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In this episode of The Jason Cavness Experience, I sit down with Taylor Rae, founder of Rae Enterprise and the Success Club App, and a participant at Military Creator Conference. We talk about how marketing strategy, community building, and disciplined execution intersect for creators and founders.
Taylor breaks down how she built Rae Enterprise around geofencing and programmatic display advertising, helping businesses target the right customers with precision. During the episode, she walks through a live-style demo explaining how geofencing actually works. Showing how businesses can draw digital perimeters around physical locations and serve ads directly to devices that enter those areas. We discuss the role AI now plays in marketing, how founders should think about automation, and why creativity still matters. We also explore the Success Club App.
Her platform designed to connect entrepreneurs and foster accountability-driven growth. As part of Military Creator Conference, Taylor represents creators who are turning marketing skillsets into scalable businesses. We discuss what creators often misunderstand about growth, how to build real community instead of vanity metrics, and why long-term positioning beats short-term hype. If you're a creator, founder, or marketer trying to build something sustainable, this conversation delivers practical insight.
What We Talked About
• Participating in Military Creator Conference
• A practical demo of how geofencing works
• Building Rae Enterprise through targeted marketing
• AI's role in modern marketing strategy
• Programmatic advertising and customer targeting
• Launching and scaling the Success Club App
• Community-building vs follower counts
• Founder discipline and long-term positioning
• Applying strategic thinking from poker to business
Connect with Taylor Rae
LinkedIn: https://www.linkedin.com/company/rae-enterprise-llc/
Instagram (Marketing): https://www.instagram.com/rae.enterprise.llc/
Instagram (Success Club App): https://www.instagram.com/our.success.club/ Military Creator Conference Website: https://www.militarycreatorcon.com/
Connect with Jason Cavness LinkedIn: https://www.linkedin.com/in/jasoncavness
Instagram: https://www.instagram.com/thejasoncavnessexperience/
TikTok: https://www.tiktok.com/@jasoncavness
Podcast: https://www.thejasoncavnessexperience.com
In this episode of The Jason Cavness Experience, I sit down with Barry Gipson, better known as the Cowboys Unifier content creator, Dallas Cowboys superfan, and featured speaker at Military Creator Con. Barry shares how he built and monetized a content brand rooted in sports, community, and veteran identity.
We break down how Facebook monetization actually works, how he generates revenue from memes and engagement, and why most creators quit before the real results show up. Barry is not just attending Military Creator Con. He's a featured speaker, sharing lessons from a decade of content discipline, audience building, and platform monetization. As a veteran creator, he represents what's possible when you combine consistency, niche focus, and community-first thinking.
We also discuss:
• How Barry monetized Facebook and built recurring revenue
• Turning passion into a sustainable content business
• Why veterans have an advantage in discipline and execution
• Planning content like a long-term brand, not a viral gamble
• The psychology of algorithms and audience loyalty
• Dealing with critics and staying consistent
• Why niche audiences outperform broad appeal
• What he'll be sharing on stage at Military Creator Con
Barry proves you don't need a studio setup to win. You need focus, repetition, and the willingness to show up for years. If you're a veteran creator, entrepreneur, or someone serious about monetizing social platforms, this episode delivers practical insight.
Connect with Barry Gipson
LinkedIn: https://www.linkedin.com/in/barry-gipson-cowboys-unifier/
Website: https://officialamericasteam.com/
Facebook: https://www.facebook.com/cowboysunifier
Military Creator Con Website: https://www.militarycreatorcon.com/
Connect with Jason Cavness LinkedIn: https://www.linkedin.com/in/jasoncavness
Instagram: https://www.instagram.com/thejasoncavnessexperience/
TikTok: https://www.tiktok.com/@jasoncavness
Podcast: https://www.thejasoncavnessexperience.com
Be Great Every Day!
In this episode of The Jason Cavness Experience, Jason sits down with Emily Power, founder of Ocean Made, to talk about seaweed, sustainability, and building regenerative consumer products.
Emily shares how leaving a corporate career led her to an unexpected obsession with kelp a material that cleans polluted water, captures carbon faster than trees, and helps rebuild ocean ecosystems.
She explains how that fascination turned into Ocean Made and the creation of Kelp Pots, plant containers designed to replace billions of single-use plastic pots thrown away every year.
The conversation explores the challenges of building climate-positive products, why good intentions aren't enough to change consumer behavior, and how entrepreneurs can design products that are both better for the planet and better for customers.
Emily also talks about the realities of entrepreneurship, collaboration, and what it takes to bring sustainable innovation to market.
This episode is especially valuable for founders, makers, and anyone interested in climate tech, consumer products, and the blue economy.
Topics Discussed
• Emily's journey from corporate work to entrepreneurship
• Discovering seaweed as a regenerative material
• How kelp supports ocean health and carbon capture
• Founding Ocean Made and launching Kelp Pots
• Replacing single-use plastic in consumer products
• Designing products that shift consumer behavior
• Building climate-positive businesses
• The realities of sustainable manufacturing
• Collaboration in ocean conservation
• Balancing purpose with product performance
• Lessons learned as a reluctant entrepreneur
Connect with Emily Power
LinkedIn: https://www.linkedin.com/in/emilybpower/
Website: https://oceanmade.co/
Connect with Jason Cavness
LinkedIn: https://www.linkedin.com/in/jasoncavness
Instagram: https://www.instagram.com/thejasoncavnessexperience/
TikTok: https://www.tiktok.com/@jasoncavness
Podcast: https://www.thejasoncavnessexperience.com
In this episode of The Jason Cavness Experience, Jason sits down with Wesley Nicholson, owner of Two Maids of Kent, to talk about leadership, entrepreneurship, and building a service business rooted in community impact.
Wesley shares how his background in the U.S. Navy and years of leadership experience at Amazon shaped his approach to running a people-first business. He discusses the transition from corporate leadership to small business ownership, the challenges of scaling a service business, and why culture and training matter just as much as operational excellence.
The conversation also explores Wesley's commitment to giving back, including Two Maids' mission of providing free cleanings to individuals battling cancer. Jason and Wesley talk about learning from mistakes, addressing blind spots as a leader, and creating opportunities for team members to grow. This episode is especially valuable for founders, operators, and anyone building a local service business with purpose.
Topics Discussed
• Wesley's background in the Navy and Amazon
• Transitioning from corporate leadership to entrepreneurship
• Building and growing Two Maids of Kent
• Leadership lessons from military and corporate environments
• Creating a strong team culture in a service business
• Training, accountability, and operational discipline
• Giving back through community-focused initiatives
• Learning from mistakes and addressing leadership blind spots
• Balancing growth with quality and trust
• Defining success beyond revenue
Connect with Wesley Nicholson
LinkedIn: https://www.linkedin.com/in/wesley-nicholson/
Connect with Two Maids of Kent
Website: https://www.twomaidscleaning.com/kent/
Facebook: https://www.facebook.com/profile.php?id=61575676238096
Connect with Jason Cavness
LinkedIn: https://www.linkedin.com/in/jasoncavness
Instagram: https://www.instagram.com/thejasoncavnessexperience/
TikTok: https://www.tiktok.com/@jasoncavness
Podcast: https://www.thejasoncavnessexperience.com
In this episode of The Jason Cavness Experience, Jason sits down with Hans Bjordahl, co-founder and CEO of Culture Foundry, to talk about digital transformation, experience-driven design, and what it really takes to build technology that serves people and organizations effectively.
Hans shares his background in building and leading digital teams, how Culture Foundry approaches complex modernization projects, and why culture, process, and people matter just as much as technology.
He explains how many digital transformation efforts fail not because of bad tools, but because of misalignment between strategy, execution, and organizational culture. The conversation explores user-centered design, modern content platforms, government and enterprise digital work, and what leaders should prioritize when modernizing legacy systems.
Hans also discusses leadership, scaling teams, and how to create digital products that are both functional and human-centered
. This episode is especially valuable for founders, operators, and leaders navigating digital transformation in complex or regulated environments.
Topics Discussed
• Hans's background and path to founding Culture Foundry
• What digital transformation really means in practice
• Why culture and alignment matter in technology projects
• User-centered and experience-driven design
• Modernizing legacy platforms and systems
• Common mistakes organizations make during digital transformation
• Balancing strategy, design, and engineering
• Leadership lessons from scaling digital teams
• Building technology that actually gets adopted
• Long-term thinking in enterprise and government tech
Connect with Hans Bjordahl
LinkedIn: https://www.linkedin.com/in/hansbjordahl/
Connect with Culture Foundry
Website: https://www.culturefoundry.com/
Instagram: https://www.instagram.com/culturefoundry/
Connect with Jason Cavness
LinkedIn: https://www.linkedin.com/in/jasoncavness
Instagram: https://www.instagram.com/thejasoncavnessexperience/
TikTok: https://www.tiktok.com/@jasoncavness
Podcast: https://www.thejasoncavnessexperience.com
In this episode of The Jason Cavness Experience, Jason sits down with Akalpit Gadre, a technologist and founder with deep experience in technical leadership, cloud computing, cybersecurity, and emerging technologies.
Akalpit shares his journey as a foundry entrepreneur, how he approaches building technology-driven companies, and what strong technical leadership looks like in practice. He talks about navigating complexity in cloud systems, the importance of security-first thinking, and how founders and technical leaders should evaluate new technologies without getting distracted by hype.
The conversation also explores problem-solving at scale, decision-making under uncertainty, and what it takes to build resilient systems and teams in fast-moving technical environments. This episode is especially valuable for founders, engineers, and operators building products in AI, cloud, and security-focused spaces.
Topics Discussed
• Akalpit's background and path into technical leadership
• What it means to be a foundry entrepreneur
• Building and scaling cloud-based systems
• Cybersecurity as a foundational design principle
• Evaluating new technologies without chasing hype
• Leadership lessons from technical teams
• Problem-solving in complex systems
• Balancing innovation with reliability
• How founders should think about technical tradeoffs
• Long-term thinking in engineering and architecture
Connect with Akalpit Gadre
LinkedIn: https://www.linkedin.com/in/akalpit-gadre/
Website: https://www.othentk.com/
Connect with Jason Cavness LinkedIn:
https://www.linkedin.com/in/jasoncavness
Instagram: https://www.instagram.com/thejasoncavnessexperience/
TikTok: https://www.tiktok.com/@jasoncavness
Podcast: https://www.thejasoncavnessexperience.com
In this episode of The Jason Cavness Experience, Jason sits down with Sabina Nawaz, an executive coach and leadership advisor who works with founders, CEOs, and senior leaders navigating power, influence, and responsibility at the highest levels.
Sabina shares what she's learned from years of coaching executives as they step into positions of authority and why leadership often becomes harder, not easier, as power increases.
She explains how authority subtly changes behavior, how communication breaks down at the top, and why well-intentioned leaders can unintentionally create silence, fear, or distance on their teams. Jason and Sabina discuss executive presence, emotional regulation, feedback, and how leaders can stay grounded and human while still holding accountability.
Sabina also talks about the ideas behind her book, You're the Boss, and what leaders need to understand once they're officially "in charge." This episode is especially valuable for founders, CEOs, and operators who are scaling their influence and want to lead with clarity, self-awareness, and trust.
Topics Discussed
• How power changes leadership behavior
• Why communication often breaks down at senior levels
• Executive presence and influence
• Managing authority without creating fear
• Feedback loops and honest conversations
• Emotional regulation for leaders
• Listening as a core leadership skill
• Blind spots that appear as leaders gain power
• Staying human while holding accountability
• Coaching executives through high-stakes decisions
• Lessons from working with CEOs and founders
• What changes when you officially become "the boss"
Connect with Sabina Nawaz LinkedIn: https://www.linkedin.com/in/sabinanawaz/
Website: https://sabinanawaz.com/ Instagram:
https://www.instagram.com/sabinacoaching/
Book – You're the Boss: https://www.simonandschuster.com/books/Youre-the-Boss/Sabina-Nawaz/9781668023181
Connect with Jason Cavness
LinkedIn: https://www.linkedin.com/in/jasoncavness
Instagram: https://www.instagram.com/thejasoncavnessexperience/
TikTok: https://www.tiktok.com/@jasoncavness
Podcast: https://www.thejasoncavnessexperience.com
In this episode of The Jason Cavness Experience, Jason sits down with Tait Covert, President and CEO of Sentry Computing, to talk about building a service-first managed IT company and what it really takes to support small and mid-sized businesses.
Tait shares his path into entrepreneurship, how his background in retail sales, graphic design, and project management shaped his approach to IT, and why clear communication and transparent guidance matter more than technical jargon.
He explains how Sentry Computing delivers contract-free managed IT services, prioritizes cybersecurity and reliability, and focuses on long-term client relationships over quick wins.
The conversation also covers leadership, customer trust, running a people-first services business, and how business owners should think about IT strategy without getting overwhelmed. This episode is especially valuable for founders, operators, and business owners who want practical insight into IT, cybersecurity, and building a service company that lasts.
Topics Discussed
• Tait's background and journey into entrepreneurship
• Founding and growing Sentry Computing
• What "service-first IT" really means
• Communicating technical concepts without jargon
• Cybersecurity basics business owners must understand
• Building trust with small and mid-sized businesses
• Leadership lessons from running an IT services company
• Balancing technical expertise with customer experience
• What business owners should prioritize in their IT strategy
Connect with Tait Covert
LinkedIn: https://www.linkedin.com/in/taitcovert/
Connect with Sentry Computing Website: https://sentrycomputing.com
Instagram: https://www.instagram.com/sentrycomputing/
Connect with Jason Cavness
LinkedIn: https://www.linkedin.com/in/jasoncavness
Instagram: https://www.instagram.com/thejasoncavnessexperience/
TikTok: https://www.tiktok.com/@jasoncavness
Podcast: https://www.thejasoncavnessexperience.com
In this episode of The Jason Cavness Experience, Jason sits down with Shonta Riles, CEO and founder of Poppin Notary, to talk about building a trusted local service business, expanding beyond traditional notary work, and staying deeply connected to the community.
Shonta shares how he launched Poppin Notary in 2016, what it took to earn trust in an industry built on accuracy and reliability, and why customer service is the real differentiator for small businesses. He explains how his background hosting the Deprogram Talk Radio Show sharpened his communication skills and helped him connect with people from all walks of life.
The conversation explores Poppin Notary's expansion into shipping, printing, and private mailboxes, how Shonta thinks about growth without losing focus, and why building locally in Tacoma still matters. From notarizing documents in non-traditional settings to creating a one-stop service hub, this episode offers practical lessons for service-based entrepreneurs.
Topics Discussed
• Shonta's path to entrepreneurship and founding Poppin Notary
• Building trust in a service-based business
• What great customer service looks like in practice
• Lessons from notarizing documents in unconventional environments
• Expanding into shipping, printing, and private mailboxes
• Knowing when to add new services • Avoiding overextension while growing
• Building a business rooted in community
• The Tacoma small business landscape
• Communication skills developed through radio and media
• Leadership lessons learned as a local CEO
• Defining success beyond revenue
Connect with Shonta Riles
LinkedIn: https://www.linkedin.com/in/shonta-riles-ab508214/
Website: https://www.poppinnotary.com/
TikTok: https://www.tiktok.com/@poppinnotary
Instagram: https://www.instagram.com/poppinnotary
In this episode of The Jason Cavness Experience, Jason sits down with Taylor Black for a wide-ranging conversation that spans AI, startups, big tech, and family life. Taylor shares his experience working at Microsoft, where he's been close to how AI is being built, adopted, and misunderstood inside large organizations. He talks about how startups and founders should think about AI realistically not as hype, but as a tool that rewards clarity, discipline, and execution.
Beyond tech, Taylor opens up about his family's journey through fostering and adoption, what it's taught him about responsibility, patience, and long-term thinking, and how building a family reshapes how you approach work and leadership.
He reflects on balancing ambition with presence, and why success isn't just about what you build professionally, but what you commit to personally. This is an honest conversation about building companies, adopting new technology responsibly, and choosing to show up fully at work and at home.
Topics Discussed
• Taylor's role at Microsoft and exposure to AI at scale
• How large companies actually adopt AI
• The gap between AI hype and real-world execution
• How startups should think about using AI
• Discipline and clarity as advantages in tech and business
• Lessons from working inside a major tech company
• Fostering and adopting children and what it teaches about leadership
• Balancing startup ambition with family responsibility
• Long-term thinking in both business and life
• Redefining success beyond career milestones
Support CavnessHR CavnessHR is building an AI-native HR system for small businesses with 49 or fewer employees automation plus a dedicated HR Business Partner.
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Connect with Taylor Black LinkedIn: https://www.linkedin.com/in/blacktaylor/
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