Speaker Highlight: Leaning Into the Butterflies: Ted Stephany on Courageous Asks and Everyday Confidence​

TEDxDuluth speaker Ted Stephany lives at the intersection of sharp thinking and quiet courage. As a seasoned business leader and negotiator now stepping further into professional speaking and consulting, he brings a calm, intentional presence to one of the most uncomfortable parts of being human: speaking up when it really counts.​

From Negotiation Table to TEDxDuluth Stage

Ted spends his days in high‑stakes negotiations on tough conversations, confrontations, and conflict that would make many people freeze. Over time, he noticed a pattern: smart, capable leaders routinely avoid advocating for themselves or their ideas, even when the cost of staying silent is high.​

That gap is what pulled him toward the TEDxDuluth stage. Rather than giving yet another technical talk on negotiation tactics, he chose to focus on something more universal: why people struggle to speak up, and how a single courageous ask can change a career, a community, or a moment on a playground.​

Why We Don’t Speak Up

Ted sees the roots of silence in both biology and social conditioning. On one side is the nervous system’s instinct to avoid risk and stay safe; on the other is the learned habit of going along to get along, not “rocking the boat,” and people‑pleasing.​

He gives examples across ages and settings:​

  • At work: avoiding a difficult conversation about a flawed project, an unhealthy team dynamic, or a risky decision.
  • In families: children upset on the playground, but terrified to tell a friend, “That hurt my feelings.”
  • In professional life: nurses or junior staff deferring to senior voices even when something feels off, simply because the other person has more status.

In Ted’s view, these moments are not trivial. They are the points where trust, safety, and good outcomes are either strengthened or quietly undermined.​

Practicing Conflict, Not Perfecting It

Despite his background, Ted is quick to admit that even he still has moments where he thinks, “Maybe I should bite my tongue.” He emphasizes that confidence is not a switch you flip once; it is something you practice, like law or medicine.​

His own career has required repeated, deliberate asks:​

  • Initiating hard conversations in negotiations where the other side might concede too much; simply because they are uncomfortable pushing back.
  • Going to his own manager to say, “I want this role. I think I’m ready. What do we need to do over the next six months to get me there?” instead of waiting for promotion to magically appear.

He encourages others to see asking as a skill that grows with use. The first conversation will not be perfect, but each one makes the next easier.​

Leaders Remember What It Took

Ted is clear that speaking up is not about barging in or tearing people down. It is about standing in discomfort long enough to make your perspective heard thoughtfully.​

He points out that:​

  • The leaders you might be intimidated by starting where you are.
  • Research shows we often rate colleagues who speak up as more leader‑like.
  • Many executives respect people who voice concerns or ideas because they remember learning to do that themselves.

Your job title may not say “leader” yet, but your willingness to ask hard questions and raise your hand is one of the ways future leaders are recognized.​

The Stories That Stick

True to his love of TED, Ted keeps a well‑stocked mental library of talks and stories that shape how he sees communication. He mentions favorites like Amy Cuddy’s body‑language talk, Tony Robbins’ high‑energy appearance, and a powerful talk on “what we’re getting wrong about nonprofits,” all examples of ideas that linger long after the video ends.​

He also shares a story about Cleveland’s theater district in 1972, days away from being demolished for a parking lot. A restorer named Ray Shepardson did not have millions of dollars, but he did have the courage to ask city officials for 48 hours and a chance to prove there was still an audience. A single weekend show turned into a two‑year run, saved the theaters, and created the largest theater district in the U.S. outside New York. For Ted, it is a vivid example of what one well‑timed ask can set in motion.​

Butterflies as a Good Sign

Part of what makes Ted’s personality stand out is his mix of seriousness and humor. He talks about negotiating complex contracts by day and then laughing about his “professional negotiator” status evaporating at home when his daughters refuse to eat their vegetables.​

Underneath the jokes is a simple philosophy:​

  • Butterflies in your stomach mean you are alive and that you care about what comes next.
  • You may never feel totally cozy with that nervousness, but you can recognize it, name it, and move forward anyway.

He describes everyday confidence not as loudness, but as being comfortable in your own skin, listening more than you speak, and asking thoughtful questions. That calm, deliberate rhythm shows up in how he talks, how he negotiates, and how he plans to show up on stage.​

What to Expect at TEDxDuluth

When asked to boil his talk down to one line, Ted puts it this way: “There’s a big wonderful life out there waiting for you if you’re willing to get a little uncomfortable and make a courageous ask.”​

On February 6th, he will walk the audience through why those asks feel so hard, how to approach them with intention rather than bravado, and what can change in careers, teams, and personal lives when people stop staying silent.

Here is a link to the full interview on Zoom.

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