374 Episoden
The Bootstrap Founder Who Turned $1,800 Into Pocket Prep | Ep. 437 with Peter Murphy CEO of Pocket Prep
26.08.2026 | 32 Min.Daniel opens the episode by asking Peter about college, AI, and whether young people should still take on debt for degrees when so many jobs feel at risk of automation. Peter responds through the lens of being a father with a daughter in college, saying that while AI may try to replace teachers, therapy, and many other human roles, there is still something irreplaceable about the instructor, mentor, or person who deeply impacts a student’s life.
The conversation then moves into Peter’s own education, his unexpected love of supply chain management, and how the right instructor helped him see the hidden systems that keep the world moving. From there, Daniel and Peter unpack entrepreneurship, the discomfort of being underprepared, the reality of building on platforms like Apple, and the founder challenge of adapting when rules change. Peter shares how Pocket Prep had to restructure from around 100 apps into a smaller, more logical app strategy after Apple pushed for changes in distribution.
The episode also gets into AI, leadership, bootstrapping, and values. Peter explains how Pocket Prep uses AI to help authors get started instead of staring at a blank screen, why great humans are still needed around AI, and why he believes bootstrapping gave the company freedom to grow on its own terms. He also reflects on the loneliness and emotional weight of being CEO, the difficulty of layoffs and reorgs, and the surprise of seeing a company become stronger when leaders empower and care for the people building it.
Key Discussion Points
Peter says AI may try to replace teachers, therapists, and many other roles, but he believes great human instructors still matter because people remember the teachers who changed their lives.
He questions the rising cost of college, especially when some campuses feel like expensive resorts and students may graduate into an uncertain AI impacted job market.
Peter shares that entrepreneurship is impossible to fully prepare for, using Pocket Prep’s experience with Apple changing app distribution rules as an example of having to adapt under pressure.
He explains how Pocket Prep uses AI and agentic tools to support educational content creation, helping writers move faster by giving them a starting point instead of a blank screen.
Peter reflects on leaving Lockheed Martin to go all in on Pocket Prep, saying the business did not fully replace salaries at first, but he chose to stop looking back and build with the energy he had once given to a large company.
The conversation explores why Pocket Prep stayed bootstrapped, how an $1,800 investment became a multimillion dollar company, and why outside capital can bring speed but also pressure, control, and heavier expectations.
Takeaways
AI can speed up education content creation, but Peter’s view is that humans still need to guide, check, shape, and improve what AI creates.
Building on someone else’s platform always carries risk. Whether it is Apple, Amazon, Shopify, or social media, founders have to prepare for rules and algorithms they do not fully control.
Bootstrapping gave Pocket Prep the ability to grow with the flow of the business, reinvest profits, and avoid the pressure of outside investors.
Being CEO often means carrying hard decisions privately. Peter says leaders do not always get to talk openly about the emotional weight of layoffs, reorgs, board pressure, or painful tradeoffs.
Values can become a business advantage. Pocket Prep’s lower cost model did not fit every partnership opportunity, but Peter saw that as validation that they were building for access instead of squeezing the customer.
Empowering people works. Peter says one of the biggest surprises was seeing how much momentum a company can build when you hire smart people, trust them, compensate them well, and take care of their families.
Closing Thoughts
Peter Murphy’s Founder’s Story episode is a grounded look at what it really means to build an education company in an AI era. His story is not about chasing hype or raising the biggest round. It is about leaving security, bootstrapping patiently, adapting when platforms change, and building a values driven company that helps people access exam prep without massive costs. Through Pocket Prep, Peter shows that education can still be affordable, human centered, and practical, even as AI changes the tools around it. His message to founders is clear: the bigger it gets, the heavier it gets, but if you take care of the people building it, the company can become stronger than anything you could have built alone.
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24.08.2026 | 22 Min.Daniel opens the episode by asking Vince whether the phrase “when you do something different, people might think you’re crazy, but when you make it with success, they think you’re a genius” resonates with him. Vince says there is a fine line between crazy and genius, and that entrepreneurs often live on that edge depending on whether the idea ultimately works.
The episode then traces Vince’s path from Queens, Hofstra University, and Lehman Brothers in 1988 to becoming a Wall Street innovator focused on access, liquidity, regulation, digital assets, and financial media. Vince explains how he saw opportunities in restricted stock and alternative liquidity that others dismissed, how he learned to innovate within regulated markets, and how FINTECH.TV became a platform for education, awareness, and storytelling around emerging financial technologies.
The conversation also dives into the future of media and finance. Vince explains why content creates awareness, how data from content consumption can become actionable, and why the acquisition of TAP turns FinTech Media Group into more than a media company. Through customizable widgets, market tracking, partner integrations, and token rewards, Vince describes a future where viewers are not just consumers, but contributors who can be rewarded for the value they create.
Key Discussion Points
Vince explains that entrepreneurship often sits on the line between “crazy” and “genius,” and that the difference is usually whether the idea survives long enough to work.
He shares how his Wall Street journey began at Lehman Brothers in 1988, and how he later saw opportunities in restricted stock, liquidity, private securities, digital assets, and modernizing access within regulated markets.
Vince says FINTECH.TV was built around education, awareness, and storytelling, especially for emerging areas like blockchain, digital assets, and financial market infrastructure that mainstream media was not fully explaining.
He describes the New York Stock Exchange studio as a defining moment for FINTECH.TV, giving the company credibility and a platform to discuss the future of finance from one of the most iconic financial institutions in the world.
Vince explains why partnerships have been central to growth, describing collaborators like the New York Stock Exchange, Reach TV, StockTwits, Abu Dhabi Stock Exchange, ADFW, and ADGM as nodes in a larger innovation ecosystem.
The conversation also dives into the TAP acquisition, token rewards, and the future of financial media, where viewers are not just consumers but contributors who may be rewarded for their attention, engagement, and data.
Takeaways
Regulated industries require a different kind of entrepreneur. You cannot simply move fast and break things when people’s money, fiduciary responsibility, and securities laws are involved.
Financial media can be a tool for democratization because people need knowledge before they can participate in markets, technologies, and new forms of value creation.
FINTECH.TV’s position on the New York Stock Exchange floor gave the company credibility and a platform to educate the market about blockchain, digital assets, and the future of capital markets.
The TAP acquisition shows where Vince believes financial media is heading: content, data, market tools, trading access, rewards, and user participation in one ecosystem.
Vince’s view of attention is different from traditional media. He believes viewers are contributors, and if they create value through their time and data, they should share in that value.
Failure is not a side note in Vince’s story. It is where he says his greatest entrepreneurial lessons came from.
Closing Thoughts
Vince Molinari’s Founder’s Story episode is about the long road from Wall Street outsider to financial media innovator. His story captures what it takes to build in a highly regulated world, where disruption has to happen with discipline, credibility, partnerships, and an understanding of the rules. Through FINTECH.TV, FinTech Media Group, and the TAP acquisition, Vince is building toward a future where financial knowledge is more accessible, media is more actionable, and participants are rewarded for the value they create. His message to founders is simple: it will take longer, cost more, hurt more, and require more pivots than you expect, but the failures are where the real learning happens.
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21.08.2026 | 32 Min.Daniel opens the episode with a simple but loaded question: has Nicole made it? Nicole admits that from the outside, many people would say yes, but from her own perspective, she is still close, still building, and still figuring out whether she will ever fully let herself acknowledge it. She reflects on gratitude, luck, hard work, and the fact that her background and education did not obviously set her up for the level of success she has achieved.
The episode then moves into Nicole’s biggest milestone: bringing Glasshouse into the U.S. market. She explains why America was her hardest goal, why she waited nearly 15 years before entering, and why many international brands fail because they underestimate how different U.S. consumers are across regions. From there, Daniel and Nicole discuss her early experience at the Chanel counter at Saks, how she learned luxury consumer behavior, what it means to create a category, how AI is changing creative production, and the personal cost of building a business that has taken everything while also giving her purpose.
Key Discussion Points
Nicole says she has made it from other people’s perspective, but she is not sure she will ever fully say that to herself because life feels like a journey of continuing forward.
She admits one of her fears is that life will go by and she will realize too late that she had already made it but never stopped to acknowledge it.
Nicole says that when she looks at her education, background, and where she came from, none of it obviously set her up to be where she is today.
Her biggest recent milestone is bringing Glasshouse to the U.S., moving from the smaller Australia and New Zealand market into one of the largest and most competitive consumer markets in the world.
Nicole says cracking the U.S. took patience and experience, and that she waited nearly 15 years before entering the market.
She believes many brands fail in America because they do not understand the competitive set, the consumer, or the fact that the U.S. is not one unified market.
Nicole explains that the U.S. behaves more like five different countries, with major differences between the Northeast, Southeast, Midwest, South, and West Coast.
She says brands need to understand product market fit, consumer thinking, regional preferences, and the price points required to win.
Nicole explains that smaller brands can compete with giant fragrance companies by looking where no one else is looking and identifying gaps before they appear in the data.
She says if a category is already visible in the data, a smaller brand may already be too late, because emerging categories often do not show up until someone creates them.
Nicole saw that the U.S. fragrance market was split between very expensive niche brands and large prestige brands, which helped Glasshouse carve out a space around quality, abundance, and accessibility.
She describes Glasshouse as a brand for people who love fragrance, want a lot of it, and value quality, beautiful scents, different styles, and accessible price points.
Nicole says working at the Chanel counter at Saks helped her understand consumer brands, luxury expectations, service, and what drives highly discerning customers.
She compares fragrance to food, saying there is a difference between an average burger and one where every ingredient has been carefully chosen, and that same level of discernment exists in fragrance.
Nicole says appearing on the Today Show was one of the moments where she truly stopped and smelled the roses, calling it a pinch me moment at Rockefeller Center.
She says she was not overly nervous because she focuses on speaking her truth, being authentic, and talking to the people in front of her rather than thinking about the millions who may watch.
Nicole shares that she had her son at 19 and moved from upstate New York to New York City as a single mother with little support nearby.
She says people often asked how she did it, but to her the answer was simple: she had no other choice but to make it work.
Nicole later moved to San Francisco for an Equinox opportunity, believing it would make life easier for her and her son, but the market fit for the corporate membership program was not there.
That difficult chapter led to the opportunity to move to Australia, which became the turning point that eventually led to Glasshouse.
Nicole says the harder something feels, the more exciting the payoff can be because effort, sacrifice, and resilience can build toward something meaningful.
She explains Australia’s “tall poppy syndrome,” where people can be quick to cut down someone who rises above the rest.
Nicole believes being American helped her move fast in Australia because she did not feel the same pressure to conform and was able to see the fragrance market gap clearly.
She says she created the scented candle category down under because scented candles did not really exist there in the way she envisioned them.
Nicole agrees that speed to market is important, but warns that speed alone is not enough if founders do not understand commercial execution.
She says many new entrepreneurs focus too much on making more products before they have sold the first product or built a clear go to market strategy.
Nicole believes AI gives founders incredible creative leverage because they can now produce polished concepts, visuals, and content without the huge budgets that used to be required.
At the same time, she warns that consumers are smart and can quickly spot generic or inauthentic creative, especially in luxury markets.
Nicole says AI can help founders dream bigger and create more conceptual work, but they still need to make it authentic and clearly connected to who they are as a brand.
When Daniel asks about the cost of success, Nicole says building Glasshouse has taken everything, but it has also given her purpose, joy, satisfaction, and her livelihood.
She says she wishes she had been more present with her son and that work life balance was the main thing she gave up.
Nicole admits she does not know what life beyond Glasshouse looks like and that she struggles with the thought of no longer having it.
She says she is not chasing an exit. Instead, her journey has always been driven by new products, fragrances, materials, perfumers, retailers, customers, and building the next level of the brand.
Nicole explains that although Glasshouse has entered Nordstrom, Bloomingdale’s, Anthropologie, Blue Mercury, and thousands of independent retailers, she still sees the U.S. as just the beginning.
Takeaways
Nicole’s story shows that “making it” can be hard to define when the founder is still building, still dreaming, and still chasing the next level.
Cracking the U.S. market requires more than ambition. It requires patience, consumer understanding, regional awareness, price point discipline, and product market fit.
Smaller brands can beat giants by finding the white space before it becomes obvious in the data.
Working directly with customers can become one of the best forms of founder education, especially in luxury and beauty.
AI can lower the cost of creative production, but authenticity still matters because consumers quickly recognize when something feels generic or fake.
Success can give a founder purpose and joy, but it can also cost presence, balance, and parts of life that cannot be repeated.
Closing Thoughts
Nicole Eckels’s Founder’s Story episode is about resilience, category creation, and the long road behind what looks like an overnight success. From becoming a single mother at 19 to moving across cities, countries, and markets, Nicole built Glasshouse by trusting her instincts, understanding the customer, and moving quickly when she saw a gap no one else had claimed. Her story is a reminder that great brands are not built only from product ideas. They are built from patience, taste, sacrifice, timing, customer obsession, and the courage to keep going when the market does not yet understand what you see.
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19.08.2026 | 44 Min.Daniel and Kate open the conversation by asking Antony to look at social media from a much bigger lens: fifty or one hundred years from now, will we look back and say it was the best thing for humanity or the worst? Antony answers that while technology itself may be neutral, he believes the current impact of social media has been deeply harmful, especially for young people. He argues that platforms originally designed to connect people have become engines of loneliness, anxiety, comparison, and external validation.
The episode then moves into Antony’s time working with MrBeast and what most people never see behind the scenes. Antony explains that Jimmy’s success was not overnight. It came from obsessive focus, execution, work ethic, and years of unseen effort. From there, the conversation expands into fame, purpose, teenage mental health, AI relationships, the need for real human connection, and the dangerous myths pop culture has taught about love, passion, money, and happiness.
Key Discussion Points
Antony says social media began as a way for students to connect, but today it has become the opposite: a force contributing to loneliness, depression, and anxiety among young people.
He explains that social platforms hit the emotional part of the brain before young people have fully developed critical thinking, which makes them more reactive and impulsive.
Antony argues that major technology platforms know certain features increase anxiety and stress, yet keep them because those features drive engagement and revenue.
When discussing MrBeast, Antony says the public does not see the years Jimmy spent behind the scenes watching YouTube videos for 18 hours a day and building mastery before becoming a household name.
He identifies three major traits behind Jimmy’s success: extreme focus, relentless execution, and the ability to see where the audience and culture are going next.
Antony says people often confuse fun with happiness. Fun is temporary, but happiness touches the soul and is connected to meaning and purpose.
He believes TikTok and short form culture have trained kids to think in bite sized moments and to believe attention, dances, and viral moments can create meaning.
Antony shares that in a focus group of about 2,000 Gen Z participants, many chose fame over happiness or wealth because they believed fame would create happiness.
He points to long term happiness research showing that the things that make people happiest are not things, but relationships.
Antony says inherited wealth can create its own crisis because people who receive everything without earning it may struggle with ownership, identity, and meaning.
When asked whether delaying smartphone or social media access is the answer, Antony says it helps, but it is not enough. He believes the deeper issue is the content and values young people are absorbing.
He explains that Lighthouse focuses on helping young people slow down, question what they see online, and realize that wealth, status, and external validation do not automatically lead to happiness.
Antony says engagement becomes exploitation when platforms and creators degrade values, morals, and content quality just to capture attention.
He argues that money does not equal happiness once basic needs are met, and that many people in entertainment achieve status but still feel isolated, unhappy, and disconnected.
Antony says there is a direct correlation between happiness, meaning, and purpose, and that a life built only around becoming an influencer creates a shallow and dangerous foundation.
He tells parents to imagine their 90th birthday and ask what they want people to say about them. Nobody will celebrate follower count or luxury cars. They will talk about character, integrity, giving back, and the difference someone made.
Antony says the only way to build self esteem is through esteemable acts, such as serving others, volunteering, and doing things that strengthen the heart and soul.
He notes that some young people are moving toward flip phones, less alcohol, fewer parties, and a rejection of social media culture, but warns that changing the device is not enough if their values stay the same.
Antony says AI could make the problem worse because many young people are already forming deep relationships with synthetic AI characters.
He strongly rejects the idea that AI therapists can replace human connection, arguing that machines cannot provide true empathy, sympathy, touch, or the visceral comfort of another person who has been through pain.
Antony emphasizes that human eye contact, touch, shared history, and emotional presence cannot be simulated by AI, no matter how realistic it becomes.
He tells parents that children remember what you do more than what you say, and that hypocrisy is one of the most damaging things a parent can model.
In rapid fire, Antony says he would delete TikTok, tells teenagers to count backward from five before making impulsive decisions, and says likes are overrated while long term discipline is underrated.
Antony describes his upcoming book, The Happiness Scam, as a way to dispel seven widely accepted pop culture myths that people assume will lead to happiness and a wholesome life.
He challenges the idea of love at first sight, arguing that love is not an instant emotion but a byproduct of giving over time.
He also challenges the phrase “follow your passion,” warning that passion must be balanced with responsibility, reality, bills, critical thinking, and discipline.
Antony says pain is not bad. Pain is the price of doing anything great, and if people are taught that pain is always bad, they will look for ways to numb it instead of grow through it.
Takeaways
Social media has trained many young people to seek identity through external validation instead of building an internal sense of self.
The difference between fun and happiness matters. Fun passes quickly, but happiness is tied to meaning, purpose, relationships, and the soul.
MrBeast’s success did not come from luck or overnight virality. Antony says it came from years of focus, work ethic, execution, and understanding the audience.
AI can assist people, but it cannot replace the emotional power of real human presence, touch, empathy, and shared experience.
Parents need to model the values they want their children to absorb because kids remember actions more than lectures.
Antony’s central message is that pop culture has sold people false formulas for happiness, and the path back requires meaning, purpose, integrity, giving, and real relationships.
Closing Thoughts
Antony Gordon’s Founder’s Story episode is a warning, a wake up call, and a roadmap. After years around some of the biggest names in entertainment and creator culture, Antony is now focused on helping people understand what fame, followers, money, and AI cannot give them. His message is clear: happiness is not found in likes, luxury, or instant gratification. It is built through meaning, purpose, character, relationships, and giving. This episode captures a founder on a mission to challenge the myths pop culture has sold and help the next generation build lives that are not just visible, but actually whole.
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17.08.2026 | 31 Min.Daniel opens by asking Stephanie about a statement she recently made: she would not have this company if her brother were still alive. Stephanie explains that Lemonada did not begin as a founder story about chasing money or becoming a media mogul. It began with the death of her younger brother, Harris Wittels, a beloved comedy writer and producer who worked on shows including Parks and Recreation and Master of None. His death from a heroin overdose devastated Stephanie and eventually led her to write through her grief.
That writing became a book. Her book tour led to a podcast appearance. A producer who had also lost her brother reached out with the idea of making a podcast about the opioid crisis. At first, Stephanie said no. But after becoming a mother again and continuing to see stories about the opioid epidemic, she realized there was a need for something that could serve families who did not know what to do when addiction entered their lives. That show became Last Day, and that show became the seed of Lemonada Media.
From there, Stephanie and Daniel discuss how Lemonada grew from one deeply personal podcast into a broader media company focused on the hard things people privately worry about at night. The company’s mission, “make life suck less,” became the anchor for shows about grief, caregiving, wisdom, addiction, mental health, comedy, and survival. Stephanie also shares what it was like to attract major talent, build through fear, shift into video, go through an acquisition, and continue carrying her brother’s presence into everything she does.
Key Discussion Points
Stephanie says Lemonada would not exist if her brother Harris were still alive, because his death was the event that changed the course of her life and eventually connected her with co founder Jessica.
She describes Harris as her little brother, best friend, only sibling, and a brilliant comedy writer who achieved major success at a young age before dying at 30 from a heroin overdose.
Stephanie explains that after Harris died, she was destroyed by grief and turned to writing because that was the only tool she knew how to use.
An essay she wrote led to a literary agent, which led to her memoir, and then a podcast appearance that connected her with a producer who had lost her brother in a nearly identical way.
At first, Stephanie did not want to make a podcast about opioids because she felt the crisis had already destroyed her family and killed her brother.
While on maternity leave, she kept seeing stories about the opioid crisis and realized families needed practical help, not just outrage about the people and institutions behind the epidemic.
The original purpose of Last Day was to be a resource for families trying to understand what to do when someone they love is struggling with opioid use disorder.
Stephanie says the company came together because she and Jessica realized the world is hard in many ways, not just because of addiction, and there was room to build content around those private struggles.
Lemonada’s brand statement, “make life suck less,” came from the idea of creating shows that help people get through difficult realities rather than pretending everything is joyful or easy.
Stephanie says the transition from podcast to company felt natural because their mission was clear: make life suck less through podcasts, books, documentaries, events, and experiences.
She believes Lemonada attracted major talent because it is a values based company with a heart, soul, and clear mission, not just a podcast network trying to build volume.
Stephanie says Lemonada is highly selective about the shows it brings under its umbrella, which helps talent feel like they are joining a meaningful world rather than just another network.
She describes the fear of building a company as constant, from making payroll to launching shows, landing talent, charting, sunsetting shows, shifting strategy, and surviving in a crowded podcast market.
Stephanie compares making content to catching lightning in a bottle because unlike a simple product, it is hard to know in advance whether a show will work.
She says the media industry changes so rapidly that Lemonada has had to pivot every 12 to 18 months, including a major shift from audio first podcasting to video first production.
Stephanie explains that every show Lemonada is launching this fall is video first, which has forced the company to rethink internal systems, processes, expertise, and production workflows.
When discussing the PodX acquisition, Stephanie says she and Jessica were not sad about “giving away” what they built. Instead, they were excited to become part of something bigger and gain global support.
She says PodX’s global footprint made the acquisition exciting because Lemonada could now connect with companies and audiences in places like the U.K., the Nordics, France, Mexico, Argentina, and beyond.
Stephanie explains that her theater background made the acquisition feel natural because she likes building things with teams and believes in the idea of “the more the merrier.”
She describes “make life suck less” as intentionally different from chasing happiness or joy. Lemonada’s baseline is grief, loss, and a broken world, so the goal is helping people get through the day in small and large ways.
Stephanie says Harris remains everywhere in her life, from her office to her home to her dreams, and that her children know about him and his presence remains deeply alive in her family.
She talks about addiction through the lens of trauma, explaining that people use drugs to feel better, not worse, and that understanding the wound underneath addiction is essential.
Stephanie says her mission is to help people understand addiction, bust myths, and give families the roadmap she wished she had when Harris was struggling.
She explains that if Harris were sitting across from her, he would probably be modest and uncomfortable with the attention, but she hopes he would be proud that his death inspired change and helped others.
Takeaways
Lemonada Media was born from grief, but it grew because Stephanie and Jessica turned personal loss into a mission that could help other people feel less alone.
A clear mission can be a stronger foundation than a traditional business plan, especially when the company is built around trust, meaning, and emotional connection.
Stephanie’s story shows that the worst thing that happens to you can remove a different kind of fear, making entrepreneurship feel less scary by comparison.
Values based companies attract values aligned talent, both behind the mic and inside the organization.
The podcast industry is no longer only audio. Stephanie says Lemonada has had to evolve into a video first company because the way people consume shows has changed.
Understanding addiction requires compassion, education, and a shift away from shame toward recognizing the pain and trauma underneath the behavior.
Closing Thoughts
Stephanie Wittels Wachs’s Founder’s Story episode is a powerful reminder that not every company starts with ambition. Some start with grief, survival, and the need to make sense of something that should never have happened. Lemonada Media began because Stephanie and Jessica knew what it felt like to lose a brother and not have a roadmap. Today, the company has become a home for shows that help people face life’s hardest moments with honesty, humor, and humanity. This is a founder story about loss, but also about purpose, love, and building something that makes life suck a little less.
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"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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