Root to Rising

From Interviewing Boss Ladies To Living It |EP10


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🔑 Episode Summary

In this episode, Christine sits down with former podcast host and tech professional Olivia Wherry to discuss career growth, navigating rejection, breaking into competitive industries, and building confidence as a young professional. Olivia shares how curiosity, persistence, and storytelling helped her land a role in the music tech industry—and why embracing discomfort is key to success.

🔟 Top 10 Takeaways1. Don’t Chase Job Titles—Chase Companies

Instead of focusing on a specific role, look for companies that inspire you. Getting your foot in the door can open unexpected opportunities.

2. Rejection Is Redirection

Rejection isn’t personal—it’s part of the process. Every “no” can lead you closer to the right opportunity.

3. Create Opportunities, Don’t Wait for Them

Olivia didn’t wait for a tech role—she created one by inserting herself into conversations and proving her value.

4. Your Story Is Your Experience

Even without formal experience, your background (sports, clubs, projects) builds transferable skills—learn how to tell that story.

5. Ask Questions Relentlessly

There’s no such thing as a dumb question. Curiosity is one of the fastest ways to grow and stand out.

6. Confidence Starts Internally

Confidence isn’t given—it’s built. If you don’t feel it yet, “borrow” it by embodying someone who inspires you.

7. Use Rejection as Fuel

Instead of shutting down, let rejection motivate you to improve, grow, and prove yourself.

8. Networking Is a Career Superpower

Connections often lead to opportunities. Use:

  • LinkedIn outreach
  • Networking events
  • Coffee chats
    Even one response can change your path.
9. Embrace AI as a Tool, Not a Threat

Start small:

  • Replace Google searches with AI tools
  • Ask AI how to learn new skills
  • Use it to improve productivity
    AI is a competitive advantage if you learn it early.
10. Become the Expert in Something

Knowledge builds credibility. When you consistently have answers, people will seek you out—and that’s how careers grow.

đź’ˇ Key Themes from the Episode
  • Resilience and persistence
  • Career exploration and flexibility
  • Women navigating male-dominated industries
  • Confidence and self-belief
  • Continuous learning
🔥 Memorable Quotes

“Find a company you love and figure out the rest later.”

“Rejection isn’t a reflection of your value.”

“If you can’t find confidence, borrow it—become the version of yourself you admire.”

“The person with the answers becomes the person everyone goes to.”

🎯 Action Steps for Listeners
  • Apply to companies—not just job titles
  • Reach out to 5 people on LinkedIn this week
  • Try one new AI tool
  • Identify and articulate your transferable skills
  • Ask more questions in your current role
đź’¬ Final Thought

You don’t need everything figured out to move forward. Growth comes from trying, failing, learning—and showing up anyway.

Listen to Olivia’s Podcast

Curious to hear more from Olivia? Check out her podcast, Boss Ladies, where she interviews female executives and leaders:

https://www.bossladiespodcast.com/

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Root to RisingBy Christine