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    Your Business Journey


    1. When did you decide to start your business, and what was the tipping point that made you take the leap?


    2. What motivated you to start this particular business—what problem or passion drove you to build it?


    3. What was the single toughest decision you had to make in the early days, and how did you navigate it?


    4. Looking back, what’s one thing you wish you’d known before starting that you had to learn the hard way?


    5. How do you handle the stress or self-doubt that comes with running a business, especially during a crisis?


    6. What’s a practical habit or routine you’ve developed that’s helped you stay focused and productive as a founder?


    7. Can you share a real example of a time you had to pivot your business—what triggered it, and how did you know it was the right move?


    8. How do you decide when to trust your gut versus relying on data or advice from others?


    9. What’s the most unexpected challenge you faced that no one warned you about before starting?


    10. How do you approach hiring your first few employees, and what’s one hiring mistake you’ve made that you’d advise others to avoid?


    11. What’s a specific failure you experienced that turned into a valuable lesson for your business?


    12. How do you balance chasing new opportunities with keeping your core business running smoothly?


    13. What’s a real-world tactic you’ve used to stretch a tight budget when cash flow was low?


    14. How do you deal with an unhappy customer or client, and can you share a story of turning that situation around?


    15. What’s the most practical piece of advice you’ve received from another founder or mentor that you still use today?


    16. How do you know when it’s time to kill a project or idea that’s not working, and what’s an example of when you had to do it?


    17. What’s a daily or weekly practice you’ve put in place to stay connected to your team or customers as the business grows?

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