Contributors

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Host

Michael Cupps

As a tech leader, business coach, and cancer survivor, I’ve learned the value of time and how to use it wisely.

Through The Time Bandit, I help professionals and leaders focus on what matters most, build lasting habits, and harness Decision Intelligence to work smarter, not harder. 

My mission is to empower you to unlock your true potential, achieve balance, and thrive in every aspect of life. 

https://www.linkedin.com/in/michaelcupps/
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Co-host

Reem Metawei

As a Personal Brand Concierge.
Co-Host of The Habit Architect.

Guests

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Guest

Jonathan Hunt-Glassman

CEO, Oar Health | Ex-Bain, Humana, Optum

 founder and CEO of Oar Health, a digital health company focused on expanding access to evidence-based treatment for alcohol use disorder. With a background in healthcare strategy and a personal recovery journey, Jonathan blends industry expertise with lived experience to create compassionate, science-backed care solutions. 

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Guest

Andrew Olowu

Andrew Olowu is the Chief Technology Officer (CTO) at Axxess, a leading healthcare software company. With nearly 20 years of experience in information technology, Andrew is responsible for driving the development and execution of Axxess’ software portfolio, as well as shaping the company’s overall technology strategy.


Throughout his career, Andrew has played pivotal roles in solving complex business problems and building innovative enterprise solutions. He has led digital systems development for major brands. Passionate about advancing technology in the home healthcare sector, Andrew is known for his leadership in driving impactful innovations that improve healthcare delivery. He also contributes to the community through his involvement with the American Heart Association's board leadership. 

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Benj Miller

Benj Miller is the CEO and Co-Founder of System & Soul, a business operating framework that helps small business leadership teams align strategy, structure, and purpose to drive accountability and breakthrough growth. With over 18 years of entrepreneurial experience and multiple successful ventures in marketing, events, workplace solutions, and technology, Benj is passionate about simplifying business operations and helping leaders thrive. He is also a speaker, author, and podcast host, dedicated to giving founders the clarity and freedom to lead with confidence. 

https://benjmiller.co/
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Guest

Cathy Minter

Entrepreneur and executive leader with a proven track record of driving profitable growth, operational excellence, and transformation in the software and emerging technology space. 4x start-up leader with extensive experience building global teams and developing individual talent in a fast-paced, innovative environment. Strategic thinker driven to achieve continuous improvement focused on revenue, client experience, and efficient business operations. 

Effective and passionate communicator with ability to articulate business vision and strategic plans to C-level executives, investors, board of directors, analysts, press, and external audiences.

https://www.linkedin.com/in/cathyminter/

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Kevin Wood

Kevin was introduced to CrossFit in the fall of 2006, couldn’t walk for a few days, and has been hooked ever since. While he was a physical education teacher, he started sprinkling CrossFit-type workouts into his classes. The next progression was inviting friends to his ‘house of pain’ to experience CrossFit. Then he started hosting weekly sessions at a local park, giving birth to CrossFit Moncton in July of 2008. And he couldn’t have done it without his amazing friends and family. Always being the skinny kid, his progress was quick. He’s competed in the qualifiers for the Games since 2008 and qualified as an individual and as a team member for Regionals. Having a thirst for knowledge, he’s the first Level 3 Certified CrossFit Trainer in Atlantic Canada. His passion for CrossFit and helping others still burns after many years. Helping people reach their health and fitness goals will always be his number one priority.

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Shannon Prager

After 25+ years scaling B2B SaaS companies, I’ve learned this: marketing is a muscle, not a miracle. You build it, flex it, and scale it, one smart move at a time.

I’ve helped 35+ B2B SaaS companies find product-market fit, build demand engines, launch categories, and punch above their weight. I’ve been the fractional CMO, the behind-the-scenes GTM whisperer, the fix-it-fast operator, and the creative spark when teams were stuck. Most of my work comes from referrals or repeat clients—which says more than any headline.

I’ve:
-Led global marketing teams across EMEA, APAC, and North America
-Helped international companies enter and win in the U.S. market
-Scaled campaign engines that turned messaging into momentum
-Built positioning frameworks that teams actually use
-Relaunched brands, launched new categories, and made founders feel seen in their own story

https://www.linkedin.com/in/shannonprager/

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