Hosted by Michael Cupps, The Habit Architect is designed to help you intentionally build the habits that lead to success and break free from those that hold you back.
Each episode, Michael guides you through practical strategies for designing focused, productive days that align with your goals and vision. Whether you’re striving for personal growth or professional success, this show will help you create the daily routines and mindset shifts needed to unlock your full potential.
Tune in for expert insights, actionable steps, and real-life examples to transform your habits and build the life you desire—one intentional habit at a time.
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.
As a Personal Brand Concierge.
Co-Host of The Habit Architect.
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.
Ana Mashchuk is the Head of B2B at Headway, a leading micro-learning platform that helps teams and individuals build powerful learning habits through bite-sized content. With nearly four years of experience in corporate learning, Ana has helped over 500 global companies—including Amazon, Google, Vodafone, and Disney—create learning cultures that drive real behavior change.
Passionate about accessible education and personal development, Ana specializes in helping teams close soft-skill gaps, strengthen leadership, and stay consistently engaged with continuous learning. She is based in Kyiv, Ukraine, and is a strong advocate for intentional learning, daily reflection, and the power of small habits to create big results.
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.
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.
I help leaders become more connected, more relevant and more influential for revenue growth.| Founder x 7 } Podcast Host x2 | Founder, Fist Bump “Revenue Through Reputation”.
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.
Hailing from Florida, Coach Junior Semil was a young athlete who’s now living his passion by not just becoming a personal trainer — but a coach.
Based at Alloy Personal Training in The Woodlands, Texas, he focuses on form, consistency, and mindset to help people build real strength through simple, sustainable habits.
Follow him on YouTube: @juniorsemil
And on TikTok: @tiyosemil
Co-Founder of Intentional Marriages
I Help Executive Women become Stronger Leaders in PeriMenopause. Coach for Over 40 Millennial and Gen X Executives. Champion Swimmer 🏆
Director of Business Development of the Southwest Region for Bennett Thrasher: Creating connections for CEO's, CFO's, and Business Professionals for their immediate needs.
The Queen of Kings | Globally Renowned Coach to High-Performing Men | Transforming CEOs, Founders & Visionaries Into Unshakable Forces for Good—Leading with Power, Loving with Depth, Living with Absolute Freedom
Ivana is the co-founder of SUNDAYFLIES, a global boutique consultancy based in Slovakia specializing in LinkedIn strategies for personal branding and employee advocacy. With a Master’s and PhD in Marketing and Business, and over 15 years of experience in headhunting, Ivana brings deep insight into what drives professionals. She has helped over 12,000 people elevate their LinkedIn presence through strategic storytelling and practical frameworks. Ivana is also the co-author of The Magic of Employee Influence, an Amazon bestseller featured in Forbes and the LinkedIn Book Club. Her work is globally recognized, including the 2024 Global Leaders in Corporate Employee Advocacy award.
CEO and Co-Founder of Fringe, a lifestyle benefits platform that helps companies offer personalized perks that actually matter to their employees.
With a background in financial planning and a passion for people-first leadership, Jordan is reshaping how organizations think about workplace well-being, retention, and culture.
He's also a vocal advocate for mental health and neurodiversity, sharing openly about his journey with ADHD while raising five kids and leading a fast-growing startup.
Business Etiquette Expert | Certified Coach | Process Communication Model | Mastering People Skills & The Customer Experience | Leadership Development | Personal Branding
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.
Kristan Carlton is VP of Operations at Inspire Benefit Consultants in Tulsa, Oklahoma.
For over four years, she’s helped HR leaders rethink what to expect from benefits consultants. Her team delivers efficient service through technology and process, building solutions beyond standard plans.
Kristan helps clients manage healthcare costs with clarity and strategy.
Licensed in accident, health, life, and annuities in Oklahoma, she has experience in account management and operations. Before Inspire, she was Office Manager at The SPOT for Kids in Broken Arrow.
Her goal is to make Inspire not the biggest brokerage, but the most effective.
👉 Connect with Kristan on LinkedIn and follow Inspire Benefit Consultants.
📩 Reach her at kristan@inspirebenefits.com
Kristína Cichý Kováčiková is co-owner of SUNDAYFLIES, where she focuses on building systems and processes that make creative branding strategies sustainable for companies of all sizes.
With a Master’s in International Trade and a PhD in Management, Kristína blends corporate expertise with a creative spirit. Her experience spans multinational firms, agencies, and premium brands, including Mercedes-Benz.
Together with Ivana, she launched the first LinkedIn consultancy in Slovakia in 2015, later rebranding to SUNDAYFLIES.
Kristína is also a co-author of The Magic of Employee Influence and a passionate advocate for authentic leadership and soft-sell communication on LinkedIn.
Former pro athlete turned tech leader, with a background in mobile app product management and a passion for building Atlassian apps.
Now CEO of Caelor, helping top IT teams enhance collaboration. Proud dad, lifelong learner, and sports enthusiast.
Marissa Dankosky is a Registered Dietitian Nutritionist whose personal health journey led her to specialize in functional and integrative nutrition. With experience ranging from clinical care to virtual counseling, Marissa focuses on holistic healing and helping clients identify the root causes behind everyday symptoms.
She’s passionate about making nutrition accessible, sustainable, and empowering—especially for those managing chronic conditions like migraines or digestive issues.
Today, Marissa supports patients across the country through her work with Foodsmart, guiding them toward long-term wellness with practical, real-world strategies.
Agentic AI, Gen AI & RPA trends | Oanalytica Whos Who in Automation | Founder Bot Nirvana | Ex-Fujitsu Head Of Digital Automation
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
Helping entrepreneurs & authors boost profits & productivity while creating space for more joy & freedom | 22 years in design, marketing & strategy
The PERFORM Coachsultant: helping individuals & organisations protect mental health & grow with grief to PERFORM at their best | Psychologist | Coach | Writer | Speaker | Facilitator | Course Creator.
Executive leader focused on driving outcomes and leveraging AI in Sales | Consulting | Change Management | Insurance | Communications | FS | Healthcare