Trading Secrets

This week, Jason is joined by reality star, singer, model, actress, philanthropist, and author, Luann de Lesseps! Luann was featured in the first 13 of 14 seasons of the Real Housewives of New York City and fan couldn’t get enough. She transformed her career as a nurse into becoming one of Bravo’s biggest stars, so big in fact, that she was named the number one housewife by TV Guide, surpassing al...

This week, Jason is joined by dentist and founder of Shuayb Dental Institute in Tampa Bay, Florida, Dr. Omar Shuayb! Dr. Omar and his brother opened their practice in 2005 and 18 years later, they now own and operate not one, not two, not three, but seven practices in Florida. Their practices offer a full scope of general and cosmetic dentistry with expertise ranging from regular dental check-ins...

This week, Jason is joined by content creator and social media influencer and correspondent, Katie Feeney! Currently a junior at Penn State University, Katie is blazing her own trail into a career in sports journalism and also content creation. She has been at the forefront of marrying social media with traditional broadcasting by reporting via TikTok, YouTube Shorts, and Instagram, while also bei...

This week, Jason is joined by world renowned actor and stand up comedian who has been making audiences around the world laugh for almost four decades, Scott “Carrot Top” Thompson! Scott’s comedy career and Carrot Top persona quickly became well known for his three trademarks; red hair, performing hilarious prop comedy acts, and his tiny shorts. His comedic skill set earned him acting jobs across f...

This week, Jason is joined by social media personality, fashion model, and Bachelor Nation fan favorite, Tyler Cameron! After a successful Season1, Tyler accepted an opportunity to join Season 2 of Special Forces: World’s Toughest Test, which debuted at the end of September. The series gives contestants a taste of what it’s like to become a Special Forces agent by competing in an array of challeng...

This week, Jason is joined by Bachelor Nation fan favorite turned singer-songwriter, Carly Waddell! Many know Carly from her time on The Bachelor and Bachelor in Paradise, but what you may not know is that Carly comes from a long history of singing and songwriting where she even toured the world as a headliner for the cruise industry before being discovered by producers of the Bachelor franchise....

This week, Jason is joined by entrepreneur, magician, and mentalist, Oz Pearlman! Although Oz took to magic at a young age, he took to Wall Street to begin his career before making the decision to move to magic and entertainment full time. Starting off by performing at restaurants, kid shows, and smaller events, Oz now performs over 150 dates per year in front of tens of thousands of people includ...

This week, Jason is joined by former investment trader on Wall Street turned personal finance content creator, Your Rich BFF aka Vivian Tu! Over the past few years, Vivian has gained popularity on social media for sharing financial advice on investing money and building wealth. Between TikTok and Instagram, she has generated over 6 million followers, who she calls the leftovers, for whom she wants...

This week, Jason is joined by entrepreneur, podcast host, and Real Housewife of Orange County fan favorite, Gina Kirschenheiter! Gina has been a part of Real Housewives of OC cast for the past five seasons and quickly acclimated to the California lifestyle after predominately living her life on the east coast in New York. In addition to being a major personality on Real Housewives of OC, Gina have...

This week, Jason is joined by entrepreneur, lawyer, author, podcast host, and one of Bravo’s fan favorites from its hit reality show, Southern Charm, Craig Conover! Craig reigns as the pillow magnate of Charleston and beyond after starting his own sewing and southern lifestyle brand, which has been well documented on the show. His business has become a huge success via eCommerce and his brick and...

This week, Jason is joined by Joe Amabile and Serena Pitt for part two, plus Suzana Somers from Bachelor Data also returns! Joe and Serena dive into how they are managing finances as a married couple, the importance of discussing finances in relationships, working together on the Bachelor Happy Hour podcast, and how it came to be. Serena gives insight to her career path including working in PR, th...

This week, Jason is joined by Bachelor Nation’s newest and hottest married couple, Joe Amabile and Serena Pitt! With Joe and Serena fresh off a wedding, what better time to discuss the money, planning, and time that goes into a successful wedding. Joe and Serena give insight to their courthouse wedding and what goes into that process, how they kicked off wedding planning by getting married, the pr...

This week, Jason is joined by entrepreneur, father, and Bachelor Nation fan favorite, Michael Allio! Most know Michael from Katie Thurston’s season of The Bachelorette and eventually his time spent on Bachelor in Paradise, where he quickly became one of the most popular and well liked contestants on the show. Michael has been open and vulnerable about sharing a personal loss he experienced in 2019...

This week, Jason is joined by one of Bachelor Nation’s biggest stars and fan favorites, Ben Higgins! In 2017, Ben co-founded Generous Coffee, a company dedicated to raising money through its operation to create jobs, feed children, improve education and empower communities to eliminate poverty around the world. Outside of his socially conscious work, he maintains a connection to the one and only B...

This week, Jason is joined by one of Bachelor Nation’s biggest stars and fan favorites, Ben Higgins! Ben initially won over the hearts of viewers during his time on The Bachelorette and eventually became the Bachelor himself. Following his time on the shows Ben embarked on numerous ventures, entrepreneurial and otherwise, with a mission to help organizations connect more deeply with their employee...

This week, Jason is joined by fan favorites of Netflix’s The Circle. John Franklin and Alyssa Ljub! John and Alyssa were participants on season four of the hit reality TV show The Circle. As contestants, they maneuvered their way through a game in which they can only communicate with other contestants via texts on a specialized social media platform. Although neither of them were crowned the champ...

This week, Jason is joined by New York based standup comedian, Jared Freid! Jared has become well known for his comedic insights into how millennial dating and relationships begin and end, ranging from the obsession over dating apps, trying to be real adults, and worrying about their looks on a daily basis. From performing alongside the likes of Jimmy Fallon to writing for media outlets such as Br...

This week, Jason is joined by reality TV star known for his roles on MTV’s The Real World, The Challenge, and Teen Mom, Cory Wharton! Cory started his reality TV career back in 2015 when he was a cast member on the Real World Explosion. The very next year he made his way onto the Challenge, debuting on Battle of the Bloodlines. Since then, he has been a regular across the channels on a plethora of...

This week, Jason is joined by Blake Horstmann and Giannina Gibelli as they return for part 2!Many may know Blake from his time on The Bachelorette and Bachelor in Paradise and Giannina from her time on season one of Netflix’s Love is Blind. After each of them failed to find love, they gave it one more shot on Paramount+’s All Star Shore where they inevitably found each other and have shown that lo...

This week, Jason is joined by social media personalities and one of reality tv’s hottest and favorite couples, Blake Horstmann and Giannina Gibelli! Many may know Blake from his time on The Bachelorette and Bachelor in Paradise and Giannina from her time on season one of Netflix’s Love is Blind. After each of them failed to find love, they gave it one more shot on Paramount+’s All Star Shore where...

This week, Jason is joined by social media personality, automotive expert and working mom of three, Kelly Stumpe aka the Car Mom! Kelly spent her entire life growing up in the dealership business and started her career off by selling BMW vehicles. After establishing early career success, Kelly began to think about ways to expand her experience to a larger audience and in 2020, she began blogging a...

This week, Jason is joined by YouTube personality, actress, and all around entrepreneur, Rebecca Zamolo! Rebecca is one of the top female YouTubers in the world with over 47 million combined followers across her social media platforms with over 8 billion views on YouTube. Rebecca made her mark in the YouTube space with her family friendly content, which includes videos ranging from family challeng...

This week, Jason is joined by entrepreneur, NYT bestselling author, podcast host, and TV host, Ramit Sethi! His unique approach to managing finances is sometimes different from the traditional advice as he advises individuals to spend money on things you love, but cut back on the things you do not. By exploring his unique approach to personal finance management and how he has been able to diversif...

This week, Jason is joined by multi-platinum and Grammy Award winning rapper, songwriter, and entrepreneur Ben Haggerty, known to the world as Macklemore! In March of 2023, he released his first new album in over five years titled Ben, which covers a portrayal of his life including topics such as his struggles with mental health. On top of his tour and new album, he is launching a collaboration wi...

This week, Jason is joined by Bachelor Nation fan favorite and reality TV personality, Wells Adams! When it comes to making a career out of being on reality TV, Wells has truly made the most of his opportunities. While working as a radio DJ in Nashville, Wells won over fans by competing on Jojo Fletcher’s season of The Bachelorette and later was a contestant on Bachelor in Paradise. Although he di...