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What clarifying questions I asked my self before I lay out My AI transformation plan?

  • Jun 14, 2025
  • 2 min read

Question Category

Question

Why I'm Asking This

Personal Skills & Interests

1. Aside from your "work travel" experience, what are 2-3 tasks or topics you are most passionate about? (e.g., writing, organising, teaching, marketing, a specific industry)

Your passion will fuel your consistency. We can find a profitable niche where your interest gives you an unfair advantage.


2. On a scale of 1-10, how much do you enjoy interacting with clients and selling vs. working "heads down" on a project?

This will help us decide whether to focus on a client-facing service business (like AI consulting) or a more product-oriented path (like selling templates or courses).

Career & Business Goals

3. What does your ideal workday look like in 2 years? Are you working solo, managing a small team, or being part of a larger company?

This helps define the end goal. Are we building a solo-preneur business, a scalable agency, or positioning you for a high-paying role like an "AI Operator"?


4. When you think about "monetising your journey," what sounds more appealing: a) High-ticket client services (

2k−2k

5k+ per project), b) Recurring revenue from a community/newsletter, or c) Selling digital products (like courses/templates)?

All are viable, but they require different strategies. We can build a plan that starts with one and leads to the others.

Timeline & Commitment

5. How many hours per week can you realistically commit to this transformation journey for the next 3-6 months?

This helps set realistic milestones. The 35-step playbook and 90-day learning plan are intense, so we need to match the pace to your availability.

What do you think is missing here? Please comment below, and join the worktravel community.


 
 
 

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