# How Financial Professionals Actually Manage Their Own Money Experts reveal personal investment strategies beyond standard textbook advice in a new book series. - **Source:** [The Big Picture](https://ritholtz.com) - **Published:** 2026-11-05 - **Topic:** [Finance](https://brifing.si/c/finance) - **Original article:** - **On Brifing:** https://brifing.si/s/6ca8f190-f076-46df-a4bd-e69a01ba67a0 ## The Transparency Gap Most investment literature focuses on prescriptive advice rather than personal practice. Brian Portnoy, CEO of Shaping Wealth, addressed this by editing two volumes titled How I Invest My Money. These books feature fifty financial experts who share their authentic, private investment journeys, moving beyond the standard industry advice they typically provide clients. ## Genesis of the Project The project began in 2019 after Josh Brown published a blog post detailing his personal portfolio and venture investments. The response was overwhelmingly positive, leading Portnoy to organize a collaborative volume. Within seventy-two hours of the initial idea, they secured a book contract with Harriman House, eventually compiling fifty unique chapters. ## Permission to Be Honest Portnoy notes that the most significant contribution of these books is providing professionals permission to be vulnerable. While these experts understand technical portfolio management, their personal stories reveal that their actual financial lives involve complex trade-offs between charitable giving, risk management, and emotional security, rather than just simple asset allocation models. ## Diverse Perspectives Included The editor intentionally curated a diverse group of contributors to ensure the book resonated with a broad audience. The collection includes professionals at various career stages, genders, and backgrounds. This diversity allows readers to find voices that align with their own life experiences while discovering perspectives they might never have considered previously. ## Focus on the Why Contributors were given a blank page and a single instruction: explain how you invest your money. Interestingly, most authors chose to focus on the why rather than the how. Instead of listing asset percentages, they wrote about their families, hopes, dreams, and fears, framing capital as financial, temporal, and human. ## A Labor of Love The book series was not designed for financial gain, as there is limited profit in such niche publishing. All fifty contributors provided their chapters without compensation. Portnoy humorously noted that the proceeds were so modest that he could only offer contributors a Starbucks gift card rather than any significant financial reward. ## Stories of Resilience Several chapters highlight how life events shape financial strategies. For instance, Samantha Russell wrote about the profound shift in perspective following the tragic loss of her husband. Her story illustrates that while portfolios and estate plans are necessary, they exist within the broader, often unpredictable context of navigating life’s major tragedies. ## Childhood Influences on Risk The essays reveal that attitudes toward risk are often rooted in childhood and adolescent experiences rather than purely quantitative models. Contributors frequently discussed how their upbringing, whether marked by scarcity or stability, directly influenced their adult approach to managing household finances and their overall comfort levels with market volatility and debt. ## The Mortgage Debate A recurring theme across the chapters is the decision to pay off mortgages early. While mathematically rational models might suggest investing extra cash in the market for higher returns, many experts choose to pay off their homes. This decision is driven by the emotional need for safety, security, and ownership. ## The Role of Cash Holding cash emerged as another common strategy among the contributors. Despite standard advice suggesting an optimal, minimal level of cash to maximize returns, many professionals maintain significant cash reserves. This behavior reflects a desire to answer the fundamental question of whether they will be okay, regardless of market conditions. ## Defining Financial Success The project emphasizes that financial planning is not just about maximizing wealth but achieving funded contentment. By sharing these personal narratives, the authors demonstrate that successful investing is highly subjective. It requires aligning capital with personal values and life priorities, rather than strictly adhering to the rigid, impersonal rules of finance. ## Broader Industry Impact These volumes serve as a bridge between technical financial expertise and the human experience of money. By humanizing the experts, the project provides a valuable resource for regular investors. It encourages readers to view their own financial decisions through a more holistic lens, considering both their emotional needs and long-term goals. ## Sources covering this story - https://ritholtz.com/2026/11/atm-pros-invest-money/ — --- _Summary written by Brifing from the original reporting. Copyright in the original article belongs to its publisher; read the full piece at the link above._