Trading Secrets

This week, Jason is joined by stand-up comedian, podcaster, and now first-time author Jared Freid for a conversation about the business behind comedy, betting on yourself, and how money, confidence, and relationships are more connected than we think. Three years after his first appearance on Trading Secrets, Jared returns with his second Netflix special, The Family Plan, and breaks down exactly what it took to get there. After spending roughly $80,000 producing his first special, Jared reveals why he invested around $100,000 of his own money into the second, how the licensing economics work, why he partnered with Betches for marketing power, and why that partnership means splitting the licensing fee 50/50. He also shares why landing in Netflix’s Top 10 in the U.S. and Canada for nearly a week still wasn’t enough to guarantee Netflix would finance his next special. Jared also opens up about the economics of his growing comedy career, revealing that touring and the U Up? podcast are currently his two biggest financial drivers. He breaks down the ownership structures behind U Up? and JTrain, why subscriptions have become increasingly important to podcasting, and why paid social partnerships remain more of a bonus than a core piece of his business. Beyond comedy, Jared gets candid about writing his first book, Walking Red Flag, including spending two years on the project, realizing after his first page that he needed a ghostwriter, and paying that expense out of his book advance. He also shares how stepping away from alcohol, his experience with GLP-1s, and rebuilding his relationship with his girlfriend changed his confidence and outlook on life. From investing six figures into your own career to prenups, joint finances, ghosting, dating economics, protecting what you’ve built, and why Jared says he’s never regretted taking a risk—this episode breaks down what it really looks like to build a career without waiting for someone else to give you your big break. Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: Jared Freid Learn more about your ad choices. Visit podcastchoices.com/adchoices

Jason Tartick and the Curious Canadian, David, are back together for another chaotic 30-Minute Thursday—and they have a lot to unpack. From Jason’s trip to the U.S. Open and the eye-popping $108 million prize pool, to the $23 Honey Deuce and the bizarre world of Burning Man, the guys cover it all. They also dive deep into AI, the fear of giving bots access to our personal lives, the future of work and parenting, and how social media algorithms are increasingly shaping—and sometimes hijacking—our brains. Plus, they break down the latest Dancing with the Stars cast, debate whether Jason and David could survive Burning Man, talk about finally getting into Harry Potter, and reveal what they’re trying to do to take back control of their algorithms. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Mary Holland Nader has lived two very different lives—and somehow built both at the same time. On this episode of Trading Secrets, Jason Tartick sits down with Mary, one of the Nader sisters from Hulu’s Love Thy Neighbor, to unpack her unconventional journey from Wall Street to reality TV, modeling, content creation, and entrepreneurship. Mary shares what it was really like starting at Deutsche Bank fresh out of college with a $100K salary, working her way into wealth management, and secretly juggling her finance career with modeling and brand deals. She reveals the moment a $5,000 modeling job made her calculate her hourly rate—and realize her side hustle could eventually out-earn her Wall Street salary. The conversation goes deeper into Mary's decision to leave the security of a steady paycheck, healthcare, and corporate career to pursue entertainment and build her fintech startup, Mary & Pip. She opens up about the financial realities of becoming an entrepreneur, managing unpredictable income, negotiating alongside her sisters, and the freedom that came with finally controlling her own schedule. Jason and Mary also dive into the rapidly changing world of AI—from how she uses Claude, AI agents, and automation in her everyday life to why she believes emotional intelligence and relationships may become more valuable as technology reshapes the workforce. Mary also shares her perspective on protecting your financial information online and why you should think twice before giving sensitive data to an AI tool. Plus, Mary breaks down what it's like watching the Nader sisters' rise happen almost overnight, how Love Thy Neighbor changed her career, what goes on behind the scenes with executive producers, and where she wants to take her career next. From Wall Street to reality TV to fintech, this is a conversation about taking risks, following curiosity, and knowing when it's time to bet on yourself. Learn more about your ad choices. Visit podcastchoices.com/adchoices

David the Curious Canadian may have overdone it on the beers and hot dogs, leaving Jason Tartick with no choice but to host this week’s Trading Secrets 30-Minute Thursday solo. Jason takes over the mic, covers the biggest pop-culture stories of the week, and shares what’s coming next for him. Learn more about your ad choices. Visit podcastchoices.com/adchoices

This week, Jason is joined by Banfield Pet Hospital Chief Medical Officer Dr. Alea Harrison for a conversation about the real economics of pet ownership, why preventive care can be one of the smartest financial decisions pet owners make, and how planning ahead can help avoid thousands of dollars in unexpected veterinary expenses. Dr. Harrison shares her journey from leaving the country to attend veterinary school in St. Kitts to becoming a practicing veterinarian and eventually helping guide clinical strategy for roughly 3,600 veterinarians across more than 1,000 Banfield hospitals nationwide. Dr. Harrison breaks down what people should actually budget for when bringing home a pet, including veterinary care, nutrition, grooming, training, boarding, and daycare—and why many of the biggest expenses are the ones owners rarely think about beforehand. She explains why choosing the right food should be based on a pet’s individual health, breed, and lifestyle rather than marketing or social media trends, and reveals why taking a proactive approach to veterinary care can dramatically change both a pet’s long-term health and the owner’s finances. Jason and Dr. Harrison also dive into Banfield’s Optimum Wellness Plans, why they were designed to make preventive veterinary care more accessible and predictable, and how they differ from traditional pet insurance. Dr. Harrison explains how bundling preventive services can save clients more than 30% compared to paying for each service individually, while plans can include comprehensive exams, vaccinations, diagnostic testing, unlimited office visits, and 24/7 Pet Chat access. She also explains why pet insurance and wellness plans can work together, with insurance focused on unexpected illnesses, injuries, and surgeries while wellness plans focus on routine preventive care. Plus, Dr. Harrison reveals some of the numbers that show just how expensive waiting can become. Heartworm prevention can cost around $25 per month, while treating heartworm disease can range from roughly $1,200 to $6,000 depending on the pet. She also shares that Banfield data shows 80% of dogs and 75% of cats have signs of dental disease by just one year old, explains how certain breeds can be predisposed to costly health problems, and breaks down why spaying and neutering can help prevent serious conditions and certain cancers in addition to controlling the pet population. Dr. Harrison also gets candid about the challenges of becoming a veterinarian, from the competitiveness and financial burden of veterinary school to building a career that can extend far beyond treating individual patients. She explains how her own definition of impact evolved from caring for pets one-on-one to influencing thousands of veterinarians and ultimately helping improve care on a much larger scale. Dr. Harrison reveals why creating predictability, staying proactive instead of reactive, and preparing for expenses before they become emergencies can make all the difference for pet owners. She also leaves Jason with her ultimate trading secret, a mantra she applies to business, family, and veterinary medicine: “If you stay ready, you don’t have to get ready.” She reveals all this and so much more in another episode you can’t afford to miss! Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: Dr. Alea Harrison Learn more about your ad choices. Visit podcastchoices.com/adchoices

Jason Tartick and the Curious Canadian are back for a 30-minute Thursday episode! The guys recap their conversation with Stephanie Shojaee, dive into why Jason is genuinely terrified of going to the doctor, and unpack everything happening across pop culture right now. From the biggest takeaways from Stephanie’s episode to Jason’s latest fears and the stories everyone is talking about, this is your Thursday dose of Trading Secrets. Learn more about your ad choices. Visit podcastchoices.com/adchoices

This week, Jason is joined by The Real Housewives of Miami standout and Shoma Group president Stephanie Shojaee for a conversation about building massive wealth, growing a multi-billion-dollar real estate business, and why relentless ambition has been at the center of everything she has accomplished. The first-generation Colombian American opens up about growing up determined to become “filthy rich,” eventually helping lead a development company that has completed more than $6 billion in real estate transactions—and using reality TV as a platform to expand the Shoma brand globally. Stephanie breaks down how her approach to money changed after meeting her husband, Masoud, from focusing solely on earning and saving to investing, using debt strategically, and continuously putting capital back to work. She shares how her modern approach to branding and marketing helped increase Shoma’s business by roughly 30%, while expanding its recognition beyond South Florida and into markets including Dubai. She also reveals the unforgettable $240,000 payday she earned after refusing to give up on a deal that fell apart three separate times. Jason and Stephanie also dive into her unconventional leadership style, including building Shoma’s nine-person, all-women Latina marketing team largely with young hires straight out of school. Stephanie explains why she believes in discipline, tough love, and throwing employees “in the pool” to see whether they sink or swim—and why she has no problem moving on quickly when someone isn’t the right fit. Plus, Stephanie gets candid about life on The Real Housewives of Miami, why she originally turned the show down for years, and why representing an ambitious, successful Latina businesswoman ultimately helped change her mind. She also shares the wild story of having more than $200,000 worth of belongings stolen from her villa in Cannes, her thoughts on prenups and combining love and money, and the luxury purchase that recently made her say, “Damn, that was expensive”—an Hermès bracelet costing upwards of $250,000. Stephanie reveals why putting on the blinders, eliminating distractions, investing rather than simply earning, and staying relentlessly focused on your goals have been key to her success. She also leaves Jason with a different kind of trading secret: after 15 years with her husband, never go to bed angry and never allow disrespect to become normalized in a relationship. She reveals all this and so much more in another episode you can’t afford to miss! Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: Stephanie Shojaee Learn more about your ad choices. Visit podcastchoices.com/adchoices

Jason Tartick and the Curious Canadian are back for another Thirty Minute Thursday! The boys recap their conversation with Rachel Mansfield, break down the biggest takeaways from the episode, and dive into everything happening across pop culture. From the latest headlines and celebrity news to the stories everyone is talking about, they cover it all in 30 minutes. Learn more about your ad choices. Visit podcastchoices.com/adchoices

This week, Jason is joined by food creator, entrepreneur, investor, and cadootz! co-founder Rachel Mansfield for a conversation about turning an unexpected firing into a multi-faceted career spanning content, consumer brands, and venture investing. Rachel breaks down getting fired from her $54,000 corporate job after her food blog was viewed as a conflict of interest, giving herself six months to make it on her own, and ultimately surpassing her old salary within that timeframe. She reveals how brand partnerships, affiliate revenue, and evergreen recipe content helped turn her online following into a legitimate business. Jason and Rachel also dive into the economics behind cookbooks and venture investing, including why a $100,000 book advance can disappear quickly when photography alone can cost $60,000–$100,000. Rachel shares how she went from promoting brands to investing in them, eventually launching a venture fund with her husband that has raised roughly $3.5–$4 million and invested across more than 20 brands. Plus, Rachel breaks down building cadootz!, including spending roughly $500,000 developing the product, selling out its first online launch within hours, raising a $3 million seed round, and landing a nationwide Target rollout that has expanded to more than 2,000 stores. Rachel reveals why diversifying your income, building ownership, and constantly finding new opportunities within your niche have been key to her success. She reveals all this and so much more in another episode you can’t afford to miss! Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: Rachel Mansfield Learn more about your ad choices. Visit podcastchoices.com/adchoices

This week on Trading Secrets Thursday, Jason Tartick and the Curious Canadian are back to break down the biggest takeaways from Monday's conversation with Chloe Demrovsky on America's growing home insurance crisis. They recap the discussion on rising insurance premiums, hidden risks homeowners should know about, and why the insurance landscape is changing faster than ever. Then, they shift gears into this week's biggest pop culture stories, including Arizona State University's headline-making decision to offer an Influencer major. Is content creation really worthy of a college degree? Jason and the Curious Canadian weigh the opportunities, the skepticism, and what it says about the future of work. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Home insurance costs are skyrocketing—and it's affecting far more than just homeowners in high-risk states. This week on Trading Secrets, Jason Tartick sits down with risk and resilience expert Chloe Demrovsky to unpack the real reasons insurance premiums are surging, why coverage is disappearing in certain markets, and what every current or future homeowner needs to know before it's too late. From climate risk and billion-dollar disasters to hidden policy exclusions and the true cost of rebuilding after catastrophe, Chloe breaks down the insurance industry in a way that's practical, easy to understand, and immediately actionable. In this episode, you'll learn: • Why home insurance premiums have increased faster than inflation • The biggest coverage gaps most homeowners don't discover until after disaster strikes • The difference between replacement cost and actual cash value • Why flood insurance, alternate living expenses, and policy exclusions matter • How AI can help you understand your insurance policy • The simple steps every homeowner should take today to protect their finances and family • Why your insurance premium is actually a warning signal—not just another bill Whether you're buying your first home, own multiple properties, or simply want to protect your biggest investment, this conversation could save you thousands—and help you avoid costly mistakes when it matters most. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Jason Tartick and the Curious Canadian are back for another 30 Minute Thursday! This week, the guys recap Monday's conversation with Chase DeMoor, breaking down the biggest takeaways from the interview. They also dive into the latest headlines in pop culture, share what's been grabbing their attention this week, and tackle one of the show's biggest mysteries: why David has refused to update his phone for more than five years. From finance to football to technology (or the lack of it), it's another fast-paced episode packed with laughs, hot takes, and behind-the-scenes stories. If you'd like, I can also make it more click-worthy with a title that's optimized for Apple Podcasts and Spotify. Learn more about your ad choices. Visit podcastchoices.com/adchoices

This week, Jason is joined by professional heavyweight boxer, reality television personality, and Misfits Boxing Heavyweight Champion Chase DeMoor for a conversation about his journey from chasing the NFL to building a career in reality television and combat sports. Chase breaks down working at Starbucks while pursuing football, signing with the CFL, and pivoting to Too Hot to Handle after the pandemic disrupted his career. He reveals how reality television grew from $1,000 per week and small brand deals into six-figure appearances and a legitimate business. Jason and Chase also dive into the economics of professional boxing, including the expenses that reduced Chase’s first $100,000 purse to roughly $25,000–$30,000. Chase shares the contract terms behind his victory over Andrew Tate, why he accepted a smaller payday for the opportunity, and how the win transformed his negotiating power and brand. Plus, Chase explains the psychology behind trash talk, reading opponents during faceoffs, and why constantly pivoting and reinvesting in himself has been the key to his success. Chase reveals all this and so much more in another episode you can’t afford to miss! Subscribe to the Trading Secrets podcast! Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: Chase DeMoor Learn more about your ad choices. Visit podcastchoices.com/adchoices

The boys are back for another Thirty Minute Thursday! Jason and the Curious Canadian recap this week's conversation with Kathryn Hurley, including the behind-the-scenes moments from Jason and Kathryn's engagement and why the episode resonated with so many listeners. They also dive into everything happening in pop culture this week, share a few laughs, and cover the headlines everyone is talking about. Whether you're here for the relationship updates, behind-the-scenes stories, or the latest entertainment buzz, this episode has you covered. Learn more about your ad choices. Visit podcastchoices.com/adchoices

This week, Jason is joined by his fiancée, Kathryn Hurley, founder of Wags & Walks Nashville, for a conversation about their engagement, their three-week trip through Europe, how Jason secretly planned the proposal, their journey from friendship to forever, and what comes next as they begin planning their wedding and future together. Jason and Kathryn break down every detail from Santorini and Lake Como, including how Jason selected the ring, asked Kathryn’s father for his blessing, carried the ring across Europe, and tried to hide the surprise from someone who organizes nearly everything in their lives. They also reveal the delayed videographer, the weekender bag that nearly gave everything away, and the fake business emergency Jason used to throw Kathryn off. Jason and Kathryn also dive into how their relationship developed, why compatibility and selflessness matter in a forever partner, and how they knew they had found their person. Plus, Kathryn opens up about being introduced to Jason’s public life, how meeting him changed her perspective on having children, and the three locations they are considering for their wedding. From revealing the chaos behind their Lake Como proposal to sharing why their friendship created the foundation for their relationship, Jason and Kathryn reveal what it really takes to trust again, build a life together, and find love when you least expect it. Jason and Kathryn reveal all this and so much more in another episode you can’t afford to miss! Fioraé Luxury Travel Fioraé Travel is a full-service travel planning and advisory agency. Connect with them at: https://fioraetravel.com/ Subscribe to the Trading Secrets podcast! Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: Kathryn Hurley Learn more about your ad choices. Visit podcastchoices.com/adchoices

The boys are back for another Thirty Minute Thursday, and there's only one place to start—Jason is officially engaged to Kathryn Hurley! 💍 Jason and the Curious Canadian share the story behind the proposal, what's next, and reflect on one of the biggest moments of Jason's life. They also recap this week's eye-opening conversation with Steve Cain of UHC Health, who broke down the numbers behind the healthcare industry, explained where healthcare dollars actually go, and unpacked some of the biggest misconceptions surrounding the medical world. Plus, they wrap things up by diving into the biggest headlines in pop culture this week, sharing their takes on what's trending and everything everyone will be talking about heading into the weekend. Tune in for engagement news, healthcare insights, and plenty of laughs along the way. Learn more about your ad choices. Visit podcastchoices.com/adchoices

This week, Jason is joined by UnitedHealthcare California CEO Steve Cain for a conversation about the $5.5 trillion healthcare industry, why healthcare costs have climbed to nearly $17,000 per person, the misconceptions surrounding health insurance, the future of AI in healthcare, and what it takes to lead at the highest level of corporate America. Steve breaks down where your health insurance premium actually goes, the role employers play in choosing benefit packages, and why rising hospital, provider, and pharmaceutical costs have created major challenges across the healthcare system. He also explains why greater transparency and better alignment across the industry could help lower costs and improve the member experience. Jason and Steve also dive into leadership, making decisions under pressure, and Steve's journey from sales to the CEO level. Plus, Steve reveals UnitedHealthcare's plans to invest more than $1.5 billion into AI and how technology could reshape the future of healthcare. From breaking down where your health insurance premium actually goes to revealing UnitedHealthcare's $1.5 billion AI investment, Steve reveals what it really takes to navigate one of America's most complex industries, lead under pressure, and rethink the future of healthcare. Steve reveals all this and so much more in another episode you can't afford to miss! Subscribe to the Trading Secrets podcast! Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: Steve Cain Learn more about your ad choices. Visit podcastchoices.com/adchoices

Jason is joined by the Curious Canadian for another Thirty Minute Thursday as the guys break down the biggest stories of the week. They recap the conversation with TJ Palma, unpack the Taylor Swift wedding, dive into all the drama coming out of Love Island, and react to Team USA's disappointing World Cup loss. Learn more about your ad choices. Visit podcastchoices.com/adchoices

This week, Jason is joined by Love Island USA Season 7 star, real estate entrepreneur, and former National Champion baseball player, TJ Palma, for a conversation about building a $35,000-a-month Airbnb business, monetizing nearly 500,000 social media followers, leveraging reality TV into long-term wealth, and why personal branding has become one of the most valuable business assets in 2026. TJ reflects on his journey from college baseball player to entrepreneur, sharing how he discovered content creation at a young age, built a YouTube channel before becoming an influencer, and eventually turned his passion for real estate into a thriving short-term rental business. He explains why he believed social media could become a powerful business tool long before it became mainstream, and how those early experiences helped prepare him for life in the spotlight. Jason and TJ dive into the reality of building a business from scratch, including how TJ got started with Airbnb arbitrage, furnished his first properties using 0% interest credit cards, negotiated with landlords, and scaled from one rental to a business generating more than $35,000 per month. TJ also breaks down the economics behind short-term rentals, why larger homes outperform smaller properties, and how he's expanded beyond Airbnb into property management, boutique hotels, interior design, and real estate investing. The conversation also explores TJ's experience on Love Island USA, from the extensive casting process and flying to Fiji without knowing if he'd make the show to navigating relationships while cameras rolled 24/7. TJ opens up about dealing with anxiety, public criticism, and the pressure of having millions of viewers judge every decision, while explaining how the experience ultimately helped him become more confident both personally and professionally. Jason and TJ also discuss what happens after reality TV, including how TJ grew from just a few thousand Instagram followers to nearly half a million, how he evaluates brand partnerships, and why he's focused on building businesses that outlast social media trends. He shares how he's turned his online audience into long-term revenue through strategic partnerships, educational content, and businesses that align with his personal brand. Beyond business, TJ reflects on financial discipline, entrepreneurship, and building wealth in your twenties. He explains why he continues reinvesting into real estate, how he approaches risk, the importance of surrounding yourself with ambitious people, and why creating multiple income streams has always been his long-term goal. TJ also shares what's next, including expanding his real estate portfolio, growing his hospitality and design businesses, teaching others how to build successful Airbnb companies, and why he'd love another opportunity in reality television with shows like The Traitors or Dancing With the Stars. From building a $35,000-a-month Airbnb business to leveraging reality TV into long-term wealth, TJ reveals what it really takes to build a business, grow a personal brand, and create opportunities that last long after the cameras stop rolling. TJ reveals all this and so much more in another episode you can't afford to miss! Subscribe to the Trading Secrets podcast! Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: TJ Palma Learn more about your ad choices. Visit podcastchoices.com/adchoices

The boys are back! Jason Tartick and the Curious Canadian reunite for another Thirty Minute Thursday packed with pop culture, travel stories, and trending headlines. Jason recaps his recent trip through Europe, the guys break down the latest Taylor Swift wedding rumors, chat about the growing excitement surrounding the World Cup, and share their thoughts on the buzz coming out of the White Party. Tune in for another fast-paced episode of Trading Secrets! Learn more about your ad choices. Visit podcastchoices.com/adchoices