This post is part of our Monthly-ish Tips series.

I was recently interviewed for a podcast and asked at the end, “What advice would you give your 20-year-old self?” My answer reminded me of a cautionary tale from the early days of my consulting career. I think there’s a good bit of generalized wisdom in my story about everyone’s relationship to authority, and how that can cost us in terms of trust and relationship-building.

The Brief Back Story

It was nearly 30 years ago when I landed my first big meeting with a very senior leader. I cold called him via FAX (I know … but it was the early 90s). He was a government exec whose name appeared on book covers and conference marquees. I was 26 years old, working for an IT consulting firm with a substantial practice in his area of expertise. And I had an idea.

I contacted the exec because I truly believed that the best practices my company was developing could be helpful. His admin replied to my FAX and offered me a meeting time. I was elated!

And then a few weeks later I was deflated.

What Went Wrong

I had some specific ideas about how the meeting should go. I envisioned it as a conversation—an opportunity to explore. He’d share more about the challenges in his world. I’d share what we were learning from our investments in topics that could be helpful. We’d generate ideas together. And then we’d go from there … or not. I wasn’t thinking dollars, contracts, or specific gains for my company.

I carried the FAX reply into my VPs office to celebrate, and as I walked down the hall, I started to tell myself things like, “You’re in over your head” and “He (the VP) will know what to do next.” So, I asked him to come to the meeting with me, and to guide me in my prep.

I see now that things went awry when I began to doubt myself, long before the meeting actually took place.

My VP directed me to create a pitch deck, and I complied. He had so much more experience than I did with these things—surely this was the way to go? He also suggested I bring a copy of the government exec’s latest book so I could get his autograph.

The day came and we three met. It was my first time in the Old Executive Office Building, next to the West Wing of the White House—kinda cool. The government exec and I shook hands and I got his autograph from the start. To this day it takes me about a half a second to access just how gross this part felt, not because I was reluctant to show respect and appreciation for his work, but because I just didn’t like the dynamic it created. From the start, I felt like a giddy schoolgirl instead of a dialogue partner.

Then I walked the government exec through our presentation—a deadly march through more than 20 slides. The government exec got bored quickly. I felt it happening; I saw the body language. I didn’t course-correct.

When we finally gave him a chance to speak, he made it abundantly clear that he was a policy guy with zero budget, and we were barking up the wrong tree.

The “discussion” ended there, and it was the last time we ever met.

Lessons Learned

There are a lot of lessons in this story, but the one I’m still the most present to decades later—and the one I reprised in my answer to the question, “What advice would you give your 20-year-old self,” is the importance of having the courage to trust and follow your own instincts. I don’t mean your baser-level instincts, which are borne out of fear; I mean the inspired ideas that are sourced by something more evolved and powerful.

I now have access to tried-and-true research and frameworks and experience to back the ways I was initially inclined to run the fateful meeting. For example, Ron Ashkenas, coauthor of Harvard Business Review Leader’s Handbook, wrote in a 2012 HBR article called “Learn to Trust Your Gut” that people in general are programmed early on to defer to authority. The result, he says, is a tendency to “disregard our internal compass and follow along, even when the data tells us otherwise.”

I’m also clearer than ever now that there is a lot of room in business for things that seem squishy but really aren’t, like instincts, intuition, “inner voice,” and trusting your gut.

At least that’s the hunch that led to me re-share this story with you.

A variation of this post was originally published on

Make It Real

This week, notice what your “inner voice” guides you to do, and notice when you listen and when you don’t. (And if you can’t hear it, consider strategies to help it emerge.)

Learn More

Catch the entire podcast I mentioned above (33:35 is when I talk about trusting my instincts), or brush up on why listening is the key to influence in Chapter 3 of The Trusted Advisor Fieldbook.

Until the next time …

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Andrea Howe

As the founder of The Get Real Project, I am the steward of our vision and our service offerings, as well as a workshop leader and keynote speaker. Above all else, I am an entrepreneur on a mission: to kick conventional business wisdom to the curb and transform how people work together as a result. I am also the co-author, with Charles H. Green, of The Trusted Advisor Fieldbook (Wiley, 2012).