WFH with 2 Guys

AI is changing the way small businesses work, but how do you actually introduce AI without making your business feel less personal? In this episode, we sit down with Pat Mancuso to talk about practical ways small businesses can start using AI to save time, improve efficiency, and simplify everyday work. But there’s an important reminder: AI should enhance the human experience—not replace it. We ta...

In this episode, we sit down with Emma McCallie from Outpost to talk about a major shift in the company’s focus — and the lesson behind it: sometimes you can have the right product but the wrong client. Emma shares what led Outpost to rethink who they were serving, how their original focus evolved, and what they learned along the way. We talk about the importance of understanding your ideal custom...

When it comes to AI, one of the biggest questions businesses face is simple: Should we build it ourselves or buy a solution that already exists? In this episode of WFH with 2 Guys | AI & Workflow, we’re joined by Nate Buckwalter to talk about the real-world decisions businesses need to make when looking at AI. Just because you can build something doesn’t always mean you should — and buying a s...

Dennis and Benny are joined by Lisa Dean to discuss how fractional leadership in Sales, Operations, and Finance helps small businesses access expert guidance without the cost of a full executive team. They explore why these departments need to work together, how siloed decisions can hurt growth, and how better communication creates smarter business decisions. Plus, they discuss how AI and automate...

AI is changing the way businesses work—but should AI replace the human side of business, or make it better? In this episode of WFH with 2 Guys | AI & Workflow, Dennis and Benny sit down with Derek Crager to talk about the idea of Human-First AI and what it really means for businesses. Instead of chasing every new AI tool or trying to automate everything, Derek shares a practical approach to us...

In this episode of WFH with 2 Guys, Benny and I have a real-world conversation about how we’re using AI in both our professional and personal lives. We talk about the ways AI has become part of our everyday routines—from helping with work, brainstorming ideas, and getting things done faster to using it for personal questions, research, planning, and everyday life. We also share what has surprised...

Getting paid is one of the most important parts of running a small business—but understanding payment processing can be anything but simple .In this episode, Mark Magnussen joins us to break down the world of payment processing and what small-business owners really need to know. We talk about processing fees, hidden costs, contracts, chargebacks, and how to make sure you're choosing a payment...

What does it really mean to serve on a nonprofit board—and how do you know if it’s right for you? In this episode, we sit down with Deb Macfarlan Enright, author of Board to Death, for a conversation about the world of nonprofit boards. Deb shares practical advice on why you should consider serving, how to find the right board, what to expect once you join, and how you can make a meaningful impact...

What happens when a founder has a great vision but needs help turning it into operational success? This week on WFH with 2 Guys, we're joined by Forrest Derr to explore the growing role of the Fractional COO and why more companies are realizing they don't need a full-time executive to gain world-class operational leadership. We also dive into one of today's hottest topics—AI in busines...

In this episode of WFH with 2 Guys, we sit down with AI strategist Marvin J. Martinez to cut through the hype and explore how artificial intelligence is creating real value for businesses today. Instead of focusing on futuristic concepts, Marvin shares practical ways companies can use AI right now to streamline operations, eliminate repetitive tasks, improve customer service, automate workflows, a...

We're excited to kick off another season of real conversations about business, leadership, technology, AI, and the future of work. This season, we're cutting through the hype to focus on practical ideas, real-world experiences, and the tools that help businesses work smarter—not harder. Whether you're an entrepreneur, business leader, or simply curious about where work is headed, we&#3...

Episode #186 marks the Season 5 finale of WFH with 2 Guys! Benny and Dennis took a look back at some of our favorite conversations, biggest lessons, and memorable moments from this season. They also shared a preview of what’s ahead this fall—more AI discussions, fresh workplace insights, and an exciting lineup of great guests you won’t want to miss. Thanks for being part of the journey this season...

On this episode of WFH with 2 Guys, Valerie Kemp joins us for a fun and insightful conversation about the surprising similarities between budgeting and weight loss. We dive into how both journeys require discipline, consistency, planning, and making smart daily choices that add up over time. Valerie shares practical thoughts on why quick fixes rarely last, how tracking progress creates accountabil...

In this episode, we welcomed Robert Avinger for a thoughtful conversation on accountability in the workplace. We explored the difference between being held accountable by others versus employees truly owning accountability for themselves. Robert shared why lasting accountability is most effective when it comes from personal commitment rather than external pressure. He outlined three key elements t...

In this episode, Benny and Dennis sit down with Charley Timmins to talk about one of the most underrated superpowers in business: storytelling. Charley breaks down why every company—big or small—needs a compelling narrative, how stories shape customer trust, and why facts alone don’t move people until they’re wrapped in meaning. He shares practical tips on crafting a story that connects, why authe...

In this episode, Benny and Dennis dive into how AI is transforming both their business and personal lives. From streamlining daily workflows to improving customer delivery, they break down the practical ways they’re using AI right now and what tools are making the biggest difference. They also share real examples from their own routines, showing how AI helps them save time, work smarter, and stay...

In this episode, we’re joined by Hannah Rawiszer, an expert in operations, systems, and process optimization. Hannah breaks down why documenting your processes isn’t just busywork — it’s one of the smartest investments you can make in your business. We talk about how clearer workflows reduce mistakes, speed up onboarding, and free up your time to focus on the work that actually moves the business...

Benny and Dennis sit down with Kevin Hubschmann to explore the role laughter in the workplace. Kevin explains how humor can strengthen teams, reduce stress, and create a culture people love. He also draws a fascinating parallel between stand-up comedy and running a small business—both require timing, reading your audience, and thinking on your feet. This episode blends leadership lessons, practica...

Benny and Dennis sit down with Scott Talley from Network In Action for a conversation about what real networking looks like when it’s done right. Scott shares stories from his experience helping business leaders build meaningful connections, explaining why authentic relationships—not quick pitches—are the foundation of great networking. Through engaging stories and practical insights, the conversa...

In this episode, Benny and Dennis are joined by Ken Sher, author of What’s Trust Got to Do with It? to talk about the critical role trust plays in leadership, business, and relationships. Ken shares practical insights on how trust is built, how it can be lost, and why it’s essential for creating strong teams and healthy organizations. The conversation highlights simple but powerful ways leaders ca...

In this episode, Benny and Dennis sit down with author and workplace culture expert Tommie Jo Brode to discuss her book, Authentic Workplaces, and what it really takes to build trust, connection, and engagement inside today’s organizations. Tommie Jo shares practical insights on how leaders can move beyond surface-level culture initiatives and create workplaces where people feel seen, valued, and...

In this episode, Benny and Dennis are joined by Jonathan Barnes and Wayne Easterwood to discuss how fractional executives are becoming a practical and powerful solution for small and growing businesses that need experienced leadership—without the cost or long-term commitment of a full-time executive team. They explore when it makes sense to bring in fractional leaders, which roles are most commonl...

In this episode, Benny and Dennis sits down with Channing Moreland to talk about one of the biggest questions business owners eventually face: Are we really ready to exit our business? Together, they explore what “exit readiness” actually means—beyond just selling a company—and why many owners overestimate how prepared they truly are. The conversation focuses on the practical, financial, and perso...

In this conversation, Benny Carreon and Dennis Jackson explore the often underutilized platform of LinkedIn with expert Rae Greenip. They discuss the importance of maximizing LinkedIn's potential for professional networking, effective posting strategies, and the significance of authenticity in content creation. Rae shares insights on how to engage with the platform thoughtfully, the etiquette...

AI can analyze data, optimize workflows, and predict outcomes — but it can’t replace the wisdom earned through decades of hands-on experience. In this episode, we explore why the “gray-haired mentor” on your shop floor remains one of your most valuable assets in an AI-driven world. Joined by Bill May, we dig into the difference between knowledge and judgment, how experience fills the gaps AI can’t...