Introduction
- I’ll give a brief introduction of you, your role, and your business, then turn it over to you for welcoming comments.
Role, Organization & Business Context (Today’s Reality)
- Tell our listeners about your role and your company—how has your mission and value proposition evolved with AI, cloud, and platform-driven change?
- How did you end up focused on this space or solution set—and why does it matter more now than ever?
- What is your value proposition today, and how does it show up across AI, marketplaces, ecosystems, or go-to-market?
- Who are some of your key customers, and what problem or outcome are they buying from you now versus a few years ago?
- We’ve come through a period of massive disruption—AI acceleration, buying shifts, new routes to market—what surprised you most, and how has it changed how you operate?
- What are customers more willing—or more insistent—on doing today when it comes to how they buy, deploy, or partner?
- Looking ahead, where is your organization placing its biggest bets for growth—and why those bets?
- If we were on an elevator and I asked why I should partner with your organization in today’s market, what would you say?
- What is the ultimate outcome you’re working toward for yourself and the company?
The Art & Science of Partnering (Ecosystem-Led)
- You’ve worked across partnerships—what does “great partnering” actually look like in an ecosystem-driven world?
- What are the biggest challenges partners face today as AI, marketplaces, and multi-party selling reshape the model?
- Where do you see partners getting it wrong most often—and what mindset, principle, or focus would put them back on the right path?
- What’s one truth about successful partnering that isn’t taught—but is critical right now?
- What advice would you give partners or customers who want to work effectively with your organization and win in this new model?
Personal & Professional Journey
- I’m fascinated by how people arrive at this moment—was there a pivot point, inflection, or wake-up call that shaped how you lead today?
- What are you encoded for—what truly drives you, and what brings you the greatest joy?
- What’s the best advice you received early on—or when stepping into this role?
- What advice would you give someone you’re mentoring who wants to build a career in today’s cloud and ecosystem economy?
- Was there a significant hurdle or failure you faced—and what did it teach you about adaptability or leadership?
- Was there a role model—direct or indirect—who shaped how you think about leadership or partnerships?
- Is there a quote or idea you find yourself coming back to often?
- What advice would you give your 20-, 25-, or 30-year-old self?
- If you had a personal billboard—a message to the world—what would it say?
- Is there a book you’ve read more than once or gifted often that you’d recommend—and why?
My Two Favorite Closing Questions
- You’re stuck on an island—Castaway-style—and can only bring five songs. What are they, and why?
- You’re hosting a dinner party and can invite any three people, past or present. Who’s coming, and why?
Conclusion
Thank you for your time—it’s incredibly valuable. Any final thoughts or advice you’d like to leave our listeners as they navigate these shifts?
Tips for a Great Interview
- Ensure you have a quiet location—free of noise and distractions.
- Turn off all alerts on your computer—Office 365, Slack, calendar reminders, etc.
- Have a good quality microphone or a newer computer—my audio engineer is great, but better input means better output.
- Join the link five minutes early for a sound check.
- Relax and have fun

