Libsyn Directory

Tait Covert on Building Sentry Computing and Practical IT Leadership

Release Date: 01/13/2026

Christopher Seminatore on Geofencing, Precision Marketing, and Building a 7-Figure Veteran-Owned Agency

The Jason Cavness Experience

In this episode of The Jason Cavness Experience, I sit down with Christopher Seminatore. U.S. Navy Veteran and founder of GetGeofencing.com to break down precision marketing, location-based advertising, and how he bootstrapped a 7-figure agency without outside funding. Christopher shares how his military experience shaped his approach to entrepreneurship, risk, and execution. We unpack what geofencing actually is, how it works, and why location-based targeting is becoming one of the most effective forms of digital advertising. Instead of broad, spray-and-pray marketing, Christopher...

Vaishnavi Balakrishnan on Building SWANN, Youth Leadership, and Advancing Girls’ Health & Education

The Jason Cavness Experience

in this episode of The Jason Cavness Experience, I sit down with Vaishnavi Balakrishnan, student entrepreneur and founder of SWANN (Student-Led Women’s Adolescent Needs Navigation Conference). Vaishnavi shares how she built a youth-led initiative focused on young girls’ health, development, and how those issues directly impact education outcomes. We discuss the origin of SWANN, the gaps she saw in awareness and support systems, and how she mobilized professionals, educators, and community leaders around the issue. We also explore: • Starting a mission-driven organization as a...

Vikram Chalana on Building Pictory, Democratizing Video with AI, and Scaling a Global SaaS Platform

The Jason Cavness Experience

In this episode of The Jason Cavness Experience, Jason sits down with Vikram Chalana, co-founder of Pictory, to talk about building an AI-powered video platform designed to simplify content creation for creators, educators, and businesses. Vikram shares how Pictory was built to remove the complexity from video production and content repurposing. We discuss scaling a SaaS company, leading product and engineering teams, and how AI is reshaping content creation workflows. The conversation also explores Vikram’s earlier experience co-founding Winshuttle, lessons learned from building enterprise...

Taylor Rae at Military Creator Conference: Geofencing, AI in Marketing

The Jason Cavness Experience

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...

Barry Gipson on Military Creator Con, Facebook Monetization, and Building a Veteran Content Brand

The Jason Cavness Experience

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...

Emily Power on Seaweed Innovation, Regenerative Products, and Building Ocean-Positive Businesses

The Jason Cavness Experience

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...

Wesley Nicholson on Leadership, Community, and Building Two Maids of Kent

The Jason Cavness Experience

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...

Hans Bjordahl on Digital Transformation, Culture-Led Design, and Building Technology That Actually Works

The Jason Cavness Experience

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...

Akalpit Gadre on Technical Leadership, Quantum Computing, and Building in Cloud, AI, and Cybersecurity

The Jason Cavness Experience

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...

Sabina Nawaz on Executive Presence, Power, and What Changes When You Become the Boss

The Jason Cavness Experience

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,...

More Episodes

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/