I Have Some Questions…
I Have Some Questions...
Podcast Description
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.
Podcast Insights
Content Themes
The podcast focuses on critical leadership skills, self-awareness, and accountability, with episodes diving into topics like how to lead teams in an AI-enhanced environment and the significance of asking better questions for personal and organizational growth.
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.
In this bold and honest conversation, Erik sits down with Jeremy Brady, National Sales Manager at G Adventures, to explore what it really takes to lead high-performing teams in 2025. They unpack why the old sales playbook doesn’t work anymore, how to build a values-driven hiring process, and why “culture fit” isn't just a buzzword—it’s a strategic advantage. Jeremy shares hard-earned insights from leading through COVID, reinventing hiring practices, and learning how to create psychological safety during interviews. It’s a masterclass in modern leadership, hiring with intention, and building cultures that last.
👤 About the Guest
Jeremy Brady is the National Sales Manager at G Adventures
, a global adventure travel company known for its commitment to community tourism and values-driven leadership. With a background in hustle culture sales and over a decade of experience, Jeremy now helps shape a future of leadership that prioritizes authenticity, alignment, and long-term impact.
🧭 Conversation Highlights
- From “boss to friend” tension: Jeremy’s journey becoming a leader among former peers
- The radical shift from hustle culture to intentionality in hiring
- How G Adventures uses a ”G Factor” (now “Backstage Pass”) to detect culture alignment
- Designing interview processes that prioritize core values over credentials
- Leveraging “Working Genius” and hedgehog concepts to build balanced sales teams
- How COVID forced a rethink on team engagement, fulfillment, and purpose
- The power of letting top performers fail (and why you shouldn't rescue them too early)
- Turning travel sales into meaningful social impact work
💡 Key Takeaways
- Hire for alignment, not just performance: Core values are a better predictor of success than previous results.
- Disruption reveals truth: Swearing, surprises, or even a ball pit interview can surface real insights about a candidate.
- Let them fail forward: Growth comes from patterns of reflection, not perfection.
- Sales isn’t about closers: Balanced teams with varied strengths perform better long-term.
- Create psychological safety: The best interviews feel like conversations, not interrogations.
❓ Questions That Mattered
- How do you build trust with candidates while still vetting them honestly?
- What’s your process for uncovering a candidate’s core values?
- How can companies avoid hiring “brilliant jerks”?
- What signs reveal that someone is thriving—or just coasting on past wins?
- How do you push a top performer to grow without deflating them?
🗣️ Notable Quotes
“You're gonna f*** up—just don't do the same f*** up twice.”
—Jeremy Brady
“If we look the same five years from now, something's wrong.”
—Jeremy on constant reinvention at G Adventures
“The candidate isn’t applying to prove they’re good enough. We’re seeing if we’re a fit for them.”
—Jeremy Brady
“When you’re in charge, take charge. When you’re not, stop trying to be.”
—Erik Berglund
“Empathy is a superpower—but without the sword of accountability, it can become a crutch.”
—Erik Berglund
🔗 Links & Resources
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