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