diversification

TFP #037: Covered Calls - A Case Study

Read Time: 4 minutes

Welcome to the 37th edition of the Tech Financial Planning (TFP) newsletter

If you have a big bunch of company stock, figuring out what to do with it can be paralyzing

While the textbook answer is to sell most (all) and diversify, that is easier said than done.

In this newsletter, we’ll break down a case study of how we are using covered calls to diversify a client’s holdings while generating thousands of dollars in income

TFP #031: A Framework For Your Equity Comp

Welcome to the 31st edition of the Tech Financial Planning (TFP) newsletter.

If you Google “what to do with my equity compensation” you get 823 million results!

How the heck are you supposed to make a good, wise, financial decision?

Particularly if you are new to equity comp or have more complex situations? 

In this newsletter we’ll break down a framework for making decisions for your equity comp and review 3 specific scenarios with some real life examples.

TFP #027: A Strategy To Generate Income On Your Concentrated Position

Read Time: 5 minutes

Welcome to the 27th edition of the Tech Financial Planning (TFP) newsletter.

If you have a big bunch of stock in one company, one of the hardest decisions is to deciding when to sell.

For tech professionals with larger, concentrated positions, covered calls can be a great strategy to generate some extra cash, while limiting some downside.

In this newsletter, we’ll break down what covered calls are, why you would use them, go through a rough framework, and run through an example.

TFP #026: Price Targets Beware

Read Time: 5 minutes

Welcome to the 26th edition of the Tech Financial Planning (TFP) newsletter

A prospect refused to sell his company stock because all the analysts said the stock would go up another 25% in the next 12 months.

Enter 2022 - the value of the stock dropped over 50% and cost them over $500,000

In this newsletter, we’ll break down why I believe price targets are useless at best and how they can lead to poor investing decisions

TFP #019: How Much Is Enough?

“If you have no idea how much is enough, you’ll never be satisfied with what you have.”

-Ben Carlson

I met with an employee of a publicly traded tech company earlier this year. 

Over the past few years, the value of their company stock soared, and at the beginning of this year it was worth over $6 million.

But their company stock has been crushed this year and they never sold.

The value of those shares today is less than $1 million.

TFP #009: Is Your Company Stock The Next Titanic?

Welcome to the 9th edition of the Tech Financial Planning (TFP) Newsletter

So you have a big chunk of money in your company stock.

Through hard work, good fortune, and some solid equity awards, you’ve built up a nice nest egg.

You’ve done well for yourself, so why should you sell (hint - the Titanic was supposed to be unsinkable)?

In this newsletter we will go over the real risk of concentrated positions, how to think about holding one, and some thoughts on selling.

TFP #006: Planning For Double-Trigger RSUs

Welcome to the 6th edition of the Tech Financial Planning (TFP) Newsletter.

I was talking with someone on Linkedin and they were asking about getting RSUs at a private company.

How the heck does that work exactly?

Hello double-trigger RSUs

In this newsletter we will go over what double-trigger RSUs are, how they differ from “traditional” RSUs, and some important considerations.

TFP #003: Diamond Hands or Diversify?

So you just had some RSUs vest.

Should you sell and diversify or hold onto the stock (diamond hands - to the moon!)?

Enter the great financial planning mantra of “It depends.”

In this article we will go over some important considerations for your RSUs, some reasons you might diversify, and some reasons you might hold.