So hear me out on this and let me know what you think. My dad being the studly man he is bought 75$ of Hanson beverage back in the late 80, early 90s. He forgot about it till his broker called him up 20 years later and Hanson had become Monster! (+7,000) He never sold and now they are getting close to retirement. I was thinking about asking them to let me leverage against their shares by selling weekly very deep out of the money calls. I would collect the premium but if some how it did sell I would cover their tax liability. I think it makes sense as my risk is covering the tax(50k), theirs is if it moons while the contract is out. My gain is the premium and theirs is helping their son and possibly getting out of a large tax liability, with low risk. Let me know what you think!
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