Ted Oakley has developed his knowledge through over more than three decades of assisting former business owners as they take steps to reach the next level in their life. These books are a guide for that next level.

The Psychology of Staying Rich

Strange as it may sound, holding on to wealth often turns out to be harder for families than getting it in the first place. The majority of wealthy Americans fail to keep their fortunes in the family for more than a single generation — and many don’t make it that far.

Crazy Time


Navigating confidently through the first critical year after selling your business, “Crazy Time” addresses each of the areas where the partners at Oxbow Advisors have seen newly liquid business owners face trouble.

Danger Time


The follow up to “Crazy Time” details the “Danger Time” that business owners face in the second and third years following a sale.  It warns investors of the dangers posed by overconfidence and ego.

$20 Million & Broke

“$20 Million and Broke” explains why and how the most accomplished entrepreneurs, business owners, celebrities and those who inherit or win great fortunes often fall prey to their own flaws, foibles and failures.

Rich Kids / Broke Kids

Rich Kids Broke Kids Ted Oakley Oxbow Advisors

“Rich Kids, Broke Kids – The Failure of Traditional Estate Planning”, is a family’s guide to raising children who can comfortably and capably handle the responsibilities and privileges of inherited wealth

You Sold Your Company


“You Sold Your Company” offers incisive and a sometimes surprising analysis of the emotional impact of selling a company – and the life changes that usually come with it.

Wall Street Lies


In Wall Street Lies, Ted Oakley, Pat Swanson and Trey Crain deliver the message that we all know to be true: Wall Street firms have their best interest in mind and, unfortunately, not yours.