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Grant’s Life Lessons

Posted on Monday, June 1, 2026
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by Robert B. Charles
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13 Comments
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Sometimes history provides accidental lessons, things we learn from great leaders’ lives. What they teach can have direct application. One such figure is Ulysses S. Grant, the Union general who won the Civil War and later became a humble president.

Grant came from humble beginnings, attended West Point, but faced his darkness – valleys of death and depression. Young, he served in the Mexican-American War heroically, but left the army to raise a family and live as a civilian.

When the Civil War began in 1861, at the age of 39, Grant rejoined the Army – believing the Confederacy was composed of traitors. He was emotionally controlled, devoted to his wife, innately dutiful, and loved his country.

Rumors of him being drunk were wildly overblown, although he wrestled with depression, and – as in modern politics – got attacked for his accomplishments. He was an unrivalled horseman, liked cigars, and smoked them most of his life.

What makes him admirable? Grant was that rare public figure, firm of heart, resolved to fight for principle, brilliant, unalterably humble. One can be an expert, confident in God-given abilities, a strategist and tactician, yet humble. Grant was.

Ironically, Grant never wanted to be a soldier, just a family man and a hard worker. He used his hands to build a home, train horses, cut wood, and just live. But the Civil War changed everything, reawakened a “sleeping giant,” untapped his strength, and resolve.

Grant won at Donaldson and Chattanooga, got called East by Lincoln, built an Army to defeat the seemingly unstoppable Robert E. Lee, also a West Pointer.

Here is where the real story begins, life lessons taught by instinct, dignity, genius. In 1863, Grant managed a sweeping assault at Vicksburg. Odds makers would have called his chances 100 to one, but he won and now controlled the Mississippi.

In the East, Grant pushed through “The Wilderness” even as Lee’s troops ambushed and tried to burn Grant’s army to death, to no avail. Having lost thousands, Grant pressed on, always fired first, stealth raids, never let Lee sleep.

When Lee’s intelligence told him Grant was “retreating,” Lee – who knew his enemy – said, “Grant does not retreat.” Lesson: Facing pain, keep going forward. Known to Lee, taught by Grant’s life: Always forward, even when exhausted.

Grant wrote: “In every battle there comes a time when both sides consider themselves beaten … he who continues the attack wins.” Never stopped trying.

How often do we have a goal, let doubt creep in, lose focus on victory, stumble in belief? Grant’s humble life was defined by winning despite adversity, by resolve.

On what else does victory depend, beyond faith, effort, strategy, and unflustered decision-making? It depends, when built, on keeping momentum.

Wrote Grant: “The art of war is simple enough. Find out where your enemy is. Get to him as soon as you can. Strike him as hard as you can, and keep moving on.” Lee knew Grant, yet could not stop him. Grant was relentless. Be relentless.

What else brought Grant to Appomattox, forced Lee’s surrender, and brought the Confederacy to its knees? Being intrepid. When facts were known, he did not hesitate. Uncertainty, like doubt, has no place in winning. Decisions must be made – timely.

Wrote Grant: “Anything is better than indecision. We must decide. If I am wrong, we shall soon find out and can do the other thing. But not to decide wastes both time and money and may ruin everything.” Being able to make clear, firm, swift decisions is vital.

To Grant, life was not as complicated as masterminds of the political kind made it. This is why, although some around him were corrupt, he was not – was our 18th President, the one who “won the peace,” early in Reconstruction.

“Let us labor for the security of free thought, free speech, pure morals, unfettered religious sentiments, and equal rights and privileges for all men, irrespective of nationality, color, or religion; leave the matter of religious teaching to the family altar, the church, and the private school…” Grant was a Constitutionalist.

Finally, Grant was a guide – although he would not say so – on mercy, which he showed Lee’s men, allowing them to keep sidearms and horses – and on friendship.

“The friend in my adversity I shall always cherish most. I can better trust those who have helped to relieve the gloom of my dark hours than those who are so ready to enjoy with me the sunshine of my prosperity.”

How much simpler does life become? Grant’s life and autobiography are instructive far beyond this, but here was a man who – as Micah says – even in war tried to “act justly, love mercy, and walk humbly with his God.” No wonder, then, he saved the Union.

Robert Charles is a former Assistant Secretary of State under Colin Powell, former Reagan and Bush 41 White House staffer, Maine attorney, ten-year naval intelligence officer (USNR), and 25-year businessman. He wrote “Narcotics and Terrorism” (2003), “Eagles and Evergreens” (North Country Press, 2018), and “Cherish America: Stories of Courage, Character, and Kindness” (Tower Publishing, 2024). He is the National Spokesman for AMAC. Today, he is running to be Maine’s next Governor (please visit BobbyforMaine.com to learn more)!

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S. Bolin
S. Bolin
5 days ago

I loved this article even though I’m a true southern Texan. I have read about President Grant and YES, he was a very honorable man. I am very impressed by his leadership. It’s a shame that the next generations have not been taught about America’s history. After watching Jesse Watters’ TV show, these young adults haven’t been taught any history. They have no knowledge about the American Revolution, Civil War, WWI, WWII, Korean War and so on. WHAT A SHAME!!!!!

Sam
Sam
5 days ago

Thanks, RBC. ‘Nother exceptional article. THIS is the stuff we used to be taught in school, or by reading books. Something today’s generations know nothing about…

granky
granky
5 days ago

There is an excellent docudrama on Nerflix, “Grant” well worth watching.

Mike Brumlow
Mike Brumlow
5 days ago

Excellent

anna hubert
anna hubert
5 days ago

What a wonderful article, I have completely different much more sympathetic picture of the man

Rob citizenship
Rob citizenship
4 days ago

Ulysses S. Grant had a great outlook on the value attached to decision making. That ,combined with good character, especially courage, makes him.someone to respect these days. It is of great importance to understand why things happened the way they did, and who was responsible for the outcome of major events in American history..

Marta V. Alvarez
Marta V. Alvarez
4 days ago

Excellent! Mr. Charles write beautifully. I alway learn something from his article. Love his books, especially Cherish America. I recommend Narcotics and Terrorism. A must read.

Nan
Nan
4 days ago

Another good one RBC. I think you shall make the best governor that Maine has had in a long time.

Robert Mallory
Robert Mallory
4 days ago

I disagree that Grant didn’t want to be a soldier, who goes to West Point if they don’t have military ambitions? He was assigned to a nowhere Post when he left the Army. Happily he was remembered and recalled when he was needed!

sally
sally
5 days ago

I love the fact that he tried to change the course of the Mississippi River, didn’t do well

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