Sustainability is not an initiative you bolt on. It is the ultimate time management question: what you do today either builds a resilient business or kicks debt to the next quarter, the next leader, or the next generation.

In this conversation, host Michael Cupps talks with William Pleasant, Chief Solutions Officer at Bridge House Advisors, who helps companies turn sustainability from compliance theater into competitive advantage. William spent 17 years in big corporate before dedicating himself to helping middle-market companies solve real problems.

They discuss why investors and customers are forcing change whether you are ready or not, what separates companies that genuinely transform from those just checking boxes, the early habits organizations need to embed sustainability into culture, and how to balance short-term business pressures with long-term thinking. Whether you run a company or just want to understand how business decisions compound over time, this conversation connects sustainability to the habits and values that drive lasting success.

Connect with William at bridgehouseadvisors.com

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How do you decide what matters most when everything feels urgent? In this episode, producer Florencia Llosas flips the script and interviews host Michael Cupps about the foundation of effective habit building: your personal hierarchy of values.

Michael explains why most people fail at building habits because they skip the critical first step of defining their values. Not political talking points, but the deeply personal anchors that should guide every decision. They discuss identifying your real values, managing distractions and dopamine-driven behaviors, using the Time Bandit priority matrix, and why "tomorrow is more important than yesterday."

This conversation gives you the framework to stop reacting to life and start designing it with intention.

Visit timebandit.io for the app, training, and book.

This Show is sponsored by TimeBandit.io

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For those of you who can't believe it's almost Christmas already, let's go back to the end of October with this episode. AI promises to make life easier, but what happens when these tools actually hijack our habits instead? In this conversation, host Michael Cupps talks with Cortnie Abercrombie, author of "What You Don't Know" and founder of AITruth.org

They discuss why 90% of AI problems trace back to data, how algorithms reflect human biases, the difference between productivity monitoring and toxic surveillance, and what the new Texas Responsible AI Governance Act means for businesses. Whether you use AI for scheduling, hiring, or productivity, this conversation will help you understand what is really happening behind the interface and how to use AI responsibly.

This Show is sponsored by TimeBandit.io

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Michael Cupps sits down with Rachel Shaw, CEO of Shaw HR, to explore creating inclusive workplaces for employees with disabilities. Rachel shares her journey from handling ADA compliance to building a career helping organizations move beyond checkbox compliance toward human-centric decision making.

Learn why diverse workforces are 20% more profitable, the critical difference between starting with "no" versus curiosity, and how to build processes that find more yeses for reasonable accommodations. Rachel reveals common leadership mistakes and practical frameworks for disability accommodation.

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What happens when your values collide with real-life financial pressure? Brent Hines, founder of the Foundation for Financial Wellness, joins Michael Cupps to explore how behavioral habits (not just income) shape long-term financial health. Learn how to build financial habits rooted in purpose, stop the comparison trap, and make money decisions with clarity, not chaos. A must-listen for anyone feeling stuck or financially stressed. 

This Show is sponsored by TimeBandit.io

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 What does it really take to stick with fitness? 

In this episode, Michael Cupps sits down with Coach Junior to talk about the mindset behind lasting fitness habits. From showing up sore to staying consistent when motivation fades, this conversation goes beyond reps and routines. 

You’ll learn how coaching creates accountability, why small steps matter more than perfect plans, and what keeps people coming back long after the excitement wears off. 

Ideal for anyone looking to restart, recommit, or build strength for the long haul. 

This Show is sponsored by TimeBandit.io

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 Why do AI projects fail when the tech works? 

Michael Cupps and returning guest Tony Castelli, PhD (Rulesware; ex-Accenture, IBM, Pegasystems) explain how change management, trust, and team habits determine AI adoption. We cover shadow resistance, the role of middle management, and simple ways to move from AI drafting content to assisting real decisions. Practical takeaways: continuous learning, smart experimentation, and a people-first AI strategy you can actually run. 

This Show is sponsored by TimeBandit.io

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We all say we’ll start tomorrow. But what keeps us from following through?

In this episode, Michael Cupps and Florencia Llosas explore why habits don’t stick—even when we want them to. From finite time blindness to emotional burnout, they unpack what’s really holding you back and how to reset.

You’ll learn:

• Why awareness isn’t enough
• How emotions derail routines
• Simple ways to build habits that last

Start now, not someday.

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Michael Cupps is joined by Ivana Brutenic and Kristina kováčiková from SUNDAYFLIES, a sister-led consultancy helping people and companies show up authentically on LinkedIn. 

Learn how to turn content creation, comments, and storytelling into simple daily habits that build real engagement and trust—without spamming your feed. 

This Show is sponsored by TimeBandit.io

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Is your benefits package really supporting your life—or just checking a box?

In this episode, host Michael Cupps welcomes Jordan Peace, CEO of Fringe, to explore how companies can rethink employee benefits to meet real, everyday needs. From flexible perks and retention to mental health and neurodiverse leadership, Jordan shares his personal journey with ADHD, fatherhood, and building a business with heart.

You’ll learn:

• Why work-life flexibility matters more than balance
• What employers often miss when designing benefit programs
• How ADHD shaped Jordan’s leadership and systems
• Practical ways to support mental health at work
• How modern benefits impact recruiting and retention

Perfect for founders, HR leaders, and anyone rethinking the future of work.

This Show is sponsored by TimeBandit.io

Check out our Live Show Events here: The Habit Architect Live Show

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