Dennis Jackson and Benny Carreon
WFH with 2 Guys
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.
Author
Dennis Jackson and Benny Carreon
Category
Podcast website
Latest episode
May 26, 2026
Where to listen?
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Episodes
Season 5 Wrapped. Season 6 Loading 26.05.2026 15:14
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...
Budgeting Your Wallet and Your Waistline 18.05.2026 28:51
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...
Held Accountable vs. Owning Accountability: The Leadership Shift 12.05.2026 25:42
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...
The Power of Storytelling for your Business 05.05.2026 27:09
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...
An AI update with Benny and Dennis 28.04.2026 26:47
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...
Why Writing Things Down Changes Everything 21.04.2026 30:14
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...
Laughing at Work: Why Humor Is a Leadership Superpower 14.04.2026 22:33
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...
Relationships First: The Real Power of Networking 07.04.2026 28:52
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...
What's TRUST got to do with it? 31.03.2026 25:55
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...
The Truth About Authentic Leadership 24.03.2026 27:20
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...
How Fractional Executives Help Small Businesses Scale Smarter 17.03.2026 28:33
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...
Exiting the Business - Am I Ready? 10.03.2026 30:53
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...
Unlocking LinkedIn's Potential: Strategies for Success 03.03.2026 24:15
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 Will Never Replace the Gray-Haired Mentor on Your Shop Floor 02.03.2026 26:08
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...
AI Isn’t the Strategy — Your Roadmap Is 17.02.2026 22:30
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 choose the right mix of AI tools, avoid “shiny object syndrome,” and create a strategy that actually dr...
Building Human Connection 10.02.2026 26:15
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 Table, shares her insights on creating structured social interactions that foster connection and communit...
Working From Home & the Modern Franchise Model 03.02.2026 23:22
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 owners. They emphasize the advantages of franchising over starting a business from scratch, including inc...
Leading Through Uncertainty into 2026 27.01.2026 25:29
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 build confidence amid volatility. The group also explores the evolving role of AI in business strategy,...
Setting KPIs That Actually Work 20.01.2026 17:55
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 objectives. He emphasizes the importance of keeping KPIs simple and focused, recommending that busines...
Maximize Your LinkedIn Profile: Tips from an Expert 13.01.2026 26:26
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 optimization, including the significance of a clean URL, showcasing accomplishments, and utilizing visual el...
Happy 2026 06.01.2026 7:56
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 potential of franchising as a viable entrepreneurial path. The hosts encourage listener feedback and s...
The Service Mindset 16.12.2025 27:27
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 a successful service-oriented business. Chris Lalomia, a guest entrepreneur, shares insights from his...
Beyond the Logo: Branding and Creative Strategy 09.12.2025 29:27
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 a logo or color palette. We talk about the intersection of creativity and strategy, how to stand out in...
The Entrepreneurial Journey of Channing Moreland 02.12.2025 25:44
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 entrepreneurship. From the early challenges of getting started to the realities of running and growing a business...
Beyond Training: The Leadership Difference 18.11.2025 27:05
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 invest heavily in training programs that improve competence—but still struggle to build confident, adaptable...
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