Author: Terence Critchlow

Now that you’ve established your goals and overall investment strategy, it’s time to translate them into actionable tactics. This chapter will guide you through creating your investment thesis—a personalized framework that will serve as your financial compass for years to come. In particular, you need to establish your ideal: Design Your Portfolio Allocation The fundamental…

“The most important investment you can make is in yourself.” — Warren Buffett Once you understand the goals for your investments [1] it is time to clarify your overall investment strategy. Building on the work of my mentors [2], I have identified five dimensions that combine to form the space of possible investments. Consider these…

While having a full-time job with a substantial paycheck is great, you are still trading your time for money. In order to break your paycheck dependency, you need to develop a strategy that puts your hard earned income to work for you. This article provides the first step in developing your personal investment thesis. At…

You’re likely familiar with the challenge of evaluating investment opportunities. With sponsors presenting different metrics to showcase their deals, it’s crucial to understand which numbers truly matter for your investment decisions. Recently, Yield on Cost (YoC) has gained popularity, with some sponsors even suggesting it should be the primary metric for evaluating deals. But is…

As passive real estate investors, we often focus on the numbers – IRR, equity multiples, and cash-on-cash returns. But I’ve discovered that a sponsor’s communication patterns can tell you more about their operational excellence and investment philosophy than any pro forma. Recently, I’ve observed two concerning trends in sponsor communications that every Limited Partner should…

One of my favorite asset classes for cash flow is notes – also known as mortgages, hard money loans, or private money loans. Think of it as becoming the bank – without the bureaucracy. There are two common ways to invest in notes. The first is to invest directly in a specific note against a…

You’ve heard the conventional wisdom – “never sell your real estate investment” – but is that always the right move? Spoiler alert: It’s not. Absolutes are rarely your friend. As with any professional activity, real estate investing requires continuous optimization, strategic thinking, and a willingness to evolve your strategy.  As an investor, you need to…

For many successful tech professionals, the idea of starting a side gig can be both appealing and confusing. While your day job provides a comfortable income, you might find yourself drawn to additional ventures – whether for passion, profit, or both. However, before diving in, it’s crucial to understand what truly drives this desire. From…