PODCAST · business
WFH with 2 Guys
by Dennis Jackson and Benny Carreon
Work From Home with 2 Guys introduces Benny and Dennis with their background of over 30 years in working for and with large organizations, and all the challenges and things they see that smaller businesses could benefit from. They look at technology, processes, people, and just how to be more competitive as a smaller organization. Their wide range of experiences help bring to light things that you as a business owner or decision maker can do to grow and help your team be more successful.
Episodes
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Fractional Leadership: Getting Sales, Operations & Finance Working Together
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,...
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Human-First AI: Making AI Work for Your Business
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...
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CRM AI
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...
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Behind the Swipe: The Truth About Payment Processing
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...
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Board to Death: From “Should I?” to “Yes, I Will!”
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…
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AI Can’t Read the Room: Why Great Leaders Still Matter
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...
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Where do I start - AI That Actually Works
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...
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Season 6 Is Here!
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...
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Season 5 Wrapped. Season 6 Loading
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...
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Budgeting Your Wallet and Your Waistline
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....
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Held Accountable vs. Owning Accountability: The Leadership Shift
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...
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The Power of Storytelling for your Business
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...
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An AI update with Benny and Dennis
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...
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Why Writing Things Down Changes Everything
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...
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Laughing at Work: Why Humor Is a Leadership Superpower
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...
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Relationships First: The Real Power of Networking
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...
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What's TRUST got to do with it?
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...
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The Truth About Authentic Leadership
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…
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How Fractional Executives Help Small Businesses Scale Smarter
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...
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Exiting the Business - Am I Ready?
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...
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Unlocking LinkedIn's Potential: Strategies for Success
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...
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AI Will Never Replace the Gray-Haired Mentor on Your Shop Floor
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...
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AI Isn’t the Strategy — Your Roadmap Is
Benny Carreon, Dennis Jackson, and Travis Ziebro discuss AI is everywhere — but using AI without a plan is just noise. In this episode, we break down why success with AI doesn’t come from chasing the newest tool, but from building a clear roadmap that aligns with your goals. We talk about how to...
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Building Human Connection
Benny Carreon and Dennis Jackson discuss the growing epidemic of loneliness in modern society, particularly in the context of remote work. They explore the importance of social connections and how to navigate social dynamics to build meaningful relationships. Emma McCallie, the founder of Folx...
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Working From Home & the Modern Franchise Model
This conversation explores the world of franchising, highlighting its benefits, especially in the context of home-based businesses. The speakers discuss the evolving landscape of franchising, the importance of franchise consultants, and the various opportunities available for aspiring business...
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Leading Through Uncertainty into 2026
Benny Carreon, Dennis Jackson, and Gerry Gadoury reflect on the challenges and uncertainty that defined 2025 and what business leaders can take forward into 2026. They discuss the importance of making decisive choices even when conditions are unclear, the risks of hesitation, and how leaders can...
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Setting KPIs That Actually Work
In this episode, Benny Carreon and Dennis Jackson delve into the significance of Key Performance Indicators (KPIs) for businesses, especially as the new year begins. Dennis, an expert in the field, explains that KPIs are essential metrics that help businesses track their progress towards specific...
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Maximize Your LinkedIn Profile: Tips from an Expert
Benny Carreon and Dennis Jackson discuss the importance of LinkedIn for business networking with expert Rae Greenip. They explore how to effectively use LinkedIn to enhance professional connections, optimize profiles, and navigate challenges in messaging. Rae shares valuable tips on profile...
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Happy 2026
In this episode, Benny Carreon and Dennis Jackson reflect on the transition from 2025 to 2026, discussing the rapid passage of time and the lessons learned from the previous year. They highlight significant themes such as the impact of AI on business, the importance of employee retention, and the...
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The Service Mindset
In this conversation, Benny Carreon and Dennis Jackson discuss the evolution of business, emphasizing the importance of customer service and the transition from white-collar to blue-collar industries. They explore how customer experience, communication, and training play crucial roles in building…
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Beyond the Logo: Branding and Creative Strategy
In this episode of Beyond the Logo: Branding and Creative Strategy with Doug Belding, we dive into the art and science of building brands that truly resonate. Doug shares his journey as a creative strategist and the lessons he’s learned helping businesses craft identities that go far deeper than…
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The Entrepreneurial Journey of Channing Moreland
In this episode, we sit down with Channing Moreland to hear her journey from studying songwriting to building her own business. Channing shares how an idea sparked during her time as a student grew into a full-fledged company, and the lessons she learned navigating the ups and downs of...
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Beyond Training: The Leadership Difference
In this episode, we dive into the crucial distinction between training and true leadership development with Robert Avinger. While training focuses on skills, checklists, and procedures, leadership requires mindset, influence, and emotional intelligence. We’ll explore why organizations often…
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What Got You Here Won’t Get You There: Rethinking Growth
In this episode, Benny and Dennis sits down with Marc Wolfe to explore why doing the same old things often won’t move you forward. Marc explains how easy it is to get stuck in a rut—personally or professionally—and why asking “Why am I doing it this way?” is the first step to breaking free. The...
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Growing or Selling Your Business – Why Retention is Key
In this episode, we dug into one of the biggest factors in taking your business to the next stage—whether you’re focused on growth or getting ready to sell: keeping your people. Gerry Gadoury with Red Beard Solutions joins us to share insight into what is the secret sauce. When you’re growing,...
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Advisory Boards: Building Influence Through Connections
In this episode, we dive into how advisory boards can be a game-changer for small businesses with Barbara Taylor and Ed Henkler . Unlike corporate boards, these groups are built on relationships and connections—bringing together people who share their expertise, networks, and insights to help a...
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Tariffs and Rising Costs: What It Means for You and Your business
In this conversation, Benny Carreon and Dennis Jackson discuss the current economic challenges businesses face, particularly focusing on tariffs, inflation, and the importance of understanding financial data. They emphasize the need for businesses to adapt their pricing strategies, maintain…
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The Hidden Cost of Poor Data Management
Benny Carreon and Dennis Jackson discuss the critical role of data quality in business operations with expert Matt Kroll. They explore how businesses often overlook the importance of clean data, leading to inefficiencies and missed opportunities. The discussion covers the definition of data...
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Let's Talk Business: Answering Your DMs
Benny Carreon and Dennis Jackson discuss the evolving landscape of remote work, sharing insights on the benefits and challenges of working from home. They explore how to maintain professional relationships and friendships in a virtual environment, the importance of finding focus and motivation…
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Don’t Get Spooked—Get Secured!
Benny Carreon, Dennis, and Bob Quandt discuss the critical importance of cybersecurity for businesses of all sizes, especially during Cybersecurity Awareness Month. They emphasize the need for strong security practices, including the use of multi-factor authentication, password managers, and...
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AI Meets Wardrobe: The Tech Behind Taelor.Style
In this episode, we dive into the innovative world of Taelor.Style, a subscription-based menswear service that’s using AI to transform personal styling. Anya Cheng shares how the platform uses data-driven insights to curate wardrobe selections tailored to each customer’s unique preferences—saving...
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ESOP 101
In this special episode, we’re breaking down the basics of ESOPs—Employee Stock Ownership Plans. Whether you're hearing the term for the first time or just want a clear, beginner-friendly explanation, this episode is for you. Our guest - Matt Middendorp shares what an ESOP is, how it works, who…
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Where are you working today -At Home or In the Office?
The way we work has significantly evolved—from traditional in-office settings to fully remote environments, and now toward a hybrid model that blends both. While this hybrid approach offers flexibility and balance, it also brings new challenges, such as tracking who is working where and when....
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Welcome to Season Five: A New Era
In this episode, Benny and Dennis kick off Season Five of their podcast, introducing a new video format and discussing the transformative impact of AI on business operations. Contact Information Benny Carreon- Velocity Technology Group-...
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Season 4 Wrap Up
In this episode, Benny and Dennis reflect on their podcast journey, discussing the evolution from a pandemic project to a platform for sharing insights with various guests. They address the current business climate filled with uncertainty and emphasize the importance of having a solid plan,...
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How AI Transforms Small Business Operations
In this conversation, Benny Carreon, Dennis, and Brett Wade discuss the transformative impact of artificial intelligence (AI) on small businesses. They explore how AI can enhance productivity, streamline operations, and provide opportunities for small business owners to focus on their strengths....
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Growth Oriented Feedback for your Team Members
In this conversation, Benny Carreon, Dennis, and Nathan King discuss the critical role of feedback in business, emphasizing the need for a shift from traditional performance reviews to a more holistic approach focused on growth feedback. They explore the SBI model as a framework for effective...
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Navigating the Business Startup Landscape
In this podcast episode, we dive into the essential steps of starting a business and the crucial legal considerations every entrepreneur should know. We cover topics like choosing the right business structure, understanding intellectual property, and registering your business. Our expert...
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The Legacy
"The Legacy Navigator" offers a comprehensive framework for anyone interested in creating an intentional legacy that extends beyond financial considerations. It provides both the philosophical foundation and practical tools necessary to develop a meaningful legacy plan. Lance Welch shares his...
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AI: Risks and Rewards in a Small Business
Jen Renshaw discuss with Dennis and Benny the multifaceted implications of artificial intelligence (AI) in business, particularly in marketing. They explore the risks associated with AI, including data privacy, bias, and the importance of transparency. The conversation also highlights the…
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ABOUT THIS SHOW
Work From Home with 2 Guys introduces Benny and Dennis with their background of over 30 years in working for and with large organizations, and all the challenges and things they see that smaller businesses could benefit from. They look at technology, processes, people, and just how to be more competitive as a smaller organization. Their wide range of experiences help bring to light things that you as a business owner or decision maker can do to grow and help your team be more successful.
HOSTED BY
Dennis Jackson and Benny Carreon
CATEGORIES
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Frequently Asked Questions
How many episodes does WFH with 2 Guys have?
WFH with 2 Guys currently has 192 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is WFH with 2 Guys about?
Work From Home with 2 Guys introduces Benny and Dennis with their background of over 30 years in working for and with large organizations, and all the challenges and things they see that smaller businesses could benefit from. They look at technology, processes, people, and just how to be more...
How often does WFH with 2 Guys release new episodes?
WFH with 2 Guys publishes regularly with 192 episodes available. Check the episode list for the typical release schedule.
Where can I listen to WFH with 2 Guys?
You can listen to WFH with 2 Guys on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts WFH with 2 Guys?
WFH with 2 Guys is created and hosted by Dennis Jackson and Benny Carreon.
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