Harbaugh coaches his kids before Halloween so that they can get the most candy by hustling to each house. Once they have gone to each house, they change into backup costumes and do it again.
Like Steve Jobs and Albert Einstein, Harbaugh wears the same outfit (khakis!) every day because it saves him time.
He got the top high school kicker in the country to de-commit from Penn State and commit to Michigan by offering to have a sleepover at his house.
He also worked the chains at a high school football game in California during Michigan’s bye week this season.
Look who our photographer @rayinaction ran into at the St. Mary's / El Cerrito high school football game. (More video to come.) pic.twitter.com/LM7swaZ03R
Source:http://www.mlive.com/wolverines/index.ssf/2016/10/jim_harbaugh_works_chain_gang.html
And he announced a high school’s homecoming queen. Again, this is all for Michigan football!
.@CoachJim4UM, in town to see 5-star RB Najee Harris, announces homecoming queen at Antioch High: pic.twitter.com/fZ9zoyuxXE
— Ron Kroichick (@ronkroichick) October 15, 2016
Source: MLive
When Peyton Manning arrived in San Francisco during his free agency, Harbaugh smack-talked him and said his own passes had more "mustard" on them than Manning’s.
Source: ESPN
Prior to Stanford, he coached at the University of San Diego. He would do hill sprints with his players, and not stop when he threw up.
Source: ESPN
He also made a point of doing push-ups every day to prove to his players that he could do 100 in a row.
During intra-squad scrimmages with the Niners, he’d make a point of making the winning team do sprints.
Source: ESPN
He once delivered an impassioned eight-page speech to his team that included the following excerpt: "My opponent is going to have to die. But does he have to kill me too? He is killing me. But he has a right to. I have never seen a greater opponent than him."
Source: ESPN
Ever since he slipped trying to break up a fight as the coach of the Niners, he's started wearing cleats with his khakis. The team started winning and the specialized shoes became a bit of a superstition.
After Stanford had its first winning season in eight years, he fired several coaches — including someone that had been in his own wedding party.
Source: MLive
He hunted down a child in laser tag at his own bachelor party, taking it way too seriously. As Erik Bakhtiari, a former player under Harbaugh, put it: "All his shots came against this 10-year-old kid. He just sat there, hunting this 10-year-old kid so he could win."
Source: MLive
During the 2011 NFL lockout, Harbaugh "willed himself" to keep up in athletic challenges with 49ers' GM Trent Baalke who was in much better shape. Harbaugh refused to fall behind in push-up counts, bench presses, and even racquetball, to the point where Harbaugh couldn't walk normally for two days after.
Source: NFL.com
He is already scouting and preparing for his young son to be recruited to play football. In response to President Barack Obama saying he would not let his children play football, Harbaugh said, "If President Obama feels that way, then there will be a little less competition for Jack Harbaugh when he gets old enough... But he's a really big kid. He's got an enormous head... As soon as he grows into that head, he's going to be something... expectations are high for young Jack."
Source: Yahoo
He once strapped on pads during a 49ers practice because they did not have enough players.
Source: MLive
He created a chaotic game called Peruball that includes running, hitting, and throwing, and he’s been known to strip off his shirt to participate in shirts versus skins.
Source: MLive
He is obsessed with the fullback position, although it has been a somewhat irrelevant position in modern offenses. No matter what team he is coaching, he makes a point of finding a dark-horse fullback star.
Source: WSJ
Competitiveness often manifests itself in superstition. And there is no coach more superstitious than Harbaugh.
When he left Stanford for the 49ers, he didn’t want to get rid of his lucky black Stanford pullover, so instead he got rid of the Stanford logo and stitched on a Niners one.
Not long after he moved to Ann Arbor, he was out to dinner with his wife when a mouse suddenly broke loose, scurrying around the restaurant. Harbaugh sprung into action and, after a few minutes, trapped it in a corner and caught it in a Styrofoam box. He let it out across the street as onlookers cheered.
Source: Bleacher Report
Harbaugh’s unrelenting competitiveness has caused him to butt heads with those around him. NFL wide receiver Doug Baldwin nearly quit football when playing at Stanford for Harbaugh, whom he called "a military type."
He once challenged a meaningless spot in the 4th quarter of a blowout win. When asked about it the following week, he went on a long-winded rant about how bad the call was.
Source: Deadspin