Founder's Story

IBH Media

"Founder's Story" by IBH Media isn't a business show. It's the conversation founders don't get to have anywhere else. Think 60 Minutes, but for entrepreneurs. We sit down with the most interesting people in business and go past the highlight reel, past the pitch, past the polished version they give every other podcast. We go into the mud with them. The 2 a.m. doubts. The bet that almost ended everything. The moment they wanted to quit and didn't. You'll hear from household names like Gary V, Codie Sanchez, Rob Dyrdek, and Tom Bilyeu, and just as often from founders you've never heard of who are building something the world needs to know about. Either way, the goal is the same: a real conversation that makes you laugh, makes you think, and sometimes catches you off guard with how much it makes you feel. This is where the story behind the success finally gets told. This is "Founder's Story."

  1. 21h ago

    Everyone Is Asking The Wrong Question About AI | Ep. 422 with Rana Gujral CEO of Behavioral Signals

    Daniel and Rana Gujral, CEO of Behavioral Signals, begin with the biggest misconception in AI: that the real debate is about capability. Rana argues that the more important question is not whether AI can write, reason, analyze, or outperform humans on benchmarks, but whether it is strengthening human instinct or quietly replacing it. From there, the conversation explores why enterprise AI often fails when companies use it as a headcount-reduction shortcut, why workers resist tools they fear will train their replacement, and why AI has to be built into redesigned workflows rather than bolted onto old processes. Rana also breaks down voice deepfakes, machine consciousness, artificial general experience, trusting intuition, the role of failure, and why being human is about creating meaning under constraint. Key Discussion Points Rana says the public AI conversation is focused on the wrong axis: instead of asking what AI can do, we should ask what using AI does to human attention, judgment, and instinct over time. He explains that AI harm may not arrive as one dramatic rupture, but through quiet drift: defaults, recommendations, attention systems, and convenience slowly reshaping how people think. Rana argues that many enterprise AI rollouts failed because companies believed in a “fantasy of substitution,” assuming they could drop a model into a workflow, remove people, and instantly book savings. He says real work is full of exceptions, judgment calls, relationships, and context, and that AI often handles the middle of the workflow but fails at the edges where the real value lives. Rana explains that employees may resist AI not because they are illiterate, but because nobody has answered what happens if the tool makes them more productive: more meaningful work, more workload, or replacement. The conversation explores machine consciousness, with Rana warning that fluent language, empathy, memory, and personality can make systems feel conscious even when that may be human projection rather than evidence. Rana introduces the idea of artificial general experience, arguing that the more practical question is whether machines develop stakes, preferences, and something that functions like caring about outcomes. He says we are entering an era where “hearing is no longer believing,” because voice cloning tools can replicate someone’s voice from only a few seconds of audio. Rana explains that older deepfake detection methods looked for imperfections in synthetic speech, but newer models are learning to patch those tells, making behavioral and temporal patterns more important. He shares that Behavioral Signals focuses on how a specific person speaks over time, including cadence, articulation, co-articulation, and prosody patterns that are harder to fake consistently. Rana reflects on leaving India after undergrad and walking into uncertainty, saying the biggest lesson was that life does not follow a clean formula and the future is far more unpredictable than we are taught. He says one thing he wishes he had done earlier was trust his instincts, because intuition is not magic; it is accumulated experience compressed into a signal. Rana explains that failure is not a detour from success but the road itself, because suffering and breakdowns reveal what someone values, what needs protection, and where their understanding ends. He argues that a smart machine gives the right answer, but a machine that understands can explain why that answer holds, where it breaks, and what would have to be true for it to be wrong. Rana shares his turnaround philosophy: the secret unlock is not a clever pivot, but radical honesty—naming the real problem in the room and giving people a concrete next action. Takeaways The biggest AI risk may not be replacement overnight. It may be the slow erosion of human judgment as people outsource thinking, framing, and decision-making to systems that feel helpful. AI works best when companies redesign the workflow around human-machine collaboration instead of inserting a chatbot into old processes and expecting transformation. Voice deepfakes are becoming a trust crisis, and Rana believes society will need to normalize verification, including callbacks, family code words, and skepticism under emotional pressure. Human intuition should not automatically lose to spreadsheets. Rana sees intuition as pattern recognition built from experience, and analysis as a check—not a replacement. Machines may become more intelligent, but understanding requires consequence, transformation, and the weight of experience—not just eloquent answers. Closing Thoughts Rana Gujral’s conversation is less about AI hype and more about what AI forces us to confront in ourselves. As machines become more fluent, more persuasive, and more integrated into our decisions, Rana argues that the real question is not whether they can think like humans, but whether humans will keep building judgment, meaning, and instinct of their own. This episode captures one of the deepest AI conversations on Founder’s Story: a warning about convenience, a framework for trust, and a reminder that being human means building meaning under constraint. Today's Sponsors:  Start with Upwork, the one-stop platform to find, hire, and pay expert freelancers across marketing, editing, branding, development, operations, and more. Visit https://www.Upwork.com today to post your job for free and get matched with top talent ready to help your business grow. Download Cash App Today: https://click.cash.app/ui6m/hlevbsx1 #CashAppPod As a Cash App partner, I may earn a commission when you sign up for a Cash App account. Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Bitcoin services provided by Block, Inc. For additional information, see the Bitcoin disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  2. 2d ago

    Intern at 19. $750M in Property Sales by 26 | Lukas Kerrebijn

    Daniel and Lukas Kerrebijn, co-founder of RD Dubai, RD Vastgoed, and RD Advisory, trace the journey from a teenage intern questioning what real estate agents actually did, to building a platform connecting property sellers with investors, to expanding into Dubai when Dutch regulations made the local market harder for investors. Lukas explains how his first deal in the Netherlands revealed demand from investors, why Dubai became the next major opportunity, and how the RD Dubai brand evolved beyond transactions into community, events, sports sponsorships, and investor networks. The conversation also explores youth, boldness, talent, manifestation, Morocco, Abu Dhabi, and Lukas’s dream of using real estate and sports to create long-term impact. Today's Sponsor: Start with Upwork, the one-stop platform to find, hire, and pay expert freelancers across marketing, editing, branding, development, operations, and more. Visit https://www.Upwork.com today to post your job for free and get matched with top talent ready to help your business grow. Key Discussion Points Lukas shares the story of his first real estate deal at 19 in Vlaardingen, where he found a seller through social media campaigns and brought seven investors to view the property. He admits he told the seller he was 25 because he was nervous about being taken seriously at 19, and the seller replied that he looked very young for his age. That first deal opened his eyes to the possibility of building a real estate platform that connected sellers directly with investors and created faster transaction timelines. Lukas explains that his early frustration came from seeing agents collect commissions in a hot Amsterdam market where properties were selling easily, leading him to question the traditional model. He says starting young was an advantage because he had less responsibility, more time, and fewer fears shaped by previous business trauma. Lukas describes how Dutch government rule changes made buy-to-let investing less attractive, reduced investor confidence, and pushed him to look for new markets. He moved to Dubai initially to look for investment properties for himself and his business partner, but quickly discovered major demand from Dutch investors who also wanted access to the UAE market. RD Dubai’s early advantage came from already having a trusted Dutch investor base, making it easier to guide those clients into Dubai real estate opportunities. Lukas explains that sponsorships with Glory Kickboxing, Dutch football, and Formula One-related activities helped build brand awareness, attract talent, and align the company with ambition and sports culture. He says the sponsorship strategy was not only about sales; it helped attract job applicants who matched the company’s brand DNA and contributed to a strong retention culture. Lukas shares his long-term dream of building sports complexes for underprivileged children in Africa, starting with a project in Marrakech that combines real estate, wellness, sport, and social impact. He believes Abu Dhabi may be one of the biggest real estate opportunities investors are missing right now because of major projects, coastal locations, and more attractive price-to-quality dynamics compared with Dubai. Takeaways Starting young can be a massive advantage because boldness, energy, and fewer obligations can help a founder move before fear takes over. Regulation can completely reshape a market, and Lukas’s move from the Netherlands to Dubai shows how founders must adapt when the rules change. Brand is not only for customers. RD Dubai’s sports sponsorships helped attract talent, build community, and create a company identity people wanted to be part of. Real estate investing is not just about spreadsheets. Lukas argues that community, access, lifestyle, and long-term networks can create lifetime value for investors. Manifestation matters to Lukas because every major move starts with a vision, and he believes the mind shapes what someone is willing to pursue. Closing Thoughts Lukas Kerrebijn’s story is about youth, conviction, and seeing opportunity before the market catches up. At 19, he saw inefficiency in Dutch real estate. At 23, he saw Dubai as the next move. Now, before 30, he is thinking beyond transactions and toward community, sports, wellness, Africa, and legacy. This episode captures a founder who is still early in his journey, but already building with the kind of ambition, boldness, and long-term vision that can turn one deal into an entire ecosystem. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  3. 5d ago

    He Got 30 Investor Rejections, Then Built a $12.7 billion Defense AI Company | Ep. 420 with Brandon Tseng President and Co-Founder of Shield AI

    Daniel and Brandon Tseng, President and Co-founder of Shield AI, begin with the earliest days of Shield AI, when defense tech was not yet a major category and investors were not convinced autonomous military systems could become a massive market. Brandon explains how his confidence came from two places: a mother who believed he could do anything and the Navy SEAL teams, where Hell Week and combat gave him a level of self-assurance that carried into entrepreneurship. The conversation moves through the pain of fundraising, the burden of investor expectations, the leadership lessons he learned in the Navy, and the future of warfare, where Brandon predicts every modern military will eventually pursue million-drone armies powered by AI and autonomy. Key Discussion Points Brandon says ignorance can be a superpower for entrepreneurs because founders often do not realize how hard the mission will be until they are already deep into it. He shares that in 2015, Shield AI met with 30 investors in Silicon Valley and every single one said no. The next year, after dozens more meetings, only a few investors said yes. Brandon explains that all it takes is one yes, because that one investor gives a founder the opportunity to prove everyone else wrong. He describes closing a major funding round not as a joyful moment, but as a sobering reminder that investors are now expecting top-tier results year after year. Brandon says the Navy shaped nearly all of his leadership philosophy, starting as a Surface Warfare Officer and then becoming a Navy SEAL. He recalls being 21 years old, boarding a ship in Thailand just days after graduating from the Naval Academy, and suddenly having 20 people report to him. During his first SEAL deployment in Afghanistan, Brandon says he took over a platoon and was responsible not only for Navy SEALs but also hundreds of Afghan commandos on the battlefield. He explains that veterans bring a unique superpower to business: the ability to accomplish the mission, endure pain, lead people, and keep moving through hardship. Brandon opens up about the many times he stared into what he calls “death, doom and despair” while building Shield AI, and why founders only get one day to feel sorry for themselves before solving the problem. He describes the hardest part of Hell Week as mental, especially the “Camp Surf” evolution, where candidates are forced into freezing water repeatedly even after instructors know they will not quit. Brandon talks about the VBAT and how rewarding it is to see Shield AI’s systems operating in real missions, including U.S. Coast Guard narcotics interdiction and deployments across Ukraine, the Middle East, and the Asia Pacific region. He predicts that every modern military will declare plans to build a million-drone army, which will require AI and autonomy because no country can field one million human drone pilots. Takeaways Entrepreneurship and special operations share a brutal truth: the mission will be harder than expected, and the only way through is to keep moving forward. Rejection does not end the company. Brandon’s fundraising story shows that a founder can hear dozens of no’s and still build something category-defining if they find even one believer. Military leadership teaches real responsibility early. Brandon had to lead people in high-stakes environments long before most executives ever manage a team. AI and autonomy are not just future concepts in defense; they are already reshaping how militaries think about drones, intelligence, force protection, and scale. For Brandon, success is not becoming a billionaire. It is building great products, making customers proud, protecting people, and creating meaningful positive impact in the world. Closing Thoughts Brandon Tseng’s story is a founder story built on service, endurance, and mission. From Hell Week to Afghanistan to building Shield AI, his path shows how combat-tested leadership can translate into company-building at the highest level. This episode captures the rise of defense tech at a moment when AI, autonomy, drones, and national security are converging—and it shows why Brandon believes the future battlefield will be defined by intelligent systems built to protect human lives. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  4. Jul 13

    Ex-Uber AI Safety Lead: Your Home Is Already Exposed. Almost Nobody Knows It | Ep. 419 with John Lunsford Founder of Tethral

    Daniel and John Lunsford, founder of Tethral, open with the hype around AI agents, but quickly move past the usual conversation about agents buying things online or talking to other agents. John argues that the real issue may be agents communicating with the devices already inside our homes: refrigerators, doors, lights, cars, smart locks, and everyday connected systems. He explains how the combination of AI agents and insecure consumer devices could create new risks, from harmless mistakes to coordinated attack surfaces. The conversation then turns into John’s background at Uber, the creation of Uber Teens, why anthropology shaped his view of product design, and how Tethral is building technology that adapts to people rather than forcing people into rigid workflows. Key Discussion Points John explains that IoT has been disappointing for nearly twenty years, but AI agents may finally give connected devices the ability to act in coordinated and useful ways. He warns that when AI can control household routines, small mistakes can have real consequences, like opening the wrong door or misunderstanding whether it is letting out a dog or putting a child at risk. John says consumer connected devices are often insecure, and the scale of AI agents could turn millions of home devices into a coordinated attack surface. He describes a frightening scenario where attackers could manipulate connected homes at scale, increasing stress, disrupting households, or even overloading energy grids by activating devices simultaneously. The conversation explores whether AI agents could eventually cause harm without direct human instruction, especially as self-learning systems gain more access and evolve beyond their original parameters. John talks about building the idea for Uber Teens on napkins, how the concept was initially dismissed, and how the real need from parents and families kept him pushing the idea forward. He explains that innovation inside a large company requires conviction, but also an understanding of the constraints and systems needed to actually deploy an idea. John uses monarch butterflies as a way to think about memory, information transfer, and how systems can carry context even through major transformation. He challenges the hype around people claiming they have automated entire business functions with AI, arguing that AI-generated output often carries obvious patterns people are starting to recognize and reject. John shares how anthropology shaped his view of technology by showing him that people receive the same information differently depending on culture, context, sleep, stress, history, and lived experience. Takeaways AI agents controlling physical environments may be more consequential than AI agents simply chatting online or automating digital workflows. Safety matters because the home is not just another software environment; when AI makes mistakes there, the consequences can affect children, pets, privacy, and physical security. The future of AI should not force people to adapt to rigid systems. The better path is building environments that understand changing human needs and adapt around them. Conviction is essential for founders, but John’s Uber Teens experience shows that conviction must be paired with the ability to work inside real-world constraints. The best reason to become a founder is not just money. John argues that the baseline requirement is almost irrational conviction in a problem you cannot stop yourself from solving. Closing Thoughts John Lunsford’s story sits at the intersection of technology, anthropology, safety, and human behavior. This episode is not just about AI agents or smart homes. It is about whether the next generation of technology will understand people well enough to serve them safely. John’s work with Tethral points toward a future where AI does not simply automate tasks, but helps shape environments around the messy, changing, contextual reality of human life. Start with Upwork, the one-stop platform to find, hire, and pay expert freelancers across marketing, editing, branding, development, operations, and more. Visit https://www.Upwork.com today to post your job for free and get matched with top talent ready to help your business grow. Try Huel Black Edition for a complete meal with 40 grams of protein, essential vitamins and minerals, and no artificial sweeteners, colors, or flavors. New customers get 15% off with code FOUNDER at https://www.Huel.com/founder. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  5. Jul 11

    Bitcoin Creator Revealed: They Say They Found Satoshi | Ep. 418 with Tyler Maroney and Tucker Tooley

    Daniel joins Tyler and Tucker to go deep into the mystery surrounding Satoshi Nakamoto, the pseudonymous creator of Bitcoin. What began as Tucker's curiosity during COVID turned into a multi-year investigation spanning hundreds of interviews, financial insiders, coders, cypherpunks, family members, and people who worked directly alongside the film's leading suspects. The investigation ultimately points to Hal Finney and Len Sassaman as the two people the filmmakers believe were behind Satoshi. Along the way, Tyler and Tucker explain why the untouched Satoshi wallets are so unusual, how one major piece of evidence forced them to completely rethink the film two years into production, and why Bitcoin may have needed a faceless creator to become what it is today. Key Discussion Points Tucker shares how the investigation began during COVID after another film shut down and he became fascinated by Bitcoin's growing institutional adoption and the unanswered question of who created it. The team initially assumed major financial institutions investing in Bitcoin had privately figured out Satoshi's identity, but Tucker says they were met with resistance when they began asking powerful people in finance what they knew. Tyler explains why obsession is almost a qualification for private investigation and how the mystery became more compelling when he realized even serious Bitcoin insiders did not agree on who Satoshi was. The investigation looked at numerous candidates who fit parts of the Satoshi profile: monetary knowledge, C++ coding ability, cypherpunk connections, and an interest in digital cash. Tyler explains why Satoshi's untouched Bitcoin became a critical part of the mystery, arguing that it is deeply unusual for someone with access to extraordinary wealth to never spend, transfer, donate, or leave any visible financial footprint from it. The team also considered the possibility that Satoshi simply lost the private keys, especially because early Bitcoin had effectively no monetary value and coders from that era told them losing passwords was not uncommon. Tucker shares how difficult it was to convince Hal Finney's widow, Fran Finney, and Len Sassaman's widow, Meredith Sassaman, to participate, especially after the harassment and suspicion their families had previously experienced. One of the biggest twists came two years into production, when evidence showed Satoshi was active during a time Hal Finney was publicly running a race in Santa Barbara, forcing the filmmakers to abandon their theory that Hal acted alone. That setback pushed the investigation toward the possibility of two people, and Len Sassaman emerged as someone with a separate but complementary skill set who knew and worked alongside Hal Finney. Tyler describes the emotional breakthrough of having credible former colleagues of Hal and Len say on the record that they had long believed Hal was connected to Satoshi. The filmmakers explain why they chose to initially release Finding Satoshi directly to the crypto community instead of following a traditional Hollywood distribution strategy, saying it reflected Bitcoin's ethos of removing the middleman. Takeaways The investigation behind Finding Satoshi concludes that Satoshi was likely not one lone creator, but two people: Hal Finney and Len Sassaman. Real investigations rarely have one perfect lightbulb moment; sometimes the biggest breakthrough comes when the theory you spent years building suddenly collapses. Bitcoin's anonymous creator may have been one of its greatest advantages because the technology was allowed to stand on its own without being tied to the mistakes, politics, or personality of a founder. Bitcoin was not created in isolation. It emerged from decades of work by coders, cryptographers, and the cypherpunk community experimenting with privacy, encryption, and digital cash. The human story may be more powerful than the technical mystery: ordinary people working in their spare time may have created an asset and movement that fundamentally changed global finance. Closing Thoughts Tyler Maroney and Tucker Tooley did not approach Satoshi as a crypto conspiracy or a technical puzzle alone. They approached it as a human investigation. After four years, hundreds of conversations, dead ends, and a theory that had to be rebuilt halfway through, Finding Satoshi argues that Hal Finney and Len Sassaman were the people behind Bitcoin's mysterious creator. Whether the wider world ultimately accepts that conclusion or continues debating Satoshi's identity, this episode captures why the mystery has endured for so long—and why the anonymity at the center of Bitcoin may be inseparable from its success. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  6. Jul 9

    Tech Employees Are Being Robbed Of Billions | Ep. 417 with Oren Barzilai CEO & Founder of Equitybee

    Daniel and Oren Barzilai, Co-founder and CEO of Equitybee, dive into a problem hiding inside the startup economy: employees can spend years helping build valuable companies, receive stock options as part of their compensation, and still walk away with nothing because they cannot afford to exercise those options. Oren explains how his experience building Tapingo and watching employees miss out after its acquisition by Grubhub planted the seed for Equitybee. The conversation covers how startup equity actually works, why companies staying private longer has made the problem worse, how employees should evaluate equity offers, and why private market access may be creating an entirely new class of wealth. Key Discussion Points Oren explains that the true amount of startup employee equity going unexercised is difficult to measure, but estimates can range from tens of billions to potentially much more each year. He argues that being a founder is not necessarily the highest-probability path to getting rich and that joining the right startup at the right time can create a life-changing financial outcome. Oren shares that he was getting paid to code at thirteen during the dot-com era and remembers the fulfillment of creating something that other people actually used and valued. He explains how the acquisition of Tapingo by Grubhub exposed the painful equity problem firsthand: former employees who should have received hundreds of thousands of dollars had lost their options because they could not afford to exercise them. Oren shares how the original idea for Equitybee sat in his notes for years until he met an employee who needed roughly $200,000 to exercise stock options before leaving a company. After helping that employee connect with investors, referrals quickly followed, proving there was a much larger need for a platform connecting employees with exercise funding. Oren explains why the problem has become more severe as startups stay private for longer, creating more value before an IPO while employees change jobs more frequently. He breaks down the first things every startup employee should understand: stock options are not shares, the strike price matters, taxes matter, and employees may need to exercise before a liquidity event to preserve their equity. Oren shares the story of a Wiz employee who needed around $170,000 to exercise options. Equitybee helped provide the funding, and after Wiz's acquisition the employee reportedly netted approximately $5.2 million after investors were repaid. He also tells the story of an immigrant developer who had no spare capital, received funding to exercise his options, later netted over $3 million, and used part of the money to start a nonprofit providing dental care to children in India. Takeaways Startup employees should evaluate equity offers with the same seriousness they use to compare salaries, benefits, and job titles. Stock options are only a right to buy shares; if employees cannot afford the exercise price and associated taxes, they can lose the value entirely. Companies staying private longer has created enormous wealth on paper, but employees need infrastructure and education to convert that paper value into actual ownership. The most attractive private market investments may not always be the companies everyone is already talking about, because popular names can become expensive before investors gain access. Life-changing wealth does not always lead people to stop working. Oren believes builders often return to entrepreneurship, investing, advising, and mission-driven work because their motivation goes beyond money. Closing Thoughts Oren Barzilai’s story reveals a part of startup compensation that many employees do not understand until it is too late. Equity is often sold as the promise of participating in a company’s success, but without the capital, education, and infrastructure to exercise stock options, that promise can disappear. This episode is a reminder that the people helping build tomorrow’s billion-dollar companies need to understand exactly what they own—and what they must do to keep it. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  7. Jul 6

    I Was Worth $5 Million at 23. Eight Months Later I Was Negative $1 Million | Ep. 416 with Leo Pareja CEO of eXp Realty

    Daniel and Leo Pareja, CEO of eXp Realty, unpack what happens when someone finally reaches the goal they have obsessed over for years—and discovers it does not feel the way they expected. Leo shares how becoming the number one Keller Williams agent at twenty-eight left him depressed and confused because nothing inside him changed. From there, the conversation moves through his financial collapse during the 2008 crisis, the mentors who reshaped his identity, and the systems that helped him rebuild. Leo also explains why young people should compress time through hard work, why founders must separate themselves from their titles, and how AI may fundamentally reshape enterprise software and entrepreneurship. Key Discussion Points Leo shares that becoming the number one agent at Keller Williams was one of the emptiest and most meaningless moments of his life, despite spending nearly eight years obsessing over that goal. He explains how conversations with millionaires and billionaires taught him one consistent lesson: do not sacrifice the years when your children are young because those moments cannot be recovered. Leo opens up about the financial crisis, when he went from being told he was worth around $5 million to negative $1 million in roughly eight months. That collapse changed his approach to life, pushing him to stop saying “when I get there” and start giving back, spending time with family, and living according to his priorities immediately. Leo explains why his children's calendar now goes into his schedule before eXp's global calendar and why he expects his executives to make family milestones a priority as well. He argues that young people should work extremely hard and “compress time,” using energy and repetition to gain experience before wisdom and leverage come later in life. Leo shares the advice a mentor gave him at thirty: he was no longer a young prodigy, just another successful person in real estate, and he needed to build an identity beyond that achievement. He explains why selling a company can be emotionally traumatic, because founders are often forced to hand over not only the business but a major part of their identity and professional status. Leo describes how the financial crash forced him to stop relying on natural talent and start treating business as a math problem built around total addressable market, customer acquisition cost, lifetime value, retention, churn, and defensibility. The conversation explores Leo's belief that AI is simultaneously overhyped in the short term and underhyped in the long term—and that custom AI workflows could lead to the death of much of enterprise SaaS. Takeaways Reaching the top does not guarantee fulfillment. If your entire identity is tied to one goal, achieving it can leave you more confused than motivated. There are seasons for extreme work and seasons for family, but Leo believes leaders must be honest about which season they are in and intentionally protect what cannot be recovered. Young founders should prioritize proximity and osmosis: get around people who are already doing what you want to do, watch how they think, and put in as many real-world reps as possible. AI may radically lower the cost of building custom technology, allowing companies to replace bloated enterprise tools with workflows designed around their exact needs. Courage is misunderstood. Leo says fear never disappears; courage is simply doing the thing in spite of being afraid. Closing Thoughts Leo Pareja's story challenges the traditional definition of success. He reached number one, lost millions, rebuilt, sold companies, and became CEO of a major public-company brokerage—but the biggest lessons came from realizing that titles are temporary and the people around you are not. This episode is about ambition without losing yourself, taking calculated risks before life ends, and learning to get back up no matter how many losses you take. The best businesses aren't built in boardrooms. They're built by people who just started. Free trial at shopify.com/foundersstory Access your favorite content anywhere and protect your privacy with Proton VPN—get 70% off a two-year plan at protonvpn.com/founder Create without limits with Storyblocks—the human-made stock library trusted by creators everywhere, and get 15% off any annual plan at storyblocks.com/founders. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  8. Jul 4

    Do You Need To Live In Silicon Valley To Start a Tech Company | Ep. 415 with Moe Seye Founder and CEO of 1099Workers

    Daniel and Moe Seye explore how work is being rewritten by AI, layoffs, remote work, and a new generation that does not want the same corporate path their parents wanted. Moe explains why Silicon Valley still feels like a place living in the future, and why being around impossible-thinking founders can reshape what someone believes they can build. The conversation moves into Moe’s own journey from Coca-Cola employee to founder, why leaving a secure job felt like a leap of faith, and how his companies uncovered a major gap: millions of independent workers have flexibility, but lack the infrastructure that large employers used to provide. Key Discussion Points Moe explains why Silicon Valley remains valuable for founders, not just for fundraising, but because the culture makes impossible ideas feel achievable. He shares that while tech companies can now be built outside Silicon Valley, founders in AI and frontier technology may still benefit from spending time in that ecosystem. Moe discusses the AI agent boom and predicts consolidation, comparing it to past technology bubbles where many companies disappear but the strongest ideas survive. He explains why AI may create more one-person or very small companies, where individuals can build faster without needing massive teams. Moe breaks down the rise of the 1099 economy, noting that independent workers are not just influencers or content creators, but also nurses, attorneys, realtors, financial advisors, plumbers, contractors, consultants, and more. He reflects on his years at Coca-Cola, saying it once felt like the dream job because it offered status, stability, and the kind of company name that made family proud. Moe shares how the founder itch eventually became stronger than the comfort of corporate life, and why leaving Coca-Cola felt shocking to people around him. He connects immigration to entrepreneurship, saying moving to a new country can be a person’s first business venture because it forces adaptation, courage, and self-reliance. Moe explains the core problem his company is solving: once someone leaves W-2 employment, they lose the infrastructure around healthcare, retirement, taxes, business structure, benefits, and support. He shares how customer feedback from existing clients revealed a major need: companies could support W-2 employees, but had no real solution for their growing contractor and 1099 populations. Takeaways The future of work is shifting from large corporate employment toward smaller, independent, AI-enabled companies of one. Flexibility is powerful, but independent workers still need serious infrastructure around healthcare, taxes, retirement, and business operations. AI will not just replace jobs; it may push more people to bet on themselves and build outside traditional employment. Customer feedback can reveal the next business before the founder fully sees it, especially when the same pain point keeps appearing. Travel expands what people believe is possible because seeing the world helps founders understand markets, people, culture, and ambition beyond their own bubble. Closing Thoughts Moe Seye’s story captures one of the biggest shifts happening in work: people want freedom, but freedom without infrastructure can become overwhelming. His mission is to support the independent worker the way corporations once supported employees, while giving people the tools to build, earn, and live on their own terms. This episode is a reminder that the next great company may not have thousands of employees—it may be one person, powered by AI, courage, and the right support system. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

4.3
out of 5
227 Ratings

About

"Founder's Story" by IBH Media isn't a business show. It's the conversation founders don't get to have anywhere else. Think 60 Minutes, but for entrepreneurs. We sit down with the most interesting people in business and go past the highlight reel, past the pitch, past the polished version they give every other podcast. We go into the mud with them. The 2 a.m. doubts. The bet that almost ended everything. The moment they wanted to quit and didn't. You'll hear from household names like Gary V, Codie Sanchez, Rob Dyrdek, and Tom Bilyeu, and just as often from founders you've never heard of who are building something the world needs to know about. Either way, the goal is the same: a real conversation that makes you laugh, makes you think, and sometimes catches you off guard with how much it makes you feel. This is where the story behind the success finally gets told. This is "Founder's Story."

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