22. Design a Life Worth Remembering: The Big A## Calendar Method with Taylor Prokes

Do you ever feel like the year just escapes you? Like you blink and suddenly it's December, and you're wondering where all those big plans and dreams went? 

In this episode, I'm sitting down with someone who has cracked the code on making sure that never happens again - and it all starts with a deceptively simple tool that's about to revolutionize how you think about time. Taylor Prokes is the co-founder of The Big A## Calendar, ultramarathon runner, and serial adventurer who went from having a chaotic brain full of dreams to completing seven year-defining challenges in a row.

Join us today as Taylor shares how she and Jesse Itzler created a movement around intentional living that's helping thousands of people stop letting their years slip by. You'll discover why having things to look forward to is actually the joy of life, and the three simple practices that will guarantee you remember 2026 as the year everything changed. Plus, Taylor shares exactly how you can design your own year-defining adventure, even if you think you don't have the time or money.

Join us for your first (or return) time writing a Letter from Future You. This is my process for setting “New Years Resolutions” in a way that helps you deeply emotionally connect to your goals. Track your 2025 metrics, set measurable 2026 goals, and then experience what it's like to feel proud of having already done ALL OF IT. It’s happening January 2nd, 2026 at 12pm EST. Click here to register.

Meet Taylor Prokes:

Taylor Prokes is an adventurer, high-vibe energy personality, and entrepreneur known for her creative approach to building community and finding like-minded people. She is the co-founder of The Big Ass Calendar and also partners with Jesse Itzler in other businesses, including All Day Running Co., All Day Sauna Co., and the Runningman Festival. She has managed his personal brand and is noted for her unique method of getting on his radar, which led to their collaboration.

What You’ll Learn from this Episode:

• Why visualizing your entire year at once changes everything about how you make decisions.

• How a simple color-coding system can reveals where you're actually spending your time.

• The three essential calendar practices.

• How to identify and plan a year-defining Misogi event.

• Why you need to put yourself on the calendar first, before everything else.

• How having more structure actually creates more spontaneity and aligned opportunities.

• Practical ways to create memorable experiences that don't require money.

Listen to the Full Episode:

Listen on Apple  | Listen on Spotify 

Episodes Related to Intentional Calendaring:

• 18. From Living on Spoons of Peanut Butter to $1.5 Million in Revenue Playing Games with Wrinkleboss and MedSpa Owner Nicole Kapaun

• 19. The Money You See vs. The Money You Can’t See

• 20. Less Revenue = More Life: A Wild Money Conversation with Christa Biegler

Featured on the Show:

• Level up with the Masterful CEO $chool.

• Join me in The Mission.

• Join me in The Most Interesting Women In The World

• Taylor Prokes: Instagram

• Grab The Big A## Calendar - use code FUNMONEY for 15% off!

• Jesse Itzler

• Register for the Letter to Future You class here!

Catch up with Coach Jess:

• Instagram: https://www.instagram.com/jessmckinleyuyeno/

• LinkedIn: https://www.linkedin.com/in/manningjessica/

Full Episode Transcript:

DOWNLOAD TRANSCRIPT PDF

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