Take Back Your Time w/ the "Time Bandit" Michael Cupps

May 6, 2025

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Michael Cupps is a productivity expert who has been in technology sales and marketing for over thirty years. He learned the importance of productivity from an early age due to his upbringing on a farm in Texas, which taught him the value of hard work, prioritization, and managing time wisely. Michael applies these lessons to his work helping individuals and teams to make the most of their time and priorities. He is also the host of The Habit Architect podcast and founder of the Time Bandit. Michael’s book and mobile app, Time Bandit, is the ultimate guide for those looking to leave behind chaotic and unmanageable to-do lists and ultimately reclaim their time to live a more balanced and productive life.

Mentioned on the Show

Learn more about Michael Cupps and his Time Bandit system, including the app, book, and his podcast. Website: https://www.timebandit.io/index
Connect with Michael Cupps on LinkedIn: https://www.linkedin.com/in/michaelcupps
Learn how to make GPT prompts work for you! Jeff Su and his video on making prompts: https://youtu.be/jC4v5AS4RIM?si=3eX0vE3_YvA_bLOs | Jodie Cook shares prompts for small business: https://www.jodiecook.com/chatgpt-prompts-for-entrepreneurs/
Tricia Sanders on the People Business podcast: https://peoplebusinesspodcast.com/triciasanders/
The Checklist Manifesto book: https://a.co/d/3W40pZB
Addiction help at SMART Recovery: https://smartrecovery.org/

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Connect with O’Brien McMahon on LinkedIn: https://www.linkedin.com/in/obrienmcmahon/
Learn more about O’Brien: https://obrienmcmahon.com/

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Timestamps

(00:00) – Welcome to People Business

(02:04) – How did you become a time management expert?

(04:59) – What commonalities do you see in time management that doesn’t work?

(06:59) – The Eisenhower Matrix explained.

(12:20) – Leveraging AI for productivity.

(17:01) – What advice can you give people on establishing habits?

(25:56) – The value of accountability partnerships.

(34:49) – How the Eisenhower Matrix works in practice.

(38:15) – How can managers and staff have productive conversations about priorities?

(43:52) – How can teams adopt effective habits?

(46:26) – Breaking addictive habits.

(51:17) – Contact Michael Cupps and final thoughts on habit building.