Options Profit Calculator

Andrew Wilkinson shares his strategy for using options as insurance against market downturns and protecting business revenue. Here's the framework:

Core Strategy Overview

  • Buy put options as insurance policy against market downturns
  • Goal is to protect against specific revenue/cash flow risks
  • Think of it like house insurance - pay premium hoping nothing happens, but protected if it does

Implementation Process

  • Use options profit calculator website to model different scenarios
  • Look at previous recession patterns (15%+ drawdown over 2 quarters)
  • Calculate potential payout based on different market drop scenarios
  • Match option coverage to specific business risks (e.g. late payments, lost revenue)

Real Example from 2020

  • Identified $5-10M in potential at-risk revenue from Fortune 500 clients
  • Bought $500k in put options on S&P 500
  • Options would pay out if market dropped 20%
  • Options went from $500k to $7M in value during COVID crash
  • Sold initial position but then lost money trying to rebuy protection

Key Lessons

  • Don't view temporary gains as permanent - stick to insurance mindset
  • Match option protection to specific business risks
  • Focus on sleeping well at night vs trying to profit
  • Consider buying puts on publicly traded companies similar to your business
  • Use as protection against broader economic risks affecting your sector

Risk Considerations

  • Can be viewed as "gambley" but structured properly acts as insurance
  • Need to be willing to lose premium paid
  • Don't get caught up in trying to time market perfectly
  • Focus on protection vs speculation

The core principle is using options strategically as downside protection rather than for speculation or profit generation.

01:08:48 - 01:09:24
Full video: 01:23:49
AW

Andrew Wilkinson

Co-founder of Tiny

Wilkinson is the co-founder of Tiny Capital, which owns companies including AeroPress, MetaLab and Dribble. He is also the co-founder and chairman of WeCommerce, a holding company that starts, buys, and invests in the world’s top Shopify businesses.

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