If your company offers a Roth 401k (most seem to now) that is a great way to get Roth assets if you are single and earn over $118k or married and over $186k.The flexibility in accessing tax loss harvesting strategies to offset real estate liquidations later on is huge too.

Additionally, stock market loses during the Great Recession are just paper losses unless you sold in the downturn, which a long term passive investor would not do (aside from tax-loss harvesting).If you want to compare apples to apples, how about comparing your business partner to the 10-year returns of "UPRO," a 4x leveraged S&P 500 ETF, which is up 1517% since 2008 (not including dividends) and is a totally passive investment.To be clear, I'm not trying to argue that stocks are better than real estate investing.

Werehouser   and Harvard and Hancock finance a bunch of it for the bigger operators.but I am talking about private holdings in the 500 to 2000 acre range.. strategically planted and harvested then replanted these are just like any other farm enough to live on that revenue alone.. unlike farming though.. you don't have to work the land.. you can pre commercial thin you can do a Little fertilizing but not necessary.. when you log you just hire a contract logger... some of the bigger mills will manage the sites if they get the wood.. but you don't get top dollar like if you hire your own loggers ..

People figure it out.I can't predict the future, but I can think through my game theory alternatives.The home equity I harvested by selling my San Jose home in 2015 is $X.

WHILE right now you ALSO focus on getting leads via DDM, PPC (any ways where your website is still reeling in leads by driving traffic to your site).The latter will get you deals right now, and the second your site is harvesting leads, you can eliminate DMM or PP (if you wanted) and never have to pay for a lead again.It is like you said... all about smart efficient working your business.

How big do you need your business to be before you start harvesting the fruits of your labor?

Enjoy the house,  give your kids a great experience with good schools and and a safe environment, they grow up, they go away, get married and leave you with a big house to sell and harvest the equity you built up, and then you move to Florida and wait to go meet God, while playing golf and hanging out on the beach.

From there I have the goal of purchasing 2 additional 50+ acres and harvesting the timber; by the end of the year.

Upon landing at Plymouth Rock, they set up a government whereby everyone was given a particular job to perform, farming primarily, on the communal land, and the harvest was to be shared by all equally.

The investment looks like:- a 4.5% cap rate (assuming 30 opex ratio) -that would be debt service coverage ratio constrained so likely 40% equity and 60% debt-low cash on cash rate initially (2% )- high rent growth 4%+ - high exit sale priceThe property won't cash flow significantly but the IRR much higher than the cap rate of 4.5%It's a low risk, moderate return investment.You're still making money but you need to be patient and need to wait to harvest value from the resale.