3 Questions That Will Define Your Future in the Age of AI

Updated with Day 3 Speakers- AI can help us distill a speaker's core message into actionable self-reflection. By analyzing their key themes and transformative ideas, we can extract the questions that matter most for our own journey.

Based on the speaker's vision, here are three essential questions to ask yourself:

Zach Kass

What is my automation boundary?
Are my current skills advancing my mission, or am I simply staying in my comfort zone?
What human qualities (empathy, creativity, wisdom) am I actively strengthening that will remain irreplaceable?

Igor Pogany

What repetitive tasks am I still doing manually that could give me back 20 minutes or more per day?
What patterns in my work could I show AI through 3-5 examples to automate future similar tasks?
Am I tracking my AI time savings to build momentum and discover new automation opportunities?

Allie Miller

Where am I the bottleneck in my own business, and what tasks could AI start or complete without my constant involvement?
Am I viewing "code" as an obstacle, or as a solution I can create (without coding) for my business?
How can I scale myself as the product instead of just trying to do more hours of work?

Arthur Brooks

Am I using AI for analytical tasks (left brain) or mistakenly trying to use it for meaning, love, and relationships (right brain)?
Why am I alive, and for what would I give my life right now?
Am I reinvesting my AI-saved time into real relationships and experiences, or more digital simulations?

Sabrina Romonov

What is one piece of content I'm already creating that could be automatically repurposed into 5+ different formats across platforms?
Have I trained my AI on my unique voice, audience, and expertise so it truly acts as my thought partner?
What small AI win can I implement this week to save 30+ minutes, and how will I compound that success over time?

Marc Benioff

What would I build if I had unlimited resources and AI eliminated all capacity constraints?
Am I embracing the discomfort of this AI transformation, or am I dangerously comfortable?
What do I want to create with today's AI tools, and am I using AI to reveal my strategic blind spots?

Rachel Woods

What repetitive process could I turn into an AI playbook that would save me 5+ hours per week?
If AI was running my routine processes, what strategic work would I reinvest that time into?
Am I writing AI playbook instructions detailed enough that they feel almost "bossy," or do they still need more specificity?

Amjad Masad

Am I bold enough to take uncomfortable action even when I'm unsure if it will work for me?
Have I invested in my own education as the fastest way to get where I want to be, or am I still hesitating?
When faced with potential failure (like being ready to quit), am I open to the breakthrough that could transform everything?

I went first, now it's your turn: What questions are you planning to ask yourself from any of these speakers, or specifically from Dean and Tony's presentation?

7 comments