Interesting evolution and parallels what I was going to do.When I read your first post on EXP and I had the same experience and feeling - too Amwayie and just not my cup of tea.

It is densely packed with trees an I got an estimate of $30K from one contractor.

Truck sales are always booming end of the year for this reason.. but those things you go into debt for and you do have recapture.Flipping  building wholesaling  real estate sales income.. its all taxed.. ergo you need to do pretty well at it. but you need that income so you can buy depreciable real estate that hopefully pays for its self and then goes up in value then you can 1031... also in Oregon think about timber lands in the right area.. you can grow those trees then you can 1031 a timber deed that works slick we have done that.. and still own the land..

He knew a tree guy that removed five trees for $1,250.

-There is a Christmas tree leaning up against the backside of the house.

The problem is that they are squeezing every one in Florida and recently the Senate house is in the process of passing a new bill that will give insurance property the right to refuse full coverage on shingle roof older than 10 yrs.https://www.news4jax.com/i-tea...

People your age usually respond to critiques by rioting.To your point, yeah, probably a move on scenario but, if you can find an attorney that will take it on contingency, you might be able to shake the tree a bit for some remediation.

@Maria Lamb - There are some great 1099 decision tree flow charts out there for free.

It was a farm, owner’s lived on site, third generation property owners, and no hot breakfast but wonderful fruits, yogurt, teas, and muffins were set out. 

You also might have to plant a tree.