Dan Gilbert through the years

The Detroit News
Dan Gilbert
Dan Gilbert
David Guralnick, The Detroit News
Dan Gilbert
Dan Gilbert
David Guralnick, The Detroit News
Dan Gilbert, founder and chairman of Quicken Loans, addresses his employees during a press conference at the Compuware building, August 16, 2010.
Dan Gilbert, founder and chairman of Quicken Loans, addresses his employees during a press conference at the Compuware building, August 16, 2010.
Clarence Tabb, Jr., The Detroit News
Dan Gilbert, chairman and founder of Quicken Loans Inc., left, and Fred Kent, President of the Project for Public Spaces, talk about proposed improvements to downtown Detroit, including this mock-up of the intersection of Woodward and Jefferson, at the City Theatre in Detroit, March 28, 2013.
Dan Gilbert, chairman and founder of Quicken Loans Inc., left, and Fred Kent, President of the Project for Public Spaces, talk about proposed improvements to downtown Detroit, including this mock-up of the intersection of Woodward and Jefferson, at the City Theatre in Detroit, March 28, 2013.
David Guralnick, David Guralnick
Dan Gilbert, left, and Roger Penske chat on the main floor during the North American International Auto Show at Cobo Hall in Detroit January 12, 2015.
Dan Gilbert, left, and Roger Penske chat on the main floor during the North American International Auto Show at Cobo Hall in Detroit January 12, 2015.
David Guralnick, The Detroit News
Cleveland Cavaliers owner Dan Gilbert stands to watch his team during a game between the Detroit Pistons and the Cleveland Cavaliers during the first round of the NBA playoffs at Quicken Loan Arena, in Cleveland, Ohio. April,20, 2016.
Cleveland Cavaliers owner Dan Gilbert stands to watch his team during a game between the Detroit Pistons and the Cleveland Cavaliers during the first round of the NBA playoffs at Quicken Loan Arena, in Cleveland, Ohio. April,20, 2016.
Clarence Tabb Jr, Detroit News
(From left) Ivanka Trump, White House, Assistant to the President, Marillyn Hewson, Chairwoman, President and Chief Executive Officer, Lockheed Martin, and Dan Gilbert, Chairman, Quicken Loans take part a panel discussion involving the Internet Association's announcement of a private sector commitment dedicated to K-12 computer science programs, at Detroit Design 136, in Detroit, September 26, 2017.
(From left) Ivanka Trump, White House, Assistant to the President, Marillyn Hewson, Chairwoman, President and Chief Executive Officer, Lockheed Martin, and Dan Gilbert, Chairman, Quicken Loans take part a panel discussion involving the Internet Association's announcement of a private sector commitment dedicated to K-12 computer science programs, at Detroit Design 136, in Detroit, September 26, 2017.
David Guralnick, Detroit News
Dan Gilbert, founder and chairman of Quicken Loans, addresses his employees during a press conference on the first day of Quicken Loan's new downtown headquarters in four floors of the Compuware building. August 16, 2010.
Dan Gilbert, founder and chairman of Quicken Loans, addresses his employees during a press conference on the first day of Quicken Loan's new downtown headquarters in four floors of the Compuware building. August 16, 2010.
Clarence Tabb, Jr., The Detroit News
Dan Gilbert
Dan Gilbert
Todd McInturf, The Detroit News, Todd McInturf, The Detroit News
Dennis Archer Jr., CEO of Ignition Media Group, speaks with Quicken Loans founder and chairman Dan Gilbert at the Detroit Regional Chamber's Detroit Policy Conference.
Dennis Archer Jr., CEO of Ignition Media Group, speaks with Quicken Loans founder and chairman Dan Gilbert at the Detroit Regional Chamber's Detroit Policy Conference.
Breana Noble / The Detroit News
Dan Gilbert, founder and chairman of Quicken Loans, said the Forbes Under 30 summit is a three-year commitment. It will take place in October 2019, 2020 and 2021.
Dan Gilbert, founder and chairman of Quicken Loans, said the Forbes Under 30 summit is a three-year commitment. It will take place in October 2019, 2020 and 2021.
Candice Williams, The Detroit News
After the exterior lights are turned on, Dan Gilbert, second from right, shakes hands with Bedrock chairman Jim Ketai with Shinola founder Tom Kartsotis, second from left.
After the exterior lights are turned on, Dan Gilbert, second from right, shakes hands with Bedrock chairman Jim Ketai with Shinola founder Tom Kartsotis, second from left.
Robin Buckson, The Detroit News
Bedrock Chairman Dan Gilbert, second from right, shakes hands with, left to right, Wayne County Executive Warren Evans, Detroit Mayor Mike Duggan and Michigan Governor Rick Snyder after he speaks.
Bedrock Chairman Dan Gilbert, second from right, shakes hands with, left to right, Wayne County Executive Warren Evans, Detroit Mayor Mike Duggan and Michigan Governor Rick Snyder after he speaks.
Todd McInturf, The Detroit News
Dan Gilbert, left, and Christopher Ilitch share a laugh at a Detroit forum in May.
Dan Gilbert, left, and Christopher Ilitch share a laugh at a Detroit forum in May.
Todd McInturf, Detroit News
Quicken Loans Inc. founder Dan Gilbert, left, is interviewed by James Chapman, Director of Entrepreneurship for the Quicken Loans Community Investment Fund during Quicken Loans Detroit Demo Day at the Detroit Music Hall, in Detroit, June 22, 2018.  Seven winning companies will receive a total of $1.2 million in funding from Quicken Loans.
Quicken Loans Inc. founder Dan Gilbert, left, is interviewed by James Chapman, Director of Entrepreneurship for the Quicken Loans Community Investment Fund during Quicken Loans Detroit Demo Day at the Detroit Music Hall, in Detroit, June 22, 2018. Seven winning companies will receive a total of $1.2 million in funding from Quicken Loans.
David Guralnick, The Detroit News
In this May 21, 2013, file photo, Cleveland Cavaliers owner Dan Gilbert congratulates his son, Nick Gilbert, after the team won the NBA basketball draft lottery in New York. Nick Gilbert will undergo major brain surgery this week. A team spokesman said the 21-year-old Michigan State student will have the operation in Detroit.
In this May 21, 2013, file photo, Cleveland Cavaliers owner Dan Gilbert congratulates his son, Nick Gilbert, after the team won the NBA basketball draft lottery in New York. Nick Gilbert will undergo major brain surgery this week. A team spokesman said the 21-year-old Michigan State student will have the operation in Detroit.
Jason DeCrow / AP
“Today, downtown Detroit is officially going vertical” said Dan Gilbert, Bedrock founder and chairman at the groundbreaking for the new Hudson’s site building.
“Today, downtown Detroit is officially going vertical” said Dan Gilbert, Bedrock founder and chairman at the groundbreaking for the new Hudson’s site building.
Todd McInturf / The Detroit News
Detroit Mayor Mike Duggan, left, and Quicken Loans Inc. Chairman Dan Gilbert on Wednesday.
Detroit Mayor Mike Duggan, left, and Quicken Loans Inc. Chairman Dan Gilbert on Wednesday.
Todd McInturf / The Detroit News
In the gutted first floor of 1400 Woodward, Bedrock and Shinola officials gathered as construction workers punched a hole in the wall that links to 1412: From left, John Olszewski, vice president, Bedrock construction; Dan Mullen, executive vice president, Bedrock; Tom Lewand, CEO, Shinola and Dan Gilbert, founding partner, Bedrock, pose with hammers after the ceremonial busting of the wall.
In the gutted first floor of 1400 Woodward, Bedrock and Shinola officials gathered as construction workers punched a hole in the wall that links to 1412: From left, John Olszewski, vice president, Bedrock construction; Dan Mullen, executive vice president, Bedrock; Tom Lewand, CEO, Shinola and Dan Gilbert, founding partner, Bedrock, pose with hammers after the ceremonial busting of the wall.
Clarence Tabb Jr., The Detroit News
Quicken Loans founder Dan Gilbert, right, Steve Rosenthal, president of Rock Companies, and Detroit Mayor Mike Duggan sign Pewabic pottery.
Quicken Loans founder Dan Gilbert, right, Steve Rosenthal, president of Rock Companies, and Detroit Mayor Mike Duggan sign Pewabic pottery.
Max Ortiz / The Detroit News
Cavaliers forward LeBron James, left, hoists the Larry O'Brien trophy with owner Dan Gilbert, right, after defeating the Golden State Warriors to win the NBA title in Oakland, California.
Cavaliers forward LeBron James, left, hoists the Larry O'Brien trophy with owner Dan Gilbert, right, after defeating the Golden State Warriors to win the NBA title in Oakland, California.
BECK DIEFENBACH, AFP/Getty Images
Cleveland Cavaliers owner Dan Gilbert tosses glass beads into the crowd during a parade celebrating the Cleveland Cavaliers' NBA Championship in downtown Cleveland Wednesday, June 22, 2016.
Cleveland Cavaliers owner Dan Gilbert tosses glass beads into the crowd during a parade celebrating the Cleveland Cavaliers' NBA Championship in downtown Cleveland Wednesday, June 22, 2016.
Gene J. Puskar, AP
Cavaliers owner Dan Gilbert stands to watch his team in the fourth quarter.
Cavaliers owner Dan Gilbert stands to watch his team in the fourth quarter.
Clarence Tabb Jr, Detroit News
Dan Gilbert sits behind the star of his franchise, LeBron James, during a game in December.
Dan Gilbert sits behind the star of his franchise, LeBron James, during a game in December.
Mark Duncan, AP
Cavaliers owner Dan Gilbert takes a youngster for a ride after winning the Eastern Conference.
Cavaliers owner Dan Gilbert takes a youngster for a ride after winning the Eastern Conference.
Gregory Shamus, Getty Images