You are converting their tax free gain in to a taxable gain.

Because of the nature of a tax lien, it would be difficult to obtain financing from a commercial lender secured by the tax lien itself.  

Any advice on what setup is easiest and most tax advantaged?

I know the tax hit isn’t ideal, but I’m wondering if the long-term cash flow benefits outweigh the opportunity cost.

After that is done, head over to IRS.gov and apply for your EIN (Tax ID).

The premiums are made with after-tax dollars and the cash value in the policy he grows tax-free And can be access tax-free. 

State tax regulations are typically able to be researched by any CPA worth his/her salt. 

Is it allowed to purchase a property with our primary home that has a detached ADU on the same tax lot.

Transfer Fees or Property Tax Reassessment Some states impose a transfer tax or reset the property tax basis when property ownership is moved into an LLC.

.- Triple Net Lease Costs: Rising property taxes, borne by the tenant, add financial strain.- Increased Competition: Discount retailers such as Walmart, Target, Aldi, Dollar Tree, and Family Dollar provide alternatives that attract budget-conscious shoppers.A Closer Look at Worcester’s Retail LandscapeA brief examination of supermarket properties in the area highlights financial and logistical challenges:- 29 Sunderland Road: Built in 1960, this 46,050-square-foot property sold for $4.1 million in 2022.