Seek for condominiums with comparable renovations and evaluate the impact these upgrades have had on the selling prices of those properties.Rental Demand: While renovations might increase a condo's appeal to prospective tenants, especially in the Section 8 leasing market, it's important to assess if the cost of the improvements can be recovered by the anticipated rental revenue.

I would think of it in terms of how long it would take to recover the taxes.

The notion that the market might not recover until 2027-28 is speculative; real estate investing requires patience, with well-located, well-managed properties appreciating over time.5.

We are looking to work with a collections company to recover owed money from them.

That will get taxed/recovered at up to 25% as well.

The answer is every penny they can possibly recover from you including your rental properties which are not protected the same way a primary residence is. 

This negative position can consume years of cash flow to recover.

California caps what the landlord can recover when a tenant breaks a lease; they can only recover the actual damages suffered because of the termination of the lease.

Oopsies in retirement are harder to recover from.One other option (either with 1031 sales or not) would be to sell your primary and take that exclusion tax-free. 

When you don't find out about damage or poorly done repairs until move-out the damage may exceed the deposit and you might never recover the cost.