Entrepreneur Perspectives

The best engineer Matt Dalio ever hired didn't have a high school diploma. That fact runs through this whole conversation — what building proves that credentials can't.

Education is changing because work is changing. AI is already reshaping what people can build, how they learn, and what employers actually value — and Arizona State University has become the clearest picture of where it's going, precisely because of the reputation it had to shake.

Matt Dalio, founder of Endless, joins Eric Kasimov. Matt's work centers on one idea: young people should be creators of technology, not just consumers of i...

Brando Babini started a company at 16 because the thing he needed didn't exist. Five years later he's running it from a train seat between Brown and Brooklyn — 1,000 players, a Nike partnership, and 30 million views he shot and edited himself. This one's about how he actually does it.

Brando is 21, still finishing his degree, and building Youth 4 Youth FC into one of the largest player-led soccer organizations in the country. He spotted the gap from his own playing career — no mentor, no one who'd walked the path ahead of him — and built the thing he wished he'd had. The 20...

Why NIL needs data, why athlete brands matter, and how college sports is becoming a marketing business.

College sports is moving fast. NIL, revenue sharing, transfer rules, donor fatigue, social media, compliance, brand deals, and athlete value are all colliding at once.

Brent Wall, founder and CEO of Student Athlete Score, joins Eric Kasimov to talk through what is actually happening in the NIL market. Student Athlete Score helps schools, brands, and athletes understand social influence, audience quality, brand fit, and the real marketing value behind athlete deals.

Eric and...

Why youth sports are chaotic, why parents carry the load, and how Onsides is trying to make it easier.

Youth sports is not just practices, games, and tournaments anymore. It is schedules, apps, travel, training, equipment, group chats, recruiting pressure, and a lot of parents trying to keep up.

Dave Yoo, founder and CEO of Onsides, joins Eric Kasimov to talk about the problem his company is trying to solve. Onsides is built for parents of youth athletes who are tired of jumping between platforms and trying to make sense of scattered information. The goal...

When NIL opened up, everyone rushed to build the marketplace — collectives, payment vehicles, deal flow. Nobody asked who the athlete actually was or what they'd do when the money hit. Stephen Bienko, former Air Force Academy and Villanova athlete and founder of 42U, has been inside college athletics long enough to see what got left behind. This conversation covers the transfer portal, soft skills, brand equity, and why the chaos in college sports is a business lesson that applies well beyond the stadium.

Key Takeaways

Zero tolerance for compromise doesn't mean being harsh — it means being clear. Dave Selinger explains how military mentors shaped his leadership philosophy, why "left of bang" became the foundation of Deep Sentinel's approach to crime prevention, and how you can hold absolute standards while still managing people like human beings.

Key Takeaways

What 50 years in insurance teaches about relationships, change, and why the basics still matter.

In Episode 1 of The Long Game, Mitch Long sits down with Wes Connor to talk about how he got into insurance, what kept him in it, and what 50 years in the business has taught him.

They get into family business, remote selling, hiring challenges, commercial and personal lines, and why life insurance still stands apart from products people are required to buy. It’s a grounded look at what still matters in the business, what has changed, and why the basics st...

Why stories beat pitches, why showing up still matters, and what this series is about.

Eric Kasimov sits down with Mitch Long to kick off The Long Game. Mitch has been in the insurance business for over 30 years. He started with a pager and a roll of quarters. He built his book by showing up every Tuesday until people just started handing him the business. Now he's here to have conversations with business owners about how they got where they are — the real version, not the LinkedIn version.

What We Talk About:

The Truth About Admissions, Debt & AI’s Role in the Future of Higher Ed

College costs are soaring, mental health struggles are rising, and the path to success looks more uncertain than ever.

In this conversation, Eric Kasimov talks with Senan Khawaja, Co-founder and CEO of Kollegio, an AI-powered platform helping students and universities rethink the college admissions process.

They explore the question that so many students and parents are asking: Is college still worth it?

Together they unpack how higher education, entrepreneurship, and technology are colliding in...

Bob Knakal is a legendary figure in New York commercial real estate, known for his data-driven territory model, massive deal volume, and unapologetically old-school work ethic. As the founder of Massey Knakal Realty Services (sold for $100M) and now Chairman at BKREA, Bob has shaped both the skyline of NYC and the next generation of real estate professionals.

In this episode, Bob shares how 40 years of fieldwork, 22 boxes of newsletters, and a pandemic walking tour of Manhattan became the foundation of his modern marketing machine. He talks about launching The Bob Knakal Show, staying true to core...

David Selinger (aka “Selly”) is the founder and CEO of Deep Sentinel, a security company blending AI with live human monitoring to stop crime in real time. From Amazon to Redfin to AI security, Dave Selinger has built a real-time protection system now scaling fast with $15M in Series B funding from top investors.

In this episode, Selly breaks down how Deep Sentinel works—from crime prediction models and real-time police calls to training AI to spot danger before it happens. He explains how the company went from idea to reality, how it stacks up against traditional alarms...

Blake Harris is the founder of Blake Harris Law, the largest exclusively offshore asset protection law firm in the United States. With a team spread across four continents, Blake has built a niche global practice helping high-net-worth individuals legally protect their assets through Cook Islands trusts and other offshore strategies.

In this episode, Blake breaks down how his firm grew by narrowing focus, embracing content creation, and rejecting the traditional image of a law office. He explains how social media became a tool for trust-building, why he abandoned domestic estate planning, and how he hires team members...

Senan Khawaja is the Co-founder and CEO of Kollegio, a startup using AI to bring personalized college and career guidance to every student, not just those who can afford it. He’s also a recent Stanford grad who’s thinking hard about how higher ed needs to change.

In this episode, we talk about the messy reality of the college application process, the future of mentorship in an AI-driven world, and what it takes to build something meaningful inside a system that wasn’t designed for equity or access.

Inside This Episode with Senan Khawaja:

Scott Sheridan is the CEO of Tastytrade, a trading platform and brokerage he co-founded with longtime partner Tom Sosnoff. Together with their amazing team, they’ve built a trading and media empire using a counterintuitive strategy: giving away their best content for free.

In this episode, Scott explains how their “goodwill model” works — from free education on Tastylive to transparent customer service — and why betting everything on authentic content paid off. You’ll also hear his thoughts on broken systems, the future of education, and what separates genuine content from noise.

This isn’t Scott’s first rodeo. H...

Dr. Shalabh Gupta is the founder of Unicycive, a biotech company working to simplify treatment for dialysis patients. He’s also a physician, former Genentech executive, and someone who thinks deeply about careers, leadership, and the role of AI in healthcare.

In this episode, we cover the problem of pill burden, how to reverse engineer your career, and what most people misunderstand about medical education.

Inside This Episode with Dr. Shalabh Gupta:

Conifer co-founder Ankit Somani left Google to build something with more heart — and fewer rare-earth magnets.

Backed by a $20M seed round, Conifer is making electric motors that are clean, compact, and don’t rely on China-controlled materials. In this conversation, Ankit talks about the problem they’re solving, what it’s like building real hardware in a software-driven world, and why he’s telling his kids not to go to college.

We also get into the mindset side of entrepreneurship: parenting in the age of AI, staying grounded through spiritual practice, hiring for “high agency,” and...

Two men talking about fatherhood, presence, and managing expectations. This isn’t a blueprint. It’s a conversation.

Vin Infante has strong views — on work, fatherhood, therapy, homeschooling, entrepreneurship, and what it means to show up as a man. You might not agree with all of it, but that’s the point. These are the kind of conversations that surface things many won’t say out loud. Vin is a former FDNY firefighter and mental performance coach.

What We Talk About:

With early backing from OpenAI CEO Sam Altman and a $40M Series A led by Framework Ventures and Polychain Capital, Meanwhile is revolutionizing life insurance with Bitcoin-denominated policies. Co-Founder Zac Townsend explains how digital currency and modern tech are making life insurance more accessible — while solving the industry’s legacy system problems. Zac also shares insights on fundraising, working with high-profile investors, and why podcasting builds credibility in the crypto space.

Inside This Episode:

In this episode, Eric talks with Joe Cantanucci, CEO and Founding Partner of AdvisorLink, about today’s rapidly changing financial advisory industry. With 25 years of experience, Joe shares practical insights on how remote work is reshaping productivity, mentorship, and client relationships in a field that is about to experience the Great Wealth Transfer.

What We Cover in “Remote Work in Today’s Financial Advisory Industry”

In this episode, Eric talks with Yehuda Niv, Founder & CEO of Spines, an Israel-based AI-based book publishing platform that’s transforming how authors publish their work. From his early recognition of AI’s potential to his mission of helping one million authors get published, Yehuda shares his vision for democratizing the publishing industry.

What We Cover:

“I don’t think military spouses want charity. I think they just want the opportunity to provide for their families or stay connected to something consistent.” – Lisa Bradley

When Lisa Bradley and her co-founder Cameron Cruse, both military spouses, started R.Riveter in 2011, it wasn’t just about making handbags—it was about creating opportunity, community, and a way to honor the resilience of military families. Inspired by Rosie the Riveter’s legacy, they built a distributed manufacturing model that empowers military spouses to work from home, wherever the military takes them. In this episode, Lisa joins me...

"AI is awesome, and it provides many opportunities for advancement in different sectors. Where I find it gets tricky is where a lot of people, especially when it comes to content creation, leverage AI to replace the humanness of content." - Madeleine Lambert

Madeleine Lambert, Director of Marketing and Sales at Originality.ai, shares insights on AI content detection, digital ethics, essay writing in college, and the future of content creation. With experience scaling and selling her own content marketing agency, Madeleine brings unique perspectives on balancing AI tools with authentic human creativity. In this conversation, she...

"The tools of learning are abundant. Desire to learn is scarce." - Naval Ravikant

When Eric Jorgenson discovered Naval Ravikant's work as a young entrepreneur, it changed his life. Years later, he's turned that inspiration into tangible impact — writing a book that's helped millions understand Naval's principles, running a global publishing company that's changing how people create books, and building real leverage through content. In this conversation, Eric discusses what actually works in modern media, why serious people still prioritize reading in a world of endless content, and how to think about playing long-term games. Eric Jorgenson is...

"I think art saved my life." - Jodie King

In this episode, Eric talks with professional artist and educator Jodie King about discovering the healing power of art, building an authentic creative practice, and helping others reconnect with their artistic spirit. With 20 years of experience as an artist and entrepreneur, Jodie shares insights on using creativity to process emotions and build meaningful connections.

We explore:

Eric chats with Robin Daniels, Chief Business and Product Officer at Zensai. An episode on developing soft skills and working with AI. Robin brings incredible energy and wisdom to this engaging conversation. Drawing from his 20+ years of executive experience at companies like Salesforce, LinkedIn, and Box, Robin explores how AI is reshaping the workplace while making soft skills more vital than ever. He dives deep into the work-from-home (WFH) versus return-to-office (RTO) debate, offering valuable insights into why public and private discussions often differ. Throughout the episode, Robin's authenticity and genuine desire to help others succeed shines through in...

In this episode, Eric chats with NBA All-Star Gordon Hayward about his transition from professional basketball, his thoughts on youth sports in America, and his new ventures, including Form (a basketball training tool) and his movie "Notice to Quit."

We go over:

Featured Guest: Mike Donohue, SVP of Global Sales at Gupshup | The Future of Customer Engagement, Conversational AI

“The world is moving towards conversational engagement, where AI and messaging apps are transforming the customer experience.” – Mike Donohue

Conversational AI and messaging platforms are revolutionizing the way businesses connect with customers. This change is driving the future of commerce, marketing, and support. From automating customer interactions to creating personalized, real-time engagement, this technology is creating a new era of customer experience—worldwide.

In this episode, Mike Donohue, Senior Vice President at Gupshup, shares insights on this tec...

Featured Guest: "Sneaker" Steve Patiño, CEO & Founder of AGS Labs Inc. / ALES GREY™

"The gift is not the end result" - Pharrell Williams

"Stick with the shoes, stick with the shoes." - "Sneaker" Steve's mom

Discover how passion and persistence led "Sneaker" Steve Patino from working for free sneakers to becoming a global footwear powerhouse and now a pioneering force in sustainable footwear. This episode features Steve Patiño, CEO & Founder of AGS Labs Inc. / ALES GREY™, who transformed DC Shoes during a $1 billion sales growth period, co-founded the celebrity-favorite Android Homme luxury...

Discover how innovative materials science is revolutionizing performance wear and wellness products. This episode features Seth Casden, the CEO and co-founder of Hologenix, creators of CELLIANT®, a groundbreaking infrared technology.

In this episode of "Entrepreneur Perspectives" we discuss:

Discover how mindful consumption and healthy habits can fuel entrepreneurial success. This episode features Lisa Hammonds, the co-founder of Full Leaf Tea Company, a USDA-certified organic tea company based in Southern Oregon.

In this episode of "A Full Leaf Tea Entrepreneurship Story to Boost Your Day" we discuss:

This show is...

It might seem counterproductive for a marketing group to say online content is affecting our lives for the worse. But we believe you need to think through all sides of any important topic.

We often say the impact that online content has on your life and your business is amazing. I mean, here you are reading this or about to listen to this podcast episode — twenty years ago that seemed almost impossible. So yes, there are positives all over the place with online content. But it would be naive of us to think there aren’t negatives.

In this episode of Entrepreneur Perspectives, we feature Caroline Ailanthus, a novelist and fiction enthusiast. Caroline juggles her roles as an author, blogger, freelance writer, and editor. In her work, Caroline explores the themes of ecological and societal bifurcation, exploring the seismic shifts that define our times.

Caroline appeared on our show in early 2023. At that time, she gave us permission to write badly. Today, she encourages us to trust the written work.

Trust the Written Work with Caroline Ailanthus highlights:

"Feed the creative!" In this episode of Entrepreneur Perspectives, we feature Rich Herrera, host of Eat Your Content. We have a creativity-focused conversation about managing a day job, food culture, cooking shows, Jacksonville, and, at the theme of it all, podcasting.

"EP171 | Food Culture and Podcasting After Hours with 'Eat Your Content' Host" topics:

About Rich Herrera and Eat Your Content:

In this episode of Entrepreneur Perspectives, we dive into the world of risk, survival, and the art of embracing uncertainty with Alexander Concepcion. Alexander, an entrepreneur with a keen eye for the unpredictable, shares his journey and insights into what truly matters. He is currently focused on three key endeavors:

Alexander Concepcion highlights the profound beauty in the ordinary and the enriching experiences from romancing uncertainty. Alexander's ne...

In this episode of "Entrepreneur Perspectives," we feature Kevin Anderson, the visionary behind Kevin Anderson & Associates, a leading ghostwriting, editing, and writing services company. With a client list that includes New York Times #1 bestselling authors, major publishers, and notable public figures, Kevin shares insights into the world of books, writing, the power of storytelling, and his journey from a remote farm in Northern Alberta to the helm of a ghostwriting and editorial apowerhouse.

Kevin Anderson & Associates on the Formative Process of Reading, Writing, and Publishing:

- Work-from-Home: Kevin discusses his early adoption of remote work...

In this episode of Entrepreneur Perspectives, we feature Dr. Shaan Patel, founder and CEO of Prep Expert. Shaan, a Shark Tank success story, shares his insights on the SAT, ACT, and the broader implications of striving for excellence. Dr. Patel, a perfect SAT scorer and an entrepreneur funded by Mark Cuban, discusses the cultural and systemic challenges within the college admission process, the return of standardized testing, and the importance of resilience and self-motivation in academics and life.

SAT & ACT Resilience with Prep Expert Founder Shaan Patel highlights:

In this episode, we're joined by César Martín, the visionary CEO of ChatWith, a platform transforming how small businesses connect with their customers through WhatsApp. ChatWith supports the freelance economy by facilitating direct, personalized, and real-time interactions through WhatsApp. Because WhatsApp is the future of communication.

This is Entrepreneur Perspectives: Introspective podcast conversations with and for entrepreneurs.

In this episode, "WhatsApp Is the Future of Communication with César Martín of ChatWith":

About this episode: Angie Moody, founder and CEO of Ruby Money, shares her journey from corporate America to entrepreneurship, highlighting the freelance economy and transformative power of technology in managing finances and taxes for solopreneurs.

In this conversation, we tackle topics like the labels worn as a "badge of honor" in corporate America, the often awkward but revealing questions faced by entrepreneurs, the essence of creativity in business, the freelance economy, women in entrepreneurship, finance, and tech, and practical advice for students and recent graduates navigating their college choices and career paths.

This is Entrepreneur...

Welcome to the Unscripted podcast series on Entrepreneur Perspectives. This series is a tribute to "Saviors of the Metaverse," a remarkable show that deftly navigates the complex intersections of society, culture, technology, and the most bewildering, humorous, and significant headlines and phenomena of our era: from the historical past to the present, the imaginable future, and the depths of simulated realities. Each episode is an odyssey through spontaneous dialogue, offering you a seat at the table of this unscripted conversation (or at least, the feeling of being in the thick of it).

Subscribe to Saviors of the...

Welcome to the Unscripted podcast series on Entrepreneur Perspectives. A series dedicated to the hit show, "Saviors of the Metaverse" -- a show that merges the boundaries of society, culture, technology, and the most intriguing and ridiculous headlines and events of our time: past, present, future, and...simulation. Each episode is a journey through unscripted conversations, inviting you to be a part of said conversation (or at least feel like you are).

Subscribe to Saviors of the Metaverse: Apple Podcasts | Spotify

Topics in this Unscripted episode: