DALE DIXON
Dale Dixon in a blue shirt beside the words "Whose side are you on?" and The Presence Lab logo.

The Presence Lab · Season 5 · Episode 305

Disagree

Have something hard to say to your boss? Before a boss decides whether you're right, they decide whose side you're on.

Listen or watch

The short answer

Bring an offer, not just a solution.

  • A solution is something you hand the boss to go do.

  • An offer is something you're willing to do yourself.

  • The order matters. Name the boss's bind first, put yourself on the hook second, and lay out the plan last.

Facts and a plan are not enough on their own. NASA's Starliner investigation found a concern that came with potential resolutions and still sat for years. Research on how people judge employees who speak up suggests the speaker and the context shape the verdict, not only the message. The question to answer before you walk in: Whose side are you on?

At 24 years old, I mustered the courage to walk into the general manager's office at the TV station where I worked. I was there to talk about my boss, the news director, and I made a bold offer: to step in as the interim news director. I was new, less than six months into the job, and I was offering to take my boss's job.

Most of us were taught to bring a solution whenever we bring a problem. That's good advice, as far as it goes. This page is for anyone who has something hard to say to a boss, and for the leaders who want to hear it.

What happened before I walked in?

It was my first job out of college. I was a young television news anchor, all the way across the country from where I grew up in Idaho. The news director who hired me left before I started, and the station spent my first couple of months searching for a new one.

His replacement showed up and went to work, and before long I started to see his behavior playing out in public. I was also getting reports from people outside the station. He was leveraging his position with the station well outside the newsroom. I'll leave it at that. Back then, TV news was the community's connecting point, and the anchors were celebrities around town. A TV station couldn't risk a poor public image, and it still can't. What was happening in public had become the station's problem.

I was anchoring the weeknight 11 o'clock newscast and reporting every day. I was new to the station, but not to the industry; I'd worked in radio and other small market TV stations for several years before that. I was very aware this could come across as a personality conflict, so I made sure I had rock solid, corroborated evidence before I asked for 30 minutes on the GM's calendar.

Why isn't having the evidence enough?

Because having the evidence and saying it out loud to the person running the place are two very different things. We can have our facts straight and our recommendation ready, and then we're sitting across from the person whose opinion matters most to our career.

The breath shortens. The pace speeds up. The sentence we prepared gets harder to deliver, and the inclination is to start softening it, adding explanations and racing to get through it. The message usually survives the pressure. It's our ability to deliver it that breaks, which is why more polishing of the sentence does nothing for the person trying to say it. Most communication training teaches what to say. The Presence Lab works on letting your nervous system say it.

Why does a newcomer find it easier to speak up?

I didn't know the answer at the time. I found it years later on this very podcast, back when it was called The Game Changers with Jason Jennings. In Episode 113, Jason asked me to imagine running a mutual fund. In which year does the manager turn in the best performance: year one, when you're new and don't know the stocks; year two, when you know the good and bad performers; or year five, when you're the expert? I said year one, and that was his answer.

Jason gave two reasons. A new manager wants to prove what they can do, so they're willing to take chances. And they have no earlier choices to defend, so when something underperforms, there's no emotional attachment holding them to it. That's Jason's claim from that 2017 conversation, not a study I've checked, but it described me in the GM's office. I wanted to prove what I could do, and I had no history at that station: no old battles, and no list of times I'd spoken up and been brushed off.

That raises the harder question for those of us with years of experience. How do we keep that courage once the history starts to pile up?

What does NASA's Starliner investigation show about speaking up?

Starliner is Boeing's crew capsule for NASA, the one two astronauts flew to the International Space Station in 2024. When NASA investigated that flight, part of the trail led back eight years, to an email.

According to the investigation report, in November 2016 a mission operations employee supporting the Starliner team identified a failure tolerance problem in the propulsion system and emailed Boeing's engineering leadership, "discussing the issue and potential resolutions." The employee resent it in May 2017. A third follow-up, in April 2021, read: "This has been languishing for some time now, and we really need to do something with it." Personnel told investigators that other work had been given higher priority.

The same report records a separate account of the working environment from someone who told investigators: "I stopped speaking up because I knew I would be dismissed." That's what the history sounds like.

That email isn't proof of what caused the problems on the 2024 flight. Propulsion problems on that flight did leave NASA weighing how to bring the crew home, and on August 24, 2024, the agency announced that Starliner would return without its crew. The astronauts came home months later on a SpaceX Dragon. When NASA released the investigation on February 19, 2026, it formally declared the flight a Type A mishap. In a note to NASA's workforce that day, Administrator Jared Isaacman wrote that the most troubling failure the investigation revealed "is not hardware. It is decision making and leadership that, if left unchecked, could create a culture incompatible with human spaceflight."

That staffer brought potential resolutions, and the concern still sat for years. A solution all by itself is no guarantee anyone acts on it.

How do bosses judge the people who speak up?

Researchers have studied it. Steven Whiting and his colleagues ran three laboratory studies on how people evaluate employees who speak up with recommendations. They varied things about the speaker (expertise and trustworthiness), the message (including whether it recommended a solution, and whether it was framed positively or negatively) and the context (timing, and whether the group's norm was to speak up or keep quiet). At least one factor from each group affected how the speaker was evaluated, and most of those effects were indirect, working through liking, perceived prosocial motives, or how constructive the contribution seemed.

Here's how I put it: before a boss decides whether we're right, they decide whose side we're on.

What's the difference between a solution and an offer?

Here's what I said to the GM: "I know this puts you in a very difficult spot, since he's so new. I'm willing to step in as interim while you find the permanent person. Here's my plan for the newsroom for the next several months, until your permanent solution is found."

Listen to the order. The plan was the last thing I said. Before I got to it, I'd already answered the question every boss is quietly asking the person in front of them: whose side are you on?

  1. I named his bind before I named the problem. "I know this puts you in a very difficult spot."
  2. I put myself on the hook instead of handing him more work. "I'm willing to step in."
  3. I made it easy to say yes. Interim meant he could keep looking for the permanent person.
  4. Only then did I lay out the plan.

That's the difference. A solution is something we hand the boss to go do. An offer is something we're willing to do ourselves.

He basically took me up on the offer on the spot, and I felt like the dog who had caught the car. The interim role turned into a permanent one for several years, and I finished that part of my career at the station as the news director and main evening anchor. It was one of the best times of my life, and the friendships from it are still rich and personal today. The outcome isn't something I can promise anyone facing a hard conversation. The offer is something I can show you.

How do you keep your courage once the history piles up?

In a study published in 2003, Frances Milliken, Elizabeth Morrison and Patricia Hewlin interviewed 40 employees. Most described an occasion when they had a concern but did not raise it with a supervisor. The most frequently mentioned reason for staying silent was fear of being viewed or labeled negatively and, as a consequence, damaging valued relationships.

That's the history talking. Every time we've been brushed off, we walk into the next conversation a little more braced. Under that pressure, our attention drifts to how we're being judged, and we start adding words to protect ourselves. To the boss on the other side of the desk, protecting ourselves sounds a lot like being on our own side.

The new fund manager isn't braver than the rest of us. They just aren't carrying anything to defend. The work, when we have years in, is to walk in carrying the offer, not the history.

None of this holds up if our body has already decided the conversation is a fight. We can't out-script an activated nervous system. The goal is to stay available while the pressure is there, so we can still listen, think and deliver what we came to say, even while the conversation stays uncomfortable.

What can leaders do to hear the hard thing?

The people who report to us are running that same question every time they knock on our door: whose side are you on? Our job is to make the answer obvious long before they walk in. As an executive, I keep it top of mind that I want to keep the door open. I want the people who report to me to come in with confidence, expecting that I'm listening.

The mushroom syndrome. A CEO I've worked with knows that the people who answer to him sometimes hold back their clear, candid feedback. That's what I call the mushroom syndrome: the person at the top gets kept in a really nice corner office, but kept in the dark. He brought me in as a communication coach because he wanted honest, candid feedback and was having trouble getting his employees to give it. I suggested we include his employees in those sessions, so they could see him open, transparent and willing to be criticized in front of his direct reports. They'd also watch me give him that feedback, with the clear intent of helping him connect better and be better on camera and in front of a group. Once they saw it modeled, they would start doing it themselves.

What does it sound like to raise a risk and stay on the leader's side?

While I was prepping this episode, a LinkedIn video from Jaspreet Gill, MBA, a certified high performance coach, caught my eye. In the clip she shows three ways to respond to a leader's idea:

  • Agree: "I think that could work. Let's try it and see what happens."
  • Disagree: "I'm not sure I agree. I actually think we are missing a few things here. Can I offer a different perspective?"
  • Bring a risk forward: "There's one risk I think we should consider before we move forward."

That last voice raised the risk and kept moving forward with the leader. That's the offer.

Fear Check Live

If there's a conversation like this that you've been putting off, bring it to Fear Check Live on Monday, December 14, at 12 PM Mountain Time. It's free, and it's live in our Sphere community, where we'll work through the hard conversations people are dreading. Sign up for your free account and I'll keep you up to date.

Join Fear Check Live (free)

I'd love to hear your thoughts on this episode. Email me at info@daledixonmedia.com.

Chapters

  • 00:00The offer I made at 24
  • 00:56A new boss behaving badly in public
  • 02:40Having the evidence vs saying it out loud
  • 03:40Why a 24-year-old walked in
  • 04:22Archive: The Game Changers, Episode 113
  • 05:08Year one and the new fund manager
  • 06:08NASA's Starliner report
  • 08:24How bosses judge people who speak up
  • 09:05What I said to the GM
  • 09:56A solution vs an offer
  • 10:55Keeping courage once the history piles up
  • 12:33For leaders: keep the door open
  • 13:07The mushroom syndrome
  • 14:03Jaspreet Gill: three ways to respond
  • 14:51Fear Check Live
  • 15:31Whose side are you on

Episodes mentioned

  • The Fear Check (episode 304): the last episode was about which fears deserve your attention. This one is about the fear of saying the hard thing to the person above you.

Questions about disagreeing with your boss

How do I tell my boss something they don't want to hear?

Get your facts straight first, then think about the order you say things in. Name the bind the boss is in, say what you are willing to do yourself, make it easy to say yes, and lay out the plan last. Before a boss decides whether you're right, they decide whose side you're on.

What is the difference between a solution and an offer?

A solution is something you hand the boss to go do. An offer is something you are willing to do yourself. A solution can still sit unused. In NASA's Starliner investigation, a concern that came with potential resolutions was raised in 2016, 2017 and 2021 and still sat for years.

Why don't employees speak up to their bosses?

In a 2003 interview study of 40 employees by Frances Milliken, Elizabeth Morrison and Patricia Hewlin, the most frequently mentioned reason for silence was fear of being viewed or labeled negatively and damaging valued relationships.

How do bosses evaluate employees who speak up?

In three laboratory studies, Steven Whiting and colleagues found that characteristics of the speaker, the message and the context affected how people evaluated an employee who spoke up, often indirectly, through liking, perceived prosocial motives, or how constructive the contribution seemed.

How can leaders get honest feedback from their team?

Make the answer to "whose side are you on?" obvious before anyone knocks on your door. Keep the door open, and let your people see you take candid feedback in the open. When the person at the top is kept in a nice corner office but in the dark, that is the mushroom syndrome.

Credits

Archival audio: The Game Changers with Jason Jennings, Episode 113, "Constantly Shuffle Portfolios," 2017.

Video clip used with permission: Jaspreet Gill, MBA, a certified high performance coach, via LinkedIn.

Video courtesy of NASA. Video courtesy of the U.S. Space Force. Images courtesy of NASA.

The appearance of U.S. Department of War (DoW) visual information does not imply or constitute DoW endorsement.

Sources

  • NASA, "Starliner Propulsion System Anomalies during the Crewed Flight Test - Investigation Report," dated February 5, 2026, released February 19, 2026: https://www.nasa.gov/wp-content/uploads/2026/02/nasa-report-with-redactions-021926.pdf
  • NASA, "NASA Releases Report on Starliner Crewed Flight Test Investigation," February 19, 2026: https://www.nasa.gov/news-release/nasa-releases-report-on-starliner-crewed-flight-test-investigation/
  • NASA, "NASA Decides to Bring Starliner Spacecraft Back to Earth Without Crew," August 24, 2024: https://www.nasa.gov/news-release/nasa-decides-to-bring-starliner-spacecraft-back-to-earth-without-crew/
  • Administrator Jared Isaacman's note to the NASA workforce, February 19, 2026
  • Steven W. Whiting, Timothy D. Maynes, Nathan P. Podsakoff and Philip M. Podsakoff, "Effects of message, source, and context on evaluations of employee voice behavior," Journal of Applied Psychology, 97(1), 159-182, 2012: https://pubmed.ncbi.nlm.nih.gov/21842973/
  • Frances J. Milliken, Elizabeth W. Morrison and Patricia F. Hewlin, "An Exploratory Study of Employee Silence: Issues that Employees Don't Communicate Upward and Why," Journal of Management Studies, 40(6), 1453-1476, 2003: https://doi.org/10.1111/1467-6486.00387

Notes on the evidence

  • The Starliner email trail, the "potential resolutions" wording, the 2021 follow-up quotation and the "I stopped speaking up because I knew I would be dismissed" account are from NASA's investigation report. The report treats the dismissed account as a separate interview account, and nothing on this page claims the emails caused the 2024 flight problems.
  • The Type A declaration is from NASA's February 19, 2026 release. The Isaacman quotation is from his note to the NASA workforce that day.
  • Whiting and colleagues ran laboratory studies, not field studies of real managers. "Before a boss decides whether we're right, they decide whose side we're on" is my takeaway, not a finding from the paper.
  • Milliken, Morrison and Hewlin's study is an exploratory interview study of 40 employees. It reports that most had held back a concern; it is not a survey of how common silence is.
  • The year-one fund manager answer is Jason Jennings's claim on The Game Changers, Episode 113 (2017). I did not verify the research he referred to, so it is offered as his point, not as a finding.
  • The CEO in the mushroom syndrome story is a coaching client and is not named.