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.





Comments