I own the property free and clear and am contemplating carrying the note.  

Whenever I'm doing a transaction of significance or contemplating a partnership or JV arrangement I'll use the steps above.

I am meeting with one on Wednesday and am contemplating how I should go about it.

I recommend really analyzing numbers carefully, especially for whatever you contemplate purchasing in the future.

If I were an HML I'd at least contemplate the latter but never the former.

We've also been contemplating buying a condo downtown to Airbnb essentially full time.

@Lynn DeShazoAs others have pointed out, based on the info presented, the contemplated investments does not seem advisable.

I have contemplated contacting the owner and attempting to purchase / pay tax liens.

They included notices that the transfers were exempt from transfer tax and stated why they were exempted (check with your local Registrar or your local Attorney on this issue).This doesn't mean that you can use this approach to 'dodge' the DoS Clause.One important thing I've learned is that you really should read and contemplate the meaning of the DoS Clause in your loan documents. 

We've been contemplating on doing a Cash refinance or Heloc to use the equity in our home for a rehab.