who just got called up. Who knows. Not going to try to convince you to stay in REI.
So lets do Stocks. You want a 10% return. Although you said the S&P500, lets use the Dow since more people have a historical sense of it.
34,000 Today.
37,400 10% year from now
41,140 10% 2 years from now
45,254 10% 3 years from now
You got to love compounding on a spreadsheet. This assumes you don't take any out and don't pay taxes "yet".
But lets go back to the S&P500 and lets reference it since you mentioned investing in it. Currently the P/E for the S&P500 is say 37. That means the Price is $37 versus an earnings of $1 before tax. Used dollars as a reference point. Lets tax affect it, whereas for REI, I would try not to pay taxes (1031, Die, Refi- cash out). Tax affected P/E ratio is 37/.75= 49, we will call it 50 to make the following math easy.
Lets compare it against REI. For magnitude several options for REI investments.
$50,000 investment and annual return of $1,000 Appreciation and cash flow
$100,000 investment and annual return of $2,000
$200,000 investment and annual return of $4,000
$300,000 investment and annual return of $6,000.
Summary:
If you expect the Dow to reach 45,000 from 34,000 then you should invest in the Stock Market. Please note the S&P 500 has been three times higher than it is right. Make sure you understand what caused that home run.
If your rental properties, both Appreciation and Cash flow are making less than $6,000 on a $300,000 investment, then you should divest into the stock market, disregarding the tax implications.
Realize you want a less Passive investment and a lot of the BP team could point you to solutions on your current investments. But that doesn't seem to be your objective.
If it was me and I wanted to get out of REI, I would go totally to cash immediately. Do you have the strength to "Sit" on it for about 3 years? Then pick up the pieces after a financial downturn.
Options:
1. The economy was already hot. Now throw $3 Trillion of gas on it with Transportation, Covid, Shipping and Labor issues, we will go into hyper inflation. Great time to buy long term bonds at 18% interest. My worst financial decision ever was not dropping out of college and doing $2,000 per year IRA's at 18% fixed. Problem, your sitting on Cash, which will devalue.
2. Go to silver when it hits $14 again and then sell at $25, 1 year later. Not Gold. This play only occurs about every 10 years, thus you need a job so you don't get bored.
3. Invest in ?????, but that takes a totally different skill set than any of the above options.