From Obama to Kamala, Meet the Presidential Connect to Sneakers, Athletes, and CEOs – Complex
Remember when we had a president that cared about sneakers? Obviously they were not as important as his political leanings, but important, nonetheless, to folks like me. Though the occasion was rare, seeing Barack Obama in a pair of cool sneakers engaged an area of my mind that I dont think I expected a politician to ever touch. It didnt seem forced.
It wasnt an effort by a politician to make it seem like he fit in with the cool crowd. Obamas appreciation for sneakers seemed to be an authentic part of his nature. While some might assume it was him alone, some of the ease with which he was able to break these invisible barriers was due to the people around him. He had a team of like-minded individuals that were masters in their respective fields surrounding him.
One of those people was Chris Holliday. A hard man to find and one of the most low-key people I have ever had the pleasure of speaking with, Holliday is a man of many connections. In fact, it was Holliday that helped Complex secure then-Vice President-elect Kamala Harris for an appearance on Sneaker Shopping. When it came to Obama and sneakers, Holliday was the go-between. He says he sourced a lot of sneakers for the former president. However, he is more than just a sneaker guy.
Looking through Hollidays social media accountswell, accountthe first thing you notice is that he has some very influential friends. From the professional world of basketball to the White House, Holliday keeps company with those at the top of their game. The second thing you notice is that his sneaker collection runs pretty thick. And unlike most sneakerheads, hell rock a fresh pair while dressed in the usual political uniform of a suit and tie. Its a bit jarring and refreshing, but also speaks to the role he plays in connecting the dots between Black men and the political process that so often adversely affects them.
Lets be honest, when we think of politics, a Black man in a suit in a fresh pair of Jordans isnt the image that comes to mind. For Holliday, the sneakers are just a part of who he is. And as he navigates the world of politics, he is slowly changing the expectation and perception of a larger community that is now starting to understand their power.
As you grow up and you see different types of people from where youre from, he says, you realize who are the authentic people and who are not the authentic people.
Holliday was most recently the adviser to surrogate outreach for the Biden campaign. While the title sounds vague, the position helped the Biden campaign listen and connect to Black men. As Holliday describes it, his role was to curate the culture to translate and become a bridge for African-American men. With 2020 disrupted by the COVID pandemic, the job of connecting anyone to anyone was hard enough, let alone to a very specific group of people. Banking on his experience in marketing and promotions at iHeartRadio, Holliday developed a sense of how important the role of media can be in shaping the conversation. He also knows how individual voices can be more important than any media conglomerate.
One thing I realized is with athletes and entertainers, especially athletes right now, they are their own media companies, Holliday says. You wake up in the morning, you scroll to your feed. Me and my nephews, my cousins, my friends, we dont get up in the morning and turn on CNN, ABC, or NBC.
One of those athletes is Chris Paul, who Holliday stood next to on the campaign trail in one of the few photos I could find of him.
Chris is an essential piece in connecting politics, sports, and culture, which gave us a chance to ask our own questions and tell our own stories to President-elect Joe Biden and Vice President-elect Kamala Harris, the NBA veteran says of Holliday. What makes it even cooler is the fact he looks like us, speaks our language, and dresses the way we dressJs and all.
While Holliday didnt know it at the time, his start at iHeartRadio and front row view of the process of turning artists into stars would be the prep work needed to take on his role as a surrogate during the Obama administration. Starting out as a deputy press secretary in Florida for the 2008 campaign, Holliday began learning the ins and outs of the world of politics and how he could step in and help. During that initial campaign, he started to realize the power of telling stories and being true to yourself.
You just woke up in the morning, you tried to give something, give all that you have, but also trying to interject your own piece of who you really are. Obama, the campaign, was all about telling your story, he says.
That authenticity and storytelling often came through the eyes of Hollidays athlete friends. Back in the Obama administration, Steph Curry became a vocal advocate of the president, speaking against gun violence and appearing as part of the Malaria Initiative. Curry and Obama also came together on sneakers when Under Armour created the super-limited Under Armour Curry 3 sneaker that honored Obamas back-to-back terms as president. Holliday was the connector.
We all trust Chris, Curry says. He always tells it straight with a real feel for how we can make the biggest difference while still staying true to who we are, like we did together for the Democratic National Convention. And hes got that special personality that bridges and connects with people of every background while staying true to who he is, which is really rare. Its just dope to see a brother like Chris moving in these circles, representing the culture, and just trying to do right for people.
With the Biden administration leaning heavily on the world of social media, Holliday was able to connect the campaign with culture in a way that the Obama administration didnt need to. How athletes use their voice has changed tremendously since 2008. From podcasts, to YouTube vlogs, to full-on media and production companies, athletes and celebrities alike are telling their own stories, their own way. And with the NBA relaxing rules on footwear, weve seen a ton of messages in support of all types of causes across the sneakers we see on court. For Holliday, that voice and perspective is important. He believes that everyone needs to see people that look like people they know.
While there is an audience for the larger networks to reach, Holliday believes that there is a far greater impact when seeing someone from your own neighborhood, where the most help is needed, interacting with and championing the causes that are important to those communities.
When asked about his role in past administrations and how he got there, Holliday is quick to keep it as authentic as you can get.
For me, as a young Black man, I didnt grow up saying, Hey, I want to go work at the White House, Holliday explains while laughing under his breath. I didnt grow up doing that.
Through his experience working in politics, Holliday started his own company, Swing State Strategies. In addition to advising political campaigns and presidents on being inclusive, he is also tapped by CEOs and other executives to advise on how their companies can be more diverse. As an adviser, Chris is often sharing what seems all too obvious to most of us.
I tell people: How you can be inclusive of Black people is hire Black people, he says. Put them in these rooms.
In addition to advising politicians and CEOs, part of Hollidays job is to educate. For many, the world of politics and big business seem daunting and out of reach. He looks at it a different way. As he helps change the narrative around Black men, he also uses his platform to let people know that Harvard, Yale, and Princeton arent the only roads that lead to success. He believes that intelligence goes beyond what you score on an exam and extends to how you are able to feel a room and respond accordingly so that everyone leaves happy.
The smartest executives aint the guy that got on the shoes and tie, Holliday says.
Holliday believes the smartest executives that come to him for counsel extend a hand to the younger executives that look, speak, and think differently than they themselves do. He also feels that the more inclusive your surroundings, the more inclusive the result. Its this style of thinking that has led to a more inclusive sneaker world for us all. Big brands like Adidas are partnering with designers like Jerry Lorenzo to run entire divisions; Foot Locker named Melody Ehsani to run its womens business. It is these companies that wind up succeeding, according to Chris.
Holliday has witnessed these ideas in practice from within his own family. His cousin Victor, a video game designer and executive at Universal, wears Jordans to work. He notes that this distinction separates Victor from the majority of executives in a way that makes the rooms he is in more diverse. Holliday doesnt believe that the neighborhood you come from, or how you dress, disqualifies you from being an executive.
As part of his job, Holliday fields calls from executives asking about the latest footweara sign he believes comes from a genuine place of interest to understand sneaker culture. It is this new clashing of cool and smart that is bringing a different voice to the world, and CEOs are starting to recognize the value it has in creating a more diverse and inclusive business. Evidence of this can be seen in the release of the Air Jordan 11 Jubilee that brought in over $175 million over the holiday season. Holliday became the resource for many of the executives he works with when it came to securing their pairs.
You have to create dialogue, context, and open communication to figure out how to make everybody feel inclusive in this environment, Holliday says. To him, this is important because if it isnt done, those same people will continue to make laws and policies that dont pertain to the larger audience. Not just for African-American men, but also their kids.
The unresolved issues that exist in BIPOC communities arent always a priority in the world of politics, and, yet, in the past 12 months weve again realized how important the conversation can be to making us all feel like we have a part in the direction of this country. For Holliday, this connection is more important than ever. From CEOs of venture capital firms and tech companies, to some of the best basketball players in the world, to presidents, senators, and city councilmen, Holliday is bringing together people in a way that politics hasnt been able to do for as long as we can remember, all while teaching and being authentic to himself and his community.
Introduced to me as Obamas sneaker guy, it is clear that Hollidays role is much larger and more impactful than that. He serves as a bridge. He speaks and connects the world to young Black men and lets them know they dont have to fit in a box to change the world, they can just be themselves, fresh Js and all.
See the rest here:
From Obama to Kamala, Meet the Presidential Connect to Sneakers, Athletes, and CEOs - Complex
- After Kirks Killing, Obama Says the Nation Is in a Political Crisis - The New York Times - September 17th, 2025 [September 17th, 2025]
- Obama tackles 'controversial topics' in visit to Erie with nation at inflection point - Buffalo Toronto Public Media - September 17th, 2025 [September 17th, 2025]
- Obama condemns Charlie Kirk's killing, says tragedy being used to 'silence discussion' - Erie Times-News - September 17th, 2025 [September 17th, 2025]
- Royal Expert Reveals Why a "Serious Row" Erupted When Queen Elizabeth Offered to Personally Greet Barack Obama in Windsor During U.K. Visit... - September 17th, 2025 [September 17th, 2025]
- Former President Barack Obama will make trip to Erie for JES Global Summit - yourerie.com - September 17th, 2025 [September 17th, 2025]
- WATCH: Sean Lafferty live at the Erie Insurance Arena awaiting Obama appearance - yourerie.com - September 17th, 2025 [September 17th, 2025]
- Joe Manchin makes a triumphant return and wastes no time targeting Obama, Biden - NJ.com - September 17th, 2025 [September 17th, 2025]
- Authorities seize truckload of alcohol from Obama Valero gas station after license revoked - WLTX - September 17th, 2025 [September 17th, 2025]
- Eoin Hayes admits wearing brown makeup to dress up as Barack Obama - MSN - September 17th, 2025 [September 17th, 2025]
- Irish politician that dressed as Barack Obama in brown makeup apologizes - Daily Express US - September 17th, 2025 [September 17th, 2025]
- Opinion | Obama makes an about-face on red and blue America - The Washington Post - September 15th, 2025 [September 15th, 2025]
- Artists including Jenny Holzer, Alison Saar and Kiki Smith creating commissions for Obama Presidential Center - The Art Newspaper - September 15th, 2025 [September 15th, 2025]
- T.J. Wilkins and Shanice Will Be Barack and Michelle Obama in New Musical 44 Off-Broadway - Playbill - September 15th, 2025 [September 15th, 2025]
- Why did the Queen's offer to 'pop out and pick up' Barack Obama spark a 'serious row' between Buckingham Palace and the Secret Service? - Daily Mail - September 15th, 2025 [September 15th, 2025]
- This Bavarian Hideaway Has Hosted Obama, Zadie Smith And A Guest List Of Icons Heres What Its Like - SUITCASE Magazine | - September 15th, 2025 [September 15th, 2025]
- SNL wins big for season 50 at the Creative Arts Emmys. Obama, Kimmel and Lamar also take trophies - The Philadelphia Sunday Sun - September 15th, 2025 [September 15th, 2025]
- The Obama Presidential Center Announces a Wave of New Commissions, and Other News - surfacemag.com - September 13th, 2025 [September 13th, 2025]
- Dr. Chris Burton of Union Presbyterian Seminary is announced as a 2025-2026 Obama Foundation Leader - Presbyterian Church (U.S.A.) - September 13th, 2025 [September 13th, 2025]
- Soccer Recap: Barack Obama School for Social Justice Starts Season with Defeat on the Road - MaxPreps.com - September 13th, 2025 [September 13th, 2025]
- Barack Obama Wins Third Emmy for Our Oceans at 2025 Creative Arts Emmys - Blex Media - September 11th, 2025 [September 11th, 2025]
- Barack Obama condemns 'despicable violence' in the shooting of Charlie Kirk - USA Today - September 11th, 2025 [September 11th, 2025]
- Meet the Democratic kingmakers who anoint the next Obama - MSNBC News - September 11th, 2025 [September 11th, 2025]
- IRS issues termination notice to top aide linked to Obama-era Tea Party targeting scandal - Fox News - September 11th, 2025 [September 11th, 2025]
- The Obama Foundation Introduces 2025-2026 Class of More Than 200 Global Leaders - Obama Foundation - September 11th, 2025 [September 11th, 2025]
- Grassley Slams Obama and Biden Administrations for Decade of Taxpayer-Funded Government Weaponization - Senate Committee on the Judiciary (.gov) - September 11th, 2025 [September 11th, 2025]
- Joe Biden, Barak Obama, Kamala Harris, Gavin Newsom and More Democrats React to the Death of Charlie Kirk - Latin Times - September 11th, 2025 [September 11th, 2025]
- From Bernie Sanders to Theo Von: These Democratic Kingmakers Will Anoint the Next Obama - Vanity Fair - September 11th, 2025 [September 11th, 2025]
- Biden and Obama react after the murder of Trump ally Charlie Kirk: This violence has no place in the US, we pray for his family - Gazeta Express - September 11th, 2025 [September 11th, 2025]
- Obama, Kamala Harris, other Democrats condemn the killing of Trump ally Charlie Kirk - Face2Face Africa - September 11th, 2025 [September 11th, 2025]
- Meet the Democratic kingmakers who anoint the next Obama - MSN - September 11th, 2025 [September 11th, 2025]
- 'SNL' wins big for season 50 at the Creative Arts Emmys. Obama, Kimmel and Lamar also take trophies - KOB.com - September 11th, 2025 [September 11th, 2025]
- Charlie Kirk, 31, dead after Utah shooting: Donald Trump, Barack Obama, Kamala Harris and more pay tribute - HELLO! Magazine - September 11th, 2025 [September 11th, 2025]
- SNL, Obama and Kendrick Lamar among winners at the Creative Arts Emmys - The Independent - September 11th, 2025 [September 11th, 2025]
- Obama center construction tab reaches $615M as opening nears - Chicago Tribune - September 9th, 2025 [September 9th, 2025]
- Barack Obama gets an Emmy: List of winners for the awards first round - The Mercury News - September 9th, 2025 [September 9th, 2025]
- In new book, former Obama speechwriter calls on Jews to stand proud for their values - Jewish Insider - September 9th, 2025 [September 9th, 2025]
- 'SNL' wins big for season 50 at the Creative Arts Emmys. Obama, Kimmel and Lamar also take trophies - AP News - September 9th, 2025 [September 9th, 2025]
- Barack Obama wins third Emmy for Netflix documentary Our Oceans at 2025 Creative Arts Emmys - Mint - September 9th, 2025 [September 9th, 2025]
- President Barack Obama Wins His Third Emmy - Deadline - September 9th, 2025 [September 9th, 2025]
- Barack Obama Scores His Third Emmy, Wins for Narrating Our Oceans at 2025 Creative Arts Emmys - People.com - September 9th, 2025 [September 9th, 2025]
- Kendrick Lamar, 2025 Grammys, Barack Obama Win on Night 2 of 2025 Creative Arts Emmys - Billboard - September 9th, 2025 [September 9th, 2025]
- "That's what I do" - When Barack Obama hit a 3-pointer while on the campaign trail for Joe Biden - Basketball Network - September 9th, 2025 [September 9th, 2025]
- SNL, Obama and Kendrick Lamar among winners at the Creative Arts Emmys - Yahoo News Canada - September 9th, 2025 [September 9th, 2025]
- Barack Obama Wins Third Emmy - V103 - September 9th, 2025 [September 9th, 2025]
- Obama Judge Who Blocked Planned Parenthood Defunding Takes Aim at Laken Riley Act - The Daily Signal - September 9th, 2025 [September 9th, 2025]
- 'SNL' wins big for season 50 at the Creative Arts Emmys. Obama, Kimmel and Lamar also take trophies - WSLS - September 9th, 2025 [September 9th, 2025]
- ICYMI: A Reagan Appointee Assesses Reagan, Obama, Biden, and Trump - TAPinto - September 9th, 2025 [September 9th, 2025]
- ESPN Acquires U.S. Rights To Feature Doc Origin: The Story Of The Basketball Africa League Starring Barack Obama & Steph Curry TIFF - Deadline - September 9th, 2025 [September 9th, 2025]
- 'SNL' wins big for season 50 at the Creative Arts Emmys. Obama, Kimmel and Lamar also take trophies - The Sun Chronicle - September 9th, 2025 [September 9th, 2025]
- 'SNL' wins big for season 50 at the Creative Arts Emmys. Obama, Kimmel and Lamar also take trophies - Toronto Star - September 9th, 2025 [September 9th, 2025]
- 'SNL' wins big for season 50 at the Creative Arts Emmys. Obama, Kimmel and Lamar also take trophies - Northeast Mississippi Daily Journal - September 9th, 2025 [September 9th, 2025]
- 'SNL' wins big for season 50 at the Creative Arts Emmys. Obama, Kimmel and Lamar also take trophies - yoursun.com - September 9th, 2025 [September 9th, 2025]
- Kendrick Lamar, Barack Obama and 'SNL 50' win at the Creative Arts Emmys - The Sun Chronicle - September 9th, 2025 [September 9th, 2025]
- St. Petersburgs Obama Main Library is reopening this month - TBNweekly - September 6th, 2025 [September 6th, 2025]
- Pritzker urged to avoid playing politics on crime issue by former Obama advisor - Fox News - September 6th, 2025 [September 6th, 2025]
- White House adds Trump photo to LinkedIn profile. It shows up on Obama's page - Axios - September 5th, 2025 [September 5th, 2025]
- Navy reverses demotion of Rep. Ronny Jackson, former White House doctor under Trump and Obama - CBS News - September 5th, 2025 [September 5th, 2025]
- Eighteen students selected as 2025-26 University of Chicago Obama Foundation Scholars - The University of Chicago - September 5th, 2025 [September 5th, 2025]
- Country music singer claims he was blacklisted from radio because of his thoughts on Obama - PennLive.com - September 5th, 2025 [September 5th, 2025]
- Trump White House Pulls Off Online Troll Of Ex-Employees. Even Obama. - HuffPost - September 5th, 2025 [September 5th, 2025]
- White House Childishly Trolls Obama on LinkedIn - The Daily Beast - September 5th, 2025 [September 5th, 2025]
- AMAC Action Mobilizes Thousands in Support of Reversing Harmful Obama-Era Home Care Rule - AMAC - September 5th, 2025 [September 5th, 2025]
- St. Petersburgs Obama Main Library is reopening this month - Tampa Bay Times - September 5th, 2025 [September 5th, 2025]
- PM Modi's 'car diplomacy': From Putin to Obama, when Indian PM rode in same car with world leaders - WION - September 3rd, 2025 [September 3rd, 2025]
- NYC woman busted for threatening to kill President Trump is quietly released by Obama-appointed judge - New York Post - September 3rd, 2025 [September 3rd, 2025]
- 'Proof we live in best timeline': Why is Trump's face showing up on Obama's LinkdIn profile? White House - The Times of India - September 3rd, 2025 [September 3rd, 2025]
- Obama Bro clashes with LA Dem over California housing crisis | RISING - The Hill - September 3rd, 2025 [September 3rd, 2025]
- Why did the Democratic Party lose so many Biden and Obama voters? - KALW - September 3rd, 2025 [September 3rd, 2025]
- Obama warns all Americans are at risk after Trump threatens to clamp down on Chicago - the-independent.com - September 1st, 2025 [September 1st, 2025]
- Queen Elizabeth Ordered Barack Obama to Go To Bed on His State Visit - The Daily Beast - September 1st, 2025 [September 1st, 2025]
- Trump furious over 7-4 tariff ruling, thanks Obama-appointed judge for saving the country - Mint - September 1st, 2025 [September 1st, 2025]
- Michelle Obama, 61, Convinced Me to Buy the Effortlessly Cool $20 Pants Taylor Swift Is Also a Fan Of - instyle.com - September 1st, 2025 [September 1st, 2025]
- 'Our country would be completely destroyed': Trump defends tariffs after US court setback; thanks Obama- - The Times of India - September 1st, 2025 [September 1st, 2025]
- Barack Obama Shares His 10 Favorite Summer Books Just in Time for Labor Day Weekend Reading - Town & Country Magazine - September 1st, 2025 [September 1st, 2025]
- Anthony Bourdain And Barack Obama Bonded Over Their Love Of This Vibrant Cuisine - Tasting Table - September 1st, 2025 [September 1st, 2025]
- Who deported more migrants? Obama or Trump? We checked the numbers - The Fulcrum - September 1st, 2025 [September 1st, 2025]
- Obama warns all Americans are at risk after Trump threatens to clamp down on Chicago - The Independent - August 29th, 2025 [August 29th, 2025]
- Obama calls Texas Dem as he continues rallying the party against Trump - Politico - August 29th, 2025 [August 29th, 2025]
- Barack Obama warns against Trumps militarization of American police and cities - TheGrio - August 29th, 2025 [August 29th, 2025]
- Barack Obama's Favorite Books of the Summer - Publishers Weekly - August 29th, 2025 [August 29th, 2025]