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I Have Some Questions...
What if leadership wasn’t about having the answers—but about asking better questions?
On "I Have Some Questions…", Erik Berglund – a founder, coach, and Speechcraft evangelist – dives into the conversations that high performers aren’t having enough. This isn’t your typical leadership podcast. It’s a tactical deep-dive into the soft skills that actually drive results: the hard-to-nail moments of accountability, the awkward feedback loops, and the language that turns good leaders into great ones.
Each week, Erik explores a question that has shaped his own journey. Expect raw, unpolished curiosity. Expect conversations with bold thinkers, rising leaders, and practitioners who are tired of recycled advice and ready to talk about what really works. Expect episodes that get under the hood of how real change happens: through what we say, how we say it, and how often we practice it.
This show is for driven managers, emerging execs, and anyone who knows that real growth comes from curiosity rather than charisma.
Subscribe if you’re ready to stop winging it and start leading with intention.
I Have Some Questions...
053: "Why Does Vulnerability Build More Trust Than Success?" ft. Andrew Anderson
Erik sits down with Andrew L. Anderson, coach, author, and master communicator, to unpack what it means to live with conviction, interrupt the scripts we’re stuck in, and lead with both vulnerability and strength. From red shoes to real suffering, Andrew shares how pattern disruption, faith, and belief shape his work and life — and why being your brother’s keeper is very different from trying to be your brother’s savior.
👤 About the Guest
Andrew L. Anderson is a coach, author, and speaker with over a decade of experience helping people break through limiting patterns. A former teacher and now a master practitioner of NLP, Andrew brings his faith, life lessons, and hard-won resilience into coaching leaders, entrepreneurs, and everyday people to reclaim agency in their lives. He’s also the author of Strength of the Oak, Strength of the Willow.
🧭 Conversation Highlights
- Why Andrew answers “I’m happy today” when asked how he’s doing — and how it started in the darkest season of his life.
- The power of pattern interruption — from Dale Carnegie to Tony Robbins’ “red shoes” moment.
- Vulnerability as the fastest path to trust — and why failure stories impact us more than success stories.
- The “keeper vs. savior” distinction — what it means to care for others without trying to rescue them.
- StrengthsFinder, conviction, and the exhausting but powerful gift of belief.
- Guardrails, faith, and learning when to step back and let people sit in discomfort.
💡 Key Takeaways
- Pattern disruption opens space for change and influence.
- Vulnerability builds more trust than polished perfection.
- Worst-case scenario thinking can actually free you from worry.
- Belief is a strength — but without boundaries, it can burn you out.
- Being your brother’s keeper means showing up; being his savior is not your job.
❓ Questions That Mattered
- How do you train yourself to answer more authentically — even to small-talk questions?
- What does it take to lead with vulnerability without slipping into false optimism?
- How do you distinguish when to pull someone out of pain versus holding space for it?
- What role does faith play in navigating conviction, exhaustion, and responsibility?
- How can “novelty + disruption” make us more influential leaders?
🗣️ Notable Quotes
- “People aren’t impressed by our successes; they’re impacted by our failures.”
- “Everything will be okay in the end. If it’s not okay, it’s not the end.”
- “You are your brother’s keeper — but you’re not your brother’s savior.”
- “In that pause, between stimulus and response, lies our freedom.”
🔗 Links & Resources
- Andrew’s book: Strength of the Oak, Strength of the Willow. Get it on Amazon
- Dale Carnegie: How to Win Friends and Influence People & How to Stop Worrying and Start Living. Get it on Amazon
- Victor Frankl: Man’s Search for Meaning.