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.

I have replanted thousands of acres of timber land we harvested.. you replant at 300 tree's to the acre with the hopes that you have a 20% survival rate.. like anything you can buy different sizes and quality of replant tree's we always chose the 3 and 1s  ..

This is a great read and one we will harvest information from to jump start our REI journey.If anyone is in the Southern California area and would like to connect, please shoot me a message.

it is just unfathomable as to the steps one has to take to get a commercial harvest permit in CA.. this is why all the big timber companies left and sold out.

And as any farmer will tell you in order to have a harvest you have to first plant something.

Loss harvesting or low tax positions first2.

If you have loss-position assets (ie stocks, bonds, etc..) talk to your CPA to see if the year of deemed sale will be a good time to sell the other assets and thus harvest the losses.

Otherwise, you might just buy from him in stages over time...Does he have any other capital investments that he can tax loss harvest?