Investments

A Tax Tale: The Story of Reporting Income Taxes From Stock Compensation

A Tax Tale: The Story of Reporting Income Taxes From Stock Compensation

Sarah, a savvy pharmaceutical executive, has accumulated Non-Qualified Stock Options (NQSOs) and Restricted Stock Units (RSUs) as part of her compensation package. Sarah had always been meticulous with her finances and records of her stock option grants, exercise dates, and the fair market values at the time of exercise. As her stock compensation vested over the years, she knew proper tax reporting was crucial to avoid any IRS headaches.  

Why Investing is so Difficult

Why Investing is so Difficult

Buy low, sell high. This four-word phrase is the only thing you need to know to invest successfully. Why, then, is something so simple as buying low and selling high such a difficult skill to be successful at? The answer is that we all have emotions that drive our investment decisions.

Understanding the Pros and Cons of Rental Property Ownership

Understanding the Pros and Cons of Rental Property Ownership

A common question I often hear from clients considering purchasing a rental property or who may have just inherited one through the passing of a family member or divorce is whether they should manage the property themselves or hire a professional management company.

High Rates Don't Put the Brakes on Stocks

High Rates Don't Put the Brakes on Stocks

Some investors have asked if stocks make sense in a world where short-term US Treasuries yield north of 5.5%. 1 While a notable relationship exists between high short-term interest rates and stock market returns, it's important to understand that correlation does not imply causation. Here's a breakdown of the dynamics:

Why Stock Valuations Are Not Predictive of Future Portfolio Returns

Why Stock Valuations Are Not Predictive of Future Portfolio Returns

Financial markets are complex and unpredictable. Valuation metrics, such as price-to-earnings (P/E) ratios, enterprise value-to-EBITDA, and the price-to-book (P/B) ratio, have traditionally been seen as indicators of a stock's intrinsic worth and, by some, predictors of future returns. However, the belief that valuations can reliably forecast future markets deserves a deeper investigation into why they may not serve as a crystal ball for investors. 

Three Questions Answered Regarding your Company's Restricted Stock Units (RSUs)

Three Questions Answered Regarding your Company's Restricted Stock Units (RSUs)

A Restricted Stock Unit (RSU) is a form of compensation that some companies use to reward their employees. RSUs represent a promise to give an employee a certain number of shares of company stock at a future date, typically once certain conditions are met, such as a specified vesting period or performance goals. RSUs are a common form of equity-based compensation used in publicly traded and private companies.

3 Reasons Every High Net-Worth Family Should Fund a Health Savings Account

3 Reasons Every High Net-Worth Family Should Fund a Health Savings Account

Health Savings Accounts (HSAs) are not only a savvy investment option but also offer numerous benefits, especially for high-net-worth families. An HSA is a tax-advantaged savings account designed for individuals with high-deductible health plans (HDHPs) to help cover out-of-pocket medical expenses. While the utility of HSAs is universal, they hold advantages for high-net-worth families and have steadily grown in popularity since their inception.

How Money Can Buy Happiness (Part 2)

How Money Can Buy Happiness (Part 2)

Earlier this year, I explained two principles you can follow to obtain the most happiness from your spending https://www.highlandplanning.com/learning-center-1/how-money-can-buy-happiness-part-1. In today’s article, I will cover three more concepts that can help bring more joy in your life with your spending. Below are the five principles outlined in the book Happy Money.

A Look Back at The First Half of 2023

A Look Back at The First Half of 2023

The S&P 500 index rose 16.9% on a total return basis over the first half of of 2023. If you factor in July, the index is up over 20%. After a challenging year for investors in 2022, when the index lost almost 20%, it’s hard to complain about this year’s progress. With the S&P nearly doubling the long-term average annual return in 2023, it’s easy to say the market is healthy and all companies are doing well, right?

The Pass-Through Entity Tax

The Pass-Through Entity Tax

The "Tax Cuts and Jobs Act" (TCJA) of 2017 brought a significant shift in the taxation landscape for individuals and businesses. One of the changes was the $10,000 cap on deductions for state and local taxes (SALT). This limit impacted the tax strategy of many high-tax states, pushing them to find ways to mitigate the impact of this cap on their taxpayers.

Investment Diversification Strategy: Just How Diversified Are You?

Investment Diversification Strategy: Just How Diversified Are You?

One of the most fundamental principles of investing is diversification. Diversification does not overload your portfolio into any investment but instead spreads the risk across different areas. Ideally, your portfolio is invested in several diverse types of investments, but as you'll see below, there is more to diversification than buying stocks, bonds, or funds.

The World Wide Web 30 Years Later

The World Wide Web 30 Years Later

April 30th marked the 30th anniversary of the World Wide Web being introduced to the public for the first time. Tim Berners-Lee was a 37-year-old researcher at CERN, a physics lab in Switzerland when he created the first website and launched it on the Web as we know it today. 1.8 billion websites later, Lee's invention has revolutionized the way human beings interact and learn on a global scale.

Solar Energy Tax Incentives: What's New for 2023?

Solar Energy Tax Incentives: What's New for 2023?

According to the Department of Energy's SETO (Solar Energy Technologies Office), provisions included in the Inflation Reduction Act of 2022 will reduce the cost of installing rooftop solar by an average of $7,500, with taxpayers expected to realize an additional average savings of $9,000 on their electricity bills over the system's life.

Investing Significant Amount of Cash: Lump-Sum Investing vs Dollar-Cost Averaging

Investing Significant Amount of Cash: Lump-Sum Investing vs Dollar-Cost Averaging

Investing can be a daunting task, especially when you have a significant amount of cash to invest. One of the most crucial decisions is when to invest. Should you commit all at once or spread out your investments over time? This article will discuss the two primary investment strategies: lump-sum investing and dollar-cost averaging.

What Happened to Silicon Valley Bank (SVB)

What Happened to Silicon Valley Bank (SVB)

Revelations around the collapse and government takeover of Silicon Valley Bank (SVB) dominated the news over the weekend. Except for the distractions provided by March Madness brackets and the Oscars, the word of failing financial institutions brought back bad feelings for everyone. Ironically, the film Everything Everywhere All at Once not only swept the Oscars but aptly describes the swiftness in which SVB collapsed.

Don’t Look at 2023 in the Rearview Mirror

Don’t Look at 2023 in the Rearview Mirror

As we head into the new year, when it comes to financial markets, some people may expect more of the same as in 2022—essentially overweighting recent events compared to historical events. This is a behavioral issue known as recency bias and may cause people to make bad decisions with their money.

A Tulip by Any Other Name: The Collapse of FTX and Crypto Markets.

A Tulip by Any Other Name: The Collapse of FTX and Crypto Markets.

The first investment speculative bubble was the tulip bubble of the mid-1600s. The details are debatable, but from 1634 to 1637, a speculative bubble developed on future contracts for new tulip varieties in Holland. Prices snowballed, reaching ten times the annual salary of a typical tradesman of the day. By February 1637, the market had collapsed. The tulip mania of the 1600s resulted from a mass hysteria for new varieties of tulips developed in Holland after the flower had been introduced to Europe only a few decades before.