The Habit Architect

In the Season 2 premiere of The Habit Architect, host Michael Cupps sits down with Andrew Olowu, CTO of Axxess, to explore the habits, mindset, and personal journey behind his remarkable career.

Born and raised in Nigeria, Andrew shares how an early curiosity about computers led him to the U.S., where he steadily built a path from student to global tech leader. This episode goes beyond career milestones to unpack the quiet...

In this Season 1 finale of The Habit Architect, host Michael Cupps and co-host Reem Metawei return for Part 2 of our reflection, revisiting Episodes 11 through 19.

These conversations went beyond productivity and into the habits that carry us through real-life transformation: recovery, reinvention, caregiving, and confident aging.

Fiona Ross challenged long-held leadership scripts and asked us to upgrade the “oper...

In Part 1 of this special two-part finale, co-host Reem Metawei joins me to revisit the first 10 episodes that built the foundation for The Habit Architect.
These conversations shaped not just a podcast but a mindset.

We uncovered powerful truths about identity, discipline, resilience, and how intentional habits shape the way we lead and live.

We heard how Brandon Lee treats digital presence like a daily credi...

In this special episode recorded from the French coast, Michael Cupps shares reflections on the first season of The Habit Architect and previews what’s ahead.

With two recap episodes coming soon, joined by Reem Metawei to unpack the top insights from 19 powerful conversations, this episode is a short solo moment to reconnect.

Michael also shares a personal lesson: how trading up your time, letting go of what’s goo...

In this powerful and practical episode, host Michael Cupps sits down with Cathy Minter, Co-Founder and CEO of Wisdom.io, to explore how intentional habits and respectful technology can support older adults as they age with confidence in the homes they love.

Cathy shares the heart behind Wisdom.io | an innovative, privacy-first smart system that detects routine changes, supports caregivers, and helps families stay connected...

What separates high-growth tech companies from those stuck in stagnant lead funnels? It’s not just tools. It’s not just talent. It’s habits, the daily, intentional actions that compound into sustainable demand.
In this episode, Michael Cupps is joined by Shannon Prager, President of Leadit Marketing. Shannon helps tech companies with complex offerings untangle their go-to-market chaos and rebuild around clarity, alignment, and ...

Behind every stalled transformation is a system without structure or habits without reinforcement. 

In this episode, Michael Cupps is joined by Tony Castelli, Executive Vice President at Rulesware and former Pega, Accenture, and IBM leader, to explore how successful enterprise transformation depends not only on strategy, but on disciplined execution.
Tony brings decades of experience guiding enterprise organizations through AI a...

In this insightful episode of The Habit Architect, host Michael Cupps is joined by Dr. Jennifer Churchill, a management psychologist, high-performance executive coach, and Certified Hormone Health Coach. Together, they confront a growing and often ignored crisis: the quiet exit of high-potential women from the workforce during midlife.
Dr. Churchill shares her deep expertise on the intersection of hormonal health, identity, and...

Emergencies rarely give us time to prepare. Whether you are a military spouse, supporting aging parents, or simply planning ahead for your family’s peace of mind, being organized is not just smart. It is essential.
In this episode, Michael Cupps sits down with Donna Tellam, founder of GoBinders, to explore how small, consistent habits around organization can bring clarity and calm in life’s most chaotic moments. 
Donna shar...

What does it take to feel more in control of your choices and routines? 

Whether you are looking to moderate or stop drinking, bring more intention into your day, or simply design habits that better reflect who you want to be.

In this episode, Cupps sits down with Jonathan Hunt-Glassman, CEO and founder of Oar Health, to talk about how thoughtful habit design can support long term personal change. 

Jonathan shares his own story of ret...

Ever reach the end of the day wondering where the time went?

In this episode of The Habit Architect, Michael Cupps and Reem Metawei dig into the hidden habits that quietly drain our focus like nonstop notifications, endless meetings, and mindless scrolling.

They reveal how these distractions sneak in, what they’re really costing us, and how to take back control with simple intentional shifts.

If you’re re...

🎙️ On this episode of 𝘛𝘩𝘦 𝘏𝘢𝘣𝘪𝘵 𝘈𝘳𝘤𝘩𝘪𝘵𝘦𝘤𝘵, host Michael Cupps and co-host Reem Metawei are joined by business strategist and mentor Sophie Stardust to explore how intentional habits and simple systems can create space for sustainable success, with more clarity, calm, and joy.

Sophie works with creative entrepreneurs and business owners to design habits that align with their values, energy, and vision. 

In this week's episode of The Habit Architect, host Michael Cupps welcomes Fiona Ross—known as the Queen of Kings—for a powerful conversation on habits, leadership, and identity. Fiona has built her reputation coaching high-performing male leaders to find clarity, confidence, and direction through intentional habit transformation.
From the boardroom to personal breakthroughs, Fiona helps C-suite executives and founders unl...

In this episode of The Habit Architect, host Michael Cupps sits down with Marin Varvodic to explore his remarkable journey from professional sports to tech entrepreneurship. 
They delve into the habits that fueled his successful transition, the role of resilience in facing unforeseen challenges, and how adaptability can lead to innovation. 
Marin shares practical strategies for cultivating a growth mindset and the importanc...

What do fitness and habit-building have in common? Everything. 

In the latest episode of The Habit Architect, host Michael Cupps sits down with CrossFit coach Kevin Wood to uncover the key principles that drive both physical and mental strength.
Kevin shares how structured training mirrors the process of building discipline, resilience, and consistency in everyday life. 

From overcoming setbacks to developing a mindset of persist...

Your presence speaks before you do. Are you making the right impression?

Early in your career, technical skills can get you in the door—but it’s your professional presence, communication, and etiquette that set you apart. 

In this episode of The Habit Architect, Michael Cupps sits down with Julie Jones, an expert in business etiquette and executive presence, to break down the workplace habits every young professional needs to master.

...

Major life changes, whether personal or professional, can shift our entire perspective. 

In this episode, Michael Cupps sits down with Emily Ackerman to explore the lessons she’s learned from stepping away from business development for seven weeks of maternity leave—and how returning with a new outlook has reshaped her approach to leadership, resilience, and success.

Emily shares insights on navigating transitions, staying adaptable,...

In this episode of The Habit Architect, host Michael Cupps welcomes Tabby Kerwin, a Mental Health First Aid Instructor, Performance Coach, and Music Educator who has built a life around resilience, balance, and personal growth. 

As a widow, single mom, and business owner, Tabby understands firsthand the challenges of managing work-life blend while prioritizing mental well-being.

With a deep passion for...

In this special episode, Reem interviews Michael Cupps to uncover the real meaning of a Priority Matrix and how it can revolutionize productivity. 

They’ll discuss how to effectively categorize tasks, eliminate distractions, and make better decisions that align with long-term success. 

This conversation also dives into habit-building strategies and mindset shifts that fuel productivity and ensure you’re always working on what truly m...