In this episode of The Rundown with Ramon, small business expert Ramon Ray shares a simple way to think about money: it’s a tool you can use to create stability and growth. He also breaks down how entrepreneurs can take smart, controlled risks in their business so one decision does not put the whole operation under pressure. Key takeaways from the episode…

Every episode of The Rundown with Ramon challenges entrepreneurs to think bigger, act smarter, and build businesses that last. In this discussion, Ramon urges small business owners to stop relying solely on rented digital spaces and instead focus on owning their platforms. Owning your channels—your website, email list, events, and audience—is one of the clearest paths to long-term stability and leverage.

Failure was the main lesson in this episode of The Rundown with Ramon. Ramon Ray explains why messing up is often proof you’re stretching, not proof you’re unqualified, and how entrepreneurs can treat mistakes like feedback instead of shame. He also shares why planning for things to go wrong is simple maturity, plus a reminder that betting on yourself is a daily practice, not a one-time decision.

This episode of The Rundown with Ramon explores a topic most entrepreneurs overlook: boundaries. Ramon shares insights on redefining success, protecting your energy, and choosing a life rhythm that supports both business and family. Boundaries aren’t barriers—they’re building blocks for a healthier and more focused entrepreneur. Don't miss out - subscribe to our YouTube Channel Key Takeaways Success is not only money; it’s health, family, peace, and time…

Ramon Ray breaks down a simple idea that changes everything: money isn’t the goal, it’s a tool. In this episode of The Rundown with Ramon, he explains how entrepreneurs can build healthier money habits, reduce stress, and use money with intention at home and in business. Key takeaways from the episode: Your money habits often start in childhood. If you grew up around scarcity, you might hoard cash even when you can afford to invest.

In this episode, Ramon highlights Seth Godin’s powerful reminder that social media platforms are rented land. Algorithms change, priorities shift, and creators often have no control over distribution. Ramon challenges entrepreneurs to build and invest in assets they own—your website, your email list, your podcast, and your brand. Sign up for our Youtube Channel Key Takeaways Social platforms can change overnight—and your reach can disappear…

In this episode of The Rundown with Ramon, Ramon Ray answers a question entrepreneurs ask when growth starts getting messy: Do you actually need a business partner, or do you just need stronger leadership help? He breaks down the difference using real-world examples, including how he’s built support roles in his own business. Key takeaways from the show A partner makes sense when the business has enough “meat on the bone” to pay both people fairly, and the skill gap is critical.

In this episode of The Rundown with Ramon, Ramon Ray shares a surprising personal story: after decades of playing piano by ear, he started over at “lesson one.” That simple act of humility became a powerful reminder that mastery requires returning to fundamentals. For entrepreneurs, going back to the basics is not a setback—it’s a success strategy. Subscribe to our YouTube channel…

This episode of The Rundown with Ramon explores the rise of entrepreneurship across the United States, fueled by new technology, shifting work expectations, and a desire for greater control. With more people than ever adding “Founder” to their profiles, Ramon breaks down why this movement is happening and what it means for aspiring business owners. Key Takeaways Entrepreneurship has surged dramatically in recent years.

A simple advertisement from Goldbelly sparked an entire branding lesson on The Rundown with Ramon. Without ordering a single meal, Ramon immediately assumed quality, excellence, and premium service—purely because of how good the visual presentation was. This episode dives into why first impressions matter and how small businesses can borrow the same strategy. Key Takeaways Customers make assumptions about quality from what they see before they ever buy.

Inspired by Seth Godin’s “red zone” metaphor, this episode of The Rundown with Ramon explores why entrepreneurs often burn out by pushing too hard on things that don’t actually move their business forward. Ramon reflects on where he’s spending his time, what matters most, and how business owners can avoid living in constant overdrive. Sign up for the ZoneofGeniusYes YouTube Channel…

If you run a small business, you already know this truth: it’s not just about taking payments. It’s about running a whole operation with limited time, tight margins, and customers who expect a great experience every single day. In this interview, I sat down with Ebun Onagoruwa from Square to talk about what real “small business support” should look like in twenty twenty-six.

New entrepreneurs dream big, but the reality is that many small businesses fail because the fundamentals weren’t in place from the start. In this episode of The Rundown with Ramon, I walk through the biggest reasons startups collapse and how founders can avoid becoming another statistic. This is from a great WSJ article. This guide breaks down those pitfalls and turns them into practical lessons for today’s business owner.

This episode of The Rundown with Ramon highlights why entrepreneurs must treat partnerships with structure — not emotion. Whether you're beginning a collaboration or preparing to end one, clarity and communication matter. Key Takeaways Partnerships work best when expectations are defined early. Review dates, exit clauses, and performance metrics protect both sides. Ending a partnership is normal — not personal.

This episode of The Rundown with Ramon reinforces a hard truth: small businesses are just as vulnerable — sometimes more vulnerable — to cyberattacks as major corporations. Security must be part of your business foundation, not an afterthought. Key Takeaways Small businesses are prime targets for cyberattacks. Basic protections like 2FA, password managers, and updates go a long way. Human error is one of the biggest security risks.

Most entrepreneurs do not have a skill problem. Instead, they have an authority problem. They are good at what they do, often very good. They have experience, results, and real-world wins. However, they still get overlooked. Opportunities pass them by. Sales calls turn into long explanations. Fees get discounted just to close a deal. This does not happen because the market is broken.

The Rundown with Ramon explores the tension between Amazon and USPS — an issue with major lessons for small businesses. When one customer represents the bulk of your revenue, your business rests on shaky ground. Key Takeaways Never let one client become a disproportionate share of your revenue. Big partnerships must include review periods and exit plans. Growth requires diversification, not dependency.

In this episode of The Rundown with Ramon, a major Cloudflare outage becomes the foundation for a critical entrepreneur lesson: mistakes happen — but the way you handle them determines whether customers leave or stay loyal. Key Takeaways Every business will fail or stumble at some point. Customers care more about how you respond than the mistake itself. Clear communication is the most important step after a failure.

This episode of The Rundown with Ramon dives into why success often has less to do with luck and more to do with where you place yourself. Opportunities come faster when you consistently show up in the rooms where your buyers, partners, and collaborators gather. Key Takeaways You can’t win big opportunities if you’re invisible to the people who grant them.

The Rundown with Ramon digs into a tough truth for entrepreneurs: sometimes we want success so badly that we sabotage the very opportunities we’re chasing. In this episode, Ramon breaks down the dangers of being “too thirsty” and how desperation can quietly undermine your business growth. Key Takeaways Desperation shows up when you ask for the sale before you’ve built trust.

This episode of The Rundown with Ramon highlights a surprising trend: Dollar Tree is seeing increased spending from households earning over $100,000. This shift shows the importance of understanding who your customers are, how they change over time, and why segmentation—not guessing—is critical to business success. Key Takeaways: Your customers may not be who you think they are. Market behavior shifts, and your business must adapt.

In this episode of The Rundown with Ramon, Ramon discusses Nike’s major executive restructuring and what entrepreneurs can learn from it. Nike is eliminating some roles, reintroducing others, and simplifying layers of management to refocus on athletic performance. Even billion-dollar companies make structural changes when necessary—and small businesses must do the same. Key Takeaways: Even successful companies revisit their organizational structure.

In this episode of The Rundown with Ramon, I spoke with Julia Enthoven, CEO and cofounder of Kapwing, about what’s changed in video creation—and what hasn’t. The big theme: video is no longer “a creative department thing.” It’s becoming a basic business skill, like slides and spreadsheets. Key takeaways Cloud-based video editing is removing the “you need a powerful machine” barrier for small teams.

On this episode of The Rundown with Ramon, Ramon breaks down how Waymo’s driverless cars have shifted from overly cautious behavior to “confidently assertive” driving. This evolution in autonomous driving mirrors the exact shift entrepreneurs must make when they move from fear-based decision-making to strategic experimentation. Related - How To Turn Your Next Crisis into Opportunity Key Takeaways: Growth requires controlled, intentional risks.

In this episode of The Rundown with Ramon, Ramon shares how a locked office door in Midtown Manhattan unexpectedly shaped the entire show. What looked like an inconvenience became an opportunity for creativity, connection, and clarity. The episode is a reminder to entrepreneurs that sometimes a rejected opportunity is not a setback—it's a strategic redirection. Key Takeaways: Closed doors often push you toward better opportunities.