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© Alicia Jessop
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Founder of Ruling Sports and sport industry leader, Alicia Jessop, interviews top athletes, entrepreneurs and innovators to gain insights into lives well-lived. Each episode explores the strategies that inspiring people utilized to overcome obstacles, achieve goals and attain unprecedented success in their spheres of influence. The Ruling Sports podcast exists to provide listeners with accessible and employable tactics from fascinating leaders that they can utilize to enhance their lives, health, careers, finances and relationships.
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Maddie Gardner is one of the world's most recognized cheerleaders. As the point flyer for the Cheer Extreme Allstars, she won gold at the Cheerleading Worlds in 2010 and 2012. She was a member of the University of North Carolina at Chapel Hill cheerleading team and today is the Content Marketing Manager for Varsity Spirit, where she is helping launch the Pro Cheer League.In this episode, Maddie discusses:How cheerleading helped establish her identity and the loss of athletic identity cheerleaders face after their participation in the sport ends;The evolution of cheerleading talent, the growing cheerleading marketplace and how the Pro Cheer League is creating unprecedented opportunities in the sport;How she built her social media following to become the world's first "cheerlebrity";Advice for how to build lasting personal brands; andWhy she signed with an agent and the type of representation cheerleaders need.Learn more about the Pro Cheer League here.Get the Ruling Sports Newsletter: https://rulingsports.com/newsletter/Follow Ruling SportsInstagram: www.Instagram.com/RulingSportsTwitter: www.Twitter.com/RulingSportsFacebook: www.Facebook.com/RulingSportsLinkedIn: www.linkedin.com/company/RulingSportsTikTok: www.tiktok.com/@RulingSports
Dr. Haley Perlus holds a Ph.D. in Sport Psychology and workswith athletes, businesses and high achievers to embrace pressure as a performance enhancer. Her impressive client list ranges from the University of Colorado Buffaloes, Starbucks, Marriott International and more. An alpine ski racer, Dr. Perlus' youth sports career gave her firsthand experience on navigating emotional forks in the road.In this episode, Dr. Perlus discusses:The biggest issues facing college athletes and how they can navigate them;What the world’s best athletes know about unlocking potential;How to use others’ inspiring performance to drive your own results; How to overcome the blocks created by jealousy and intimidation to fuel your own success;How stress can be a performance asset; andWhat factor individuals should focus on to achieve high performance.Learn more about Dr. Perlus here.Get Dr. Perlus' book here.Get the Ruling Sports Newsletter: https://rulingsports.com/newsletter/Follow Ruling SportsInstagram: www.Instagram.com/RulingSportsTwitter: www.Twitter.com/RulingSportsFacebook: www.Facebook.com/RulingSportsLinkedIn: www.linkedin.com/company/RulingSportsTikTok: www.tiktok.com/@RulingSports
Robert Golden is an NFL veteran who spent six years competing for the Pittsburgh Steelers after an impactful college career at the University of Arizona. In 2018 he was signed by the Kansas City Chiefs, but asked for his release. This move led to Robert finding a new purpose in life. Today, Robert is the founder of the Golden Charter Academy, a TK-8th grade school in Fresno, California. Through Golden Charter Academy, Robert seeks to provide children in his hometown with opportunities he didn't have.In this episode, Robert discusses:His pathway from Fresno to becoming the top-ranked high school cornerback in California and pathway to NCAA and NFL football;How to cast a vision when you aren't surrounded by hope;How he managed disappointment after going un-drafted in the 2012 NFL Draft;His six seasons with the Pittsburgh Steelers and what the Steelers' team culture taught him;Why he asked for his release from the Kansas City Chiefs and how it led to finding his purpose;Why he founded Golden Charter Academy and its offerings;How he raised over $30 million for Golden Charter Academy;How athletes can build networks to help them achieve non-sport related goals; andWhen athletes should begin considering their legacies.Learn more about Golden Charter Academy here.Get the Ruling Sports Newsletter: https://rulingsports.com/newsletter/Follow Ruling SportsInstagram: www.Instagram.com/RulingSportsTwitter: www.Twitter.com/RulingSportsFacebook: www.Facebook.com/RulingSportsLinkedIn: www.linkedin.com/company/RulingSportsTikTok: www.tiktok.com/@RulingSports
Amanda Calabrese is the co-founder of Sequel, the first engineering re-design of the tampon in 80 years. A six-time national champion in lifesaving, Amanda met her co-founder, Greta Meyer, at Stanford University. There, the two turned a capstone project into a venture capital backed design that's revolutionizing women's sports. In this episode, Amanda discusses:How she and Greta's athletic journeys led to founding Sequel;How they maintained confidence in their idea when others questioned the marketplace need;How they financed the initial research and design of the product to go from a capstone project to established company;Advice for early-stage companies to fundraise pre-seed rounds and identify investors to work with;Why they're partnering with teams like the Indiana Fever and how sport sponsorship can grow women's sports; andWhat it will take to keep the trajectory of women's sports growth moving forward.Learn more about Sequel here.Get the Ruling Sports Newsletter: https://rulingsports.com/newsletter/Follow Ruling SportsInstagram: www.Instagram.com/RulingSportsTwitter: www.Twitter.com/RulingSportsFacebook: www.Facebook.com/RulingSportsLinkedIn: www.linkedin.com/company/RulingSportsTikTok: www.tiktok.com/@RulingSports
Jocelyn Hu is a Taiwanese American artist and designer based in New York, known for her distinctive, custom creations that draw inspiration from sports, fashion, and cultural narratives. Jocelyn uses her art as a platform for advocacy, creating pieces that foster dialogue and celebrate the richness of diverse, community-driven experiences. She has collaborated with the likes of Angel Reese, Spike Lee, the Phoenix Mercury and Google. Most recently, she partnered with Ally during WNBA All-Star to launch Ally's first public limited-edition fashion merch drop. In this episode, Jocelyn discusses:How she gained the courage to pivot out of corporate marketing to pursue her creative passions professionally; Why sport is her muse; The piece that launched her career, and whatthat experience can teach about leaning into authenticity to face fears;Her process for selecting the brands andathletes she’ll work with; Why fashion is increasing interest andviewership in women’s sports; andHow to gain the courage to pursue your truepassionLearn more about Jocelyn here.Purchase the "Walking Bucket Hat" from Ally's collaboration with Jocelyn here.Get the Ruling Sports Newsletter: https://rulingsports.com/newsletter/Follow Ruling SportsInstagram: www.Instagram.com/RulingSportsTwitter: www.Twitter.com/RulingSportsFacebook: www.Facebook.com/RulingSportsLinkedIn: www.linkedin.com/company/RulingSportsTikTok: www.tiktok.com/@RulingSports
Maarten Paes is the goalkeeper for FC Dallas of Major League Soccer, who notched his 100th MLS start in the 2025 season. Born in the Netherlands, he was called up to the Indonesian National Team to compete for a spot in the 2026 FIFA World Cup. Beyond the pitch, Maarten is an incredibly curious individual with a range of passions and knowledge bases, which he shares in this episode.In this episode, Maarten discusses:What it takes to make 100 MLS starts, his approachto consistency and how he trains his ability to concentrate as a goalkeeper;The role meditation has played in his life and what his practice entails;The player he doesn’t want to see coming down the pitch and what goes through his mind when said player is making his way to shoot;His growing investment portfolio, including details about recent private equity deals;What he wishes he knew younger athletes knew about investing; andHow as an active goalkeeper he is preparing for life after the game. Get the Ruling Sports Newsletter: https://rulingsports.com/newsletter/Follow Ruling SportsInstagram: www.Instagram.com/RulingSportsTwitter: www.Twitter.com/RulingSportsFacebook: www.Facebook.com/RulingSportsLinkedIn: www.linkedin.com/company/RulingSportsTikTok: www.tiktok.com/@RulingSports
Alexandra Mason is the SVP of Marketing for Ames Watson, a private holding company with over $2 billion in revenue and whose portfolio includes iconic sports brands, like Lids, Champion Teamwear, Ebbets Field and South Moon Under.In this episode, Alex discusses her unexpected path into sports business, where a job at a beloved kids’ retail store gave her the skills to scale brands and unlock consumer motivation.Alex then uses Ebbets Field as a case study for listeners to explore:How to build a brand beloved by celebrities and awide range of consumers;How to curate and uphold brand authenticity;What goes into creating a capsule collection;Whether marketing and brand decisions reallystart with “why?”; andHow brands can find and tell stories that engageaudiences, with a deep dive into Lids’ partnership with MLB star, Juan Soto.Learn more about Ebbets Field.Learn more about Ames Watson.Get the Ruling Sports Newsletter: https://rulingsports.com/newsletter/Follow Ruling SportsInstagram: www.Instagram.com/RulingSportsTwitter: www.Twitter.com/RulingSportsFacebook: www.Facebook.com/RulingSportsLinkedIn: www.linkedin.com/company/RulingSportsTikTok: www.tiktok.com/@RulingSports
Brandon Copeland is a ten-year NFL veteran who signed undrafted in 2013 with the Baltimore Ravens after competing in NCAA football at the University of Pennsylvania, where he graduated from the Wharton School of Business. Today, Brandon is a financial education advocate, who teaches the popular "Life 101" financial literacy course at UPenn; authored "Your Money Playbook;" and founded Copeland Media to provide comprehensive education and practice tools to help others build financial stability. Most recently, he co-founded Athletes.org, a players association for college athletes.In this episode, Brandon discusses:How the incredible synergy between his NFL journey and hisgrandfather’s NFL career motivated his success;How entering the NFL as an undrafted rookieshaped his mindset to beat the odds and complete a ten-year NFL career;His pathway to becoming a financial education advocate; andWhy he co-founded AO, how he hopes to shapethe future of college sports and why college athletes need to join a players association. Get the Ruling Sports Newsletter: https://rulingsports.com/newsletter/Follow Ruling SportsInstagram: www.Instagram.com/RulingSportsTwitter: www.Twitter.com/RulingSportsFacebook: www.Facebook.com/RulingSportsLinkedIn: www.linkedin.com/company/RulingSportsTikTok: www.tiktok.com/@RulingSports
Brett Maher was an NFL kicker who played for a number of teams, including the Dallas Cowboys and competed in NCAA football for the Nebraska Cornhuskers. Raised in Nebraska, today he and his wife, Jenna, own and operate a Mathnasium franchise and Brett also serves as a coach for Nebraska football.
In this episode, Brett discusses:
How he navigated the pressure of high-stakes games as a kicker;
What goes through a kicker's mind in big game moments;
How a peak performance coach helped him overcome the hurdles preventing him from making the NFL;
Whether leagues and colleges are doing enough to protect athletes from the impacts of sports gambling and social media;
Why he pursued franchising and invested in Mathnasium; and
How his past playing experience guides his coaching philosophy
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Georgia Grace Edwards is the co-founder of Gnara, a company creating innovative and inclusive apparel. The company's patented GoFly zipper technology allows women to do what men do--unzip and go whenever and wherever nature calls.
In this episode, Georgia Grace discusses her incredible entrepreneurial journey to build a company creating an equal playing field for women and that is backed by early stage venure capital, grant, crowdsourced and accelerator funding. In this episode, Georgia Grace discusses:
How to use frustration as a pathway to opportunity;
The commitment necessary to develop an idea into a prototype;
Advice for how to align with co-founders;
The importance of writing down goals to measure progress;
What she wishes she knew about entrepreneurship before becoming a founder; and
What has allowed Gnara to secure meaningful capital.
Learn more about Gnara here.
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Jenna Kurath is the Head of Comcast NBCUniversal Sports Tech and the Vice President of Startup Partnerships at Comcast. Comcast NBCUniversal SportsTech finds, funds, and fast-tracks the most innovative startups from around the world to invest in and develop the next generation of technology to change the way we experience sports.
In this episode, Jenna discusses:
How her experience as a track and cross country athlete at Baylor University prepared her for leadership and business success;
How Comcast is building on its founder Ralph J. Roberts' legacy of innovation through SportsTech;
The uniqueness of Comcast NBCUniversal SportsTech as an accelerator;
What founders should consider in seeking an accelerator;
How to build a company that lasts; and
How to overcome the common stumbling blocks that prevent start-ups from succeeding in the long-term.
Learn more about Comcast NBCUniversal SportsTech here.
Learn more about Women in Sports Tech here.
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Janelle Anderson is the CEO of RIP-IT, a female-first company developing and providing products for women and girls in sports to unleash their full potential. A former NCAA swimming captain, Janelle completed her MBA at the University of Michigan and was formerly the CEO of Fresh Vine Wines, Officer of Global Marketing at American Airlines, VP of PepsiCo and VP at Frito Lay.
Drawing on her wealth of experience, in this episode Janelle discusses:
Why you should commit to going big everyday, even when you aren't seeing results;
How intercollegiate athletics prepared her for business success;
Why confidence is the element female leaders must possess to rise and succeed in the C-Suite;
Why the marketplace for women's sport apparel and equipment is slow moving and how RIP-IT is disrupting that trend;
Strategies for successful fundraising as an entrepreneur;
How to manage motherhood while ascending the corporate ladder; and
How to navigate work-life balance as a parent.
Learn more about RIP-IT here.
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Ryan Neiswender is a Paralympic gold medalist and World Champion in wheelchair basketball and a corporate keynote speaker who works at Visa as a Sport Sponsorship Marketing Manager. Born with a disability which affected the development of the quadricep muscles in his legs, Ryan knew he was athletic and desired an opportunity to compete. When he was introduced to wheelchair basketball at eight years old, it changed his life.
In this episode, Ryan discusses:
His pathway to the highest level of the sport and the
path he took with Team USA to win gold in 2020;
The need for increased access to sport for adapted sport athletes;
The unique value proposition in investing in adapted sports with great data on why the Paralympic movement is ripe for corporate investiture and sponsorship;
Strategies for athletes to utilize to boost their sponsorship portfolios; and
How as a corporate keynote speaker he helps organizations and teams reach their untapped potential.
Watch Ryan's TedX speech here.
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Scottie Antonucci is a member of the Class of 2026 and high school soccer star at California’s Etiwanda High School, where she is a midfielder. She is also a captain of the U.S. U-16 Women's National Team.
Signing her first NIL deal with Nike as a 15 year old and inking a representation deal with leading agency, Wasserman, Scottie is demonstrating how an authentic social media presence mixed with powerhouse talent can drive NIL opportunities. Now, Scottie is joining Team Invisalign—a partnership between Overtime and the Invisalign brand spotlighting the stories and voices of some of the best women’s high school basketball and soccer players in the world.
In this episode, Scottie discusses:
What soccer has done to develop her as a leader;
Navigating the pressure of being a captain of a national team;
The tactics she uses to lead teams during tough moments;
How she’s navigating the NIL landscape and built her personal brand; and
The resources she wishes high school athletes had to navigate the NIL environment.
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Malindi Elmore is a three-time Olympian who competed for the Canadian Olympic Team in track and field in 2004 and marathon in 2020 and 2024. A multi-sport athlete who grew up in Canada, Malindi attended Stanford University, where she broke the school's 800m and 1500m track and field records. Upon becoming a mother in 2014, rather than giving up sport, she picked up a new one: triathlon. Following the birth of her second child, Malindi was ready for another challenge: marathon racing. Six months after giving birth, she competed in her first marathon. Her strong result made her realize she could push toward competing in the Olympics again--16 years after her first appearance--but this time, in a new sport.
In this episode, Malindi discusses:
How to source the courage to believe you can accomplish big and great things;
What it feels like to make an Olympic team;
Quieting your mind during an Olympic race and what it feels like to be on a world stage;
The comedown athletes face following the Olympic Games and how to navigate athletic disappointment;
Advice on navigating athletic success and personal fitness during motherhood; and
What it took to make her third Olympic roster in twenty years
Learn more and support KidSport here.
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David Kelly is the Chief Legal Officer of the Golden State Warriors and Chief Business Officer of Golden State Entertainment, which is an affiliate of the Golden State Warriors that produces docuseries, music, events and experiences to tell the stories of those who shape and move
culture around the globe.
David’s life and professional journeys have traveled a fascinating trajectory. Growing up in Chicago, David pursued sports, writing and hip-hop. The culmination of these interests led him in high school to form a hip-hop duo, All Natural. David tells us about this incredible musical experience, which took him around the globe and saw him
create eight studio albums.
Amidst his music career, David completed a degree in English at Morehouse College and his Juris Doctorate at the University of Illinois.
In this episode, David and Alicia discuss:
How David sourced the courage to pursue a global
music career;
Where he gained the entrepreneurial know-how to
build the necessary business infrastructure for his music career;
His pathway to the Golden State Warriors, with
great advice on the need to network at every turn;
Advice for individuals desiring to work in entertainment and sports law, with ideas for how to break into the fields;
The why and how behind the creation of Golden
State Entertainment, which notably, is the first such production company housed inside of an NBA team; and
Lessons from the Golden State Warriors for how
to embrace creativity and create new lines of business for organizations.
Learn more about Golden State Entertainment here.
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Jessi Miley-Dyer is the commissioner of the World Surf League and a two-time world champion of surfing. Since joining the World Surf League in 2012, Jessi has been integral to professional surfing’s growth, particularly in developing the women’s tours. Jessi was also key in the WSL’s groundbreaking 2018 announcement to award equal prize money to male and female athletes. For her work, she has been honored as a Sports Business Journal Game Changer.
In this episode, Jessi discusses:
Her pathway to professional surfing and the familial origins that showed her the need to champion the
interests of women;
Tips for sourcing the confidence to pursue big goals and how to navigate disappointment if you don't achieve them;
The mental strength necessary to succeed in surfing and how working with a sport psychologist benefited her;
How the pay inequity she faced as a female surfer and the lack of female representation she saw on the business side of surfing has driven her strategies as commissioner of the World Surf League; and
The impact of surfing's inclusion on the the Olympic programme on the sport's growth and what to watch for this Games.
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Beth Rodden is one of the best female rock climbers of all-time, and a globally recognized ambassador for the outdoor community. She has achieved a number of notable free climbs on El Capitan, the 3,000-foot monolith in Yosemite National Park, and has also established the hardest first ascent on a crack climb ever done by a woman. In 2000, Beth made international news when she and three male companions were taken hostage while climbing in Kyrgyzstan.
In this episode, Beth discusses:
Her pathway into the sport and how she became a sponsored climber;
How she manages and navigates fear;
The lack of female representation in the sport, along with the pay inequity women face;
Advice for how to negotiate for pay equity;
Her harrowing experience being kidnapped;
Her healing process after being released and how she held onto hope in the face of uncertainty;
The fears she faced ahead of motherhood, how she navigated them, and the beauty that followed once she became a mother.
Purchase Beth's memoir, "A Light Through The Cracks: A Climber's Story" at Touchstone Climbing Shop or Avid Reader.
Read Beth's op-ed in the New York Times.
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Mike Buckley is the co-owner and CEO of the United States SailGP team and serves as the team’s strategist. Co-founded by Oracle co-founder Larry Ellison and world champion yachtsman Sir Russell Coutts, SailGP is an international sailing competition where national teams compete across a season of grands prix around the world. In October 2023, the U.S. team was sold to Mike and a group of investors led by former Milwaukee Bucks owner, Marc Lasry and his Avenue Sports Fund.
In this episode, Mike breaks down:
The unique nature of the investment group behind the U.S. SailGP team and why they spurned other sailors to bring in a unique mix of actors, serial entrepreneurs and top athletes from other sports;
The value and importance of diversity to growing a successful business and how the current group has helped the team reach new heights;
How and why others should rethink their approach when it comes to forming investor groups;
Insights for athletes on how and why they can be impactful members of a company's cap table, outside of the financial capital they bring.
DISCLAIMER: Neither Ruling Sports LLC nor Alicia Jessop are providing any financial, economic, legal, accounting or tax advice or recommendations in this podcast. The information contained in this podcast does not constitute investment advice or an offer to buy or sell securities from any entity to the listener and should not be relied upon to evaluate any potential transaction. In addition, the receipt of this podcast by any listener is not to be taken to constitute such person a client of Ruling Sports LLC or Alicia Jessop. Neither Ruling Sports LLC, Alicia Jessop nor any of their affiliates or entities make any representation or warranty, express or implied, as to the accuracy or completeness of the statements or any information contained in this podcast, and any liability therefore (including in respect of direct, indirect or consequential loss or damage) is expressly disclaimed.
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Gregory Sullivan is a 10+year Certified Financial Advisor
and Chartered Alternative Investment Analyst. In his practice, Greg serves high-net-worth households, focusing on resourcing the sports and entertainment ecosystem, including founders, executives and talent. With an MBA from Notre Dame and Bachelor’s Degree in Finance from Villanova, Greg has a range of education and insights that will lead today’s conversation.
In this episode, Greg and Alicia explore:
Financial strategies for an athlete like Caitlin Clark, who will earn most of her income through endorsement deals, versus strategies for an athlete who will earn most of their income from their playing contract;
Financial strategies for super high income earning athletes, like first round NFL Draft picks;
Budgeting strategies for athletes of all income levels;
Key financial considerations for college athletes earning NIL income; and
The importance of athletes building a team of trusted advisors to help them in the present and to plan for the future.
DISCLAIMER: Neither Ruling Sports LLC nor Alicia Jessop are providing any financial, economic, legal, accounting or tax advice or recommendations in this podcast. The information contained in this podcast does not constitute investment advice or an offer to buy or sell securities from any entity to the listener and should not be relied upon to evaluate any potential transaction. In addition, the receipt of this podcast by any listener is not to be taken to constitute such person a client of Ruling Sports LLC or Alicia Jessop. Neither Ruling Sports LLC, Alicia Jessop nor any of their affiliates or entities make any representation or warranty, express or implied, as to the accuracy or completeness of the statements or any information contained in this podcast, and any liability therefore (including in respect of direct, indirect or consequential loss or damage) is expressly disclaimed.
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