Meet Jim Hollon
James R. Hollon was born in 1924 in Headland, Alabama, and has lived through some of the most defining moments in modern American history.
As a young man he served his country during World War II, part of the generation that helped preserve freedom during one of the most dangerous periods the world has ever known.
After the war, Hollon built a long career in business and financial planning, advising companies and individuals while developing a deep understanding of long-term investing, discipline, and risk management.
Later in life, he began writing books to share the lessons he believes are most important—not just about money, but about life, responsibility, and moral clarity.
Now more than a century into life, Hollon continues to reflect on the principles that helped shape both personal success and national prosperity.
The Jim Hollon Story
A Century of Experience
Few people alive today have witnessed the extraordinary changes that have taken place in America over the last hundred years. James R. Hollon is one of them.
Born on July 5, 1924, in Headland, Alabama, Jim Hollon entered a world that looked very different from the one we know today. Automobiles were still a novelty in many towns, telephones were rare in rural communities, and the United States was only beginning to emerge as a global power.
Like many Americans of his generation, Hollon grew up during the hardships of the Great Depression, a time when families relied on resilience, discipline, and hard work simply to get by. Those early experiences helped shape the values that would guide him for the rest of his life—values rooted in responsibility, honesty, and perseverance.
Answering the Call
As a young man, Hollon answered the call to serve his country during World War II.
The war defined an entire generation of Americans who understood the meaning of duty and sacrifice. Millions of young men left their homes, families, and careers to defend freedom across the globe.
For Hollon and many others, the experience of war reinforced the importance of courage, discipline, and teamwork—lessons that would influence how they approached life long after the conflict ended.
That generation returned home determined to build something better: stronger families, stronger communities, and a stronger nation.
Building a Career
After the war, Hollon entered the business world and spent decades developing experience in finance, corporate planning, and investment strategy.
During those years he worked closely with businesses, organizations, and investors, studying the patterns that separated success from failure. Over time he developed a deep appreciation for the importance of long-term thinking, disciplined decision-making, and careful risk management.
One concept that particularly influenced Hollon’s thinking was the work of economist Harry Markowitz, whose Nobel Prize–winning research on diversification transformed the way modern investors think about risk.
Markowitz demonstrated that properly diversified portfolios could help reduce risk while pursuing stable returns. Hollon recognized the practical wisdom in this approach and became a strong advocate of disciplined, diversified investing strategies throughout his career.
For Hollon, successful investing was never about speculation or chasing the latest trend. It was about patience, structure, and long-term discipline.
A Lifetime of Lessons
Over the years, Hollon observed not only financial markets but also the broader patterns of human behavior.
He saw how discipline often produced stability, while short-term thinking frequently created unnecessary problems. He saw how strong character built trust, and how the absence of trust made cooperation difficult.
He also saw how societies depend on shared standards—clear understandings of what is right and what is wrong.
These observations slowly evolved into a set of principles that Hollon felt were worth preserving and sharing with future generations.
Becoming an Author
Later in life, Hollon decided to begin writing.
Rather than keeping his experiences and ideas private, he wanted to document the lessons he had learned from decades of business experience, financial study, and life observation.
His books reflect several themes that run consistently through his thinking:
• The importance of character and responsibility
• The value of disciplined investing
• The need for long-term thinking
• The importance of moral clarity in society
These ideas appear throughout his books, including:
Right and Wrong: The Line Is Still There
Raisins in the Squash
Smart Investing
The Deferred Compensation Plan
Each book explores different aspects of Hollon’s philosophy, but together they form a broader reflection on life, leadership, and the decisions that shape both personal and national outcomes.
A Concern for the Future
Even after more than a century of life, Hollon remains deeply engaged with the challenges facing the country he loves.
He believes that strong societies depend on citizens who value responsibility, honesty, and accountability. He has also expressed concern about issues ranging from national security and immigration policy to the economic pressures facing American businesses.
In his view, preserving the strength of American institutions requires thoughtful leadership, responsible policies, and a continued commitment to the principles that helped build the nation.
These concerns are not rooted in partisanship, but in a desire to see the country continue to prosper for future generations.
A Century of Perspective
Living through more than one hundred years of history provides a rare perspective.
Hollon has seen economic booms and recessions, technological revolutions, cultural transformations, and global conflicts. Through all of it, he has remained convinced that the most important principles in life remain remarkably consistent.
Character matters.
Responsibility matters.
Truth matters.
And, as he often reminds readers:
The line between right and wrong is still there.
Passing the Lessons Forward
Jim Hollon did not write his books to criticize or lecture future generations.
He wrote them to share experience.
His hope is that younger readers—whether they are building careers, raising families, managing businesses, or making financial decisions—might benefit from lessons learned across decades of real-world experience.
Wisdom gained over a lifetime becomes far more valuable when it is passed forward.
For Hollon, that is the purpose of this website and the books it represents.
To preserve those lessons for anyone who may find them useful.
The Jim Hollon Timeline
A Century of Perspective (1924–Present)
1924 — Born in Alabama
James R. Hollon was born on July 5, 1924, in Headland, Alabama. America was still emerging from World War I, automobiles were becoming common, and electricity had not yet reached every rural community. Jim entered a world that looked very different from today
1930s — Growing Up During the Great Depression
Jim spent his childhood during the Great Depression, a period that taught millions of Americans the value of hard work, resourcefulness, and perseverance. These early experiences helped shape the strong work ethic and practical mindset that would guide him throughout his life.
Early 1940s — A Nation at War
As the United States entered World War II, young men across the country answered the call to serve. Jim joined the United States Marine Corps, becoming part of the generation that helped defend freedom during one of the most dangerous conflicts in world history.
Late 1940s — Returning Home
After the war, like many veterans, Jim returned home determined to build a life and career in a country that was rapidly growing and changing. The post-war era brought new opportunities in business, industry, and education.
1950s–1970s — Building a Business Career
Jim began a long career in the business and financial world. During these decades he worked closely with companies and investors, developing a deep understanding of financial planning, risk management, and long-term investing strategies.
1980s–1990s — Developing Financial Strategies
Over time, Jim became particularly interested in how businesses and nonprofit organizations could improve financial stability. His thinking eventually contributed to the development of ideas that would later be shared in The Deferred Compensation Plan.
During this period he also studied modern investment theory, including the diversification principles developed by Nobel Prize-winning economist Harry Markowitz, whose work greatly influenced Jim’s views on disciplined investing.
2000s — A Lifetime of Experience
After decades in business, Jim had accumulated a vast amount of experience—not only in finance but also in observing how people make decisions, build relationships, and navigate life’s challenges.
These observations began to take shape as a series of reflections and written ideas.
2010s–2020s — Becoming an Author
Later in life, Jim began writing books to share the lessons he had learned over a lifetime of experience.
These books include:
Right and Wrong: The Line Is Still There
Raisins in the Squash
Smart Investing
The Deferred Compensation Plan
Together they explore topics ranging from moral responsibility and personal character to financial discipline and long-term thinking.
Age 100+ — Continuing to Reflect
Now more than one hundred years into life, Jim continues to share insights drawn from decades of personal experience, business leadership, and historical perspective.
His goal is simple: to preserve the lessons he believes can help future generations live wiser, stronger, and more responsible lives.
Today — A Legacy of Wisdom
Jim Hollon’s story is not just about the past. It is about passing forward the lessons of experience.
After witnessing more than a century of change, he remains convinced that some principles remain constant.
Trust matters.
Responsibility matters.
And the line between right and wrong is still there.