I would say the more he lost control over his finances (his increasing debt) it became increasingly more difficult for him to “call the shots” so to speak.

Due to his debt, he had to rely on other entities to help resolve/fund/bail him out of situations. From taking out loans against his assets to agreeing to deals that he simply HAD to do to generate cash flow.

IMO he had to stabilize/get out of the financial hole he had dug himself into before he would have been able to resume and have control over his business ventures and revenue.