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July 21, 2025 58 mins

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Before you commit to a major, career path, or life plan… ask these 5 questions.

In this episode, we walk through 5 powerful questions every high school or college student should ask a trusted adult or mentor. These questions will help you reverse-engineer a smart, purpose-driven life based on real-world wisdom — not guesswork.

We cover:

  • The biggest regrets (and wins) from successful adults
  • How to align your education with the lifestyle you actually want
  • Lessons from Dave Ramsey, Robert Kiyosaki, and biblical wisdom on work and money
  • Why grades, work ethic, and wise decisions in your teens and 20s build long-term freedom

Whether you're choosing a major, considering trade school, or just trying to figure out what to do with your life — this episode will give you the questions (and mindset) to design a future that actually works.


Summary:

Importance of High School GPA and Academic Choices: Your high school grades are critical as they demonstrate your ability to learn, follow rules, and provide opportunities for college entry. Choose challenging courses and aim for the hardest academic path you can handle, as it's easier to pivot from a difficult major to an easier one than vice versa.
Strategic Career and Education Planning: When selecting a career or major, focus on degrees that offer good earning potential and flexibility. Top-paying degrees include petroleum engineering, computer science, electrical engineering, nursing, and finance. Consider the long-term prospects and potential lifestyle implications of your educational choices.
Work Ethic and Experience Matter Most: Beyond grades, employers value work experience and demonstrated skills. Seek internships and part-time jobs related to your field, be proactive, and show reliability. The skills you learn are often more important than the specific job, as they can elevate your future opportunities.
Financial Wisdom from Mentors: Draw insights from financial experts like Dave Ramsey (avoid debt) and Robert Kiyosaki (buy assets). Choose value over prestige, be mindful of spending, and understand that money can provide opportunities and a degree of happiness when managed wisely.
Designing Your Future Intentionally: Start with the end goal in mind. Design your dream life backwards by asking older adults key questions about their life choices, such as: "What decisions most shaped your life?" and "What would you do differently if you could?" Use tools like AI and mentorship to help map out your path.
Skill Development and Flexibility: Prioritize learning transferable skills over strictly chasing high salaries. Consider career paths that offer flexibility and allow you to work from different locations. Be open to pivoting and continuously learning, especially with emerging technologies like AI.
Networking and Personal Growth: Join groups and activities that interest you, network with professionals, and don't be afraid to ask for guidance. Your character, work ethic, and willingness to learn are more important than any single degree or job title.

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