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Doing Something Difficult

Marathon finish line marker reading 26.2 miles, representing the journey of tackling something difficult one day at a time.
Dan Docherty
Dan Docherty
Chief Coaching Officer, Braintrust
5 min remaining
Dan Docherty
Chief Coaching Officer, Braintrust

About

Dan Docherty is the Chief Coaching Officer at Braintrust and author of NeuroCoaching. He applies the neuroscience of trust, communication, and behavior change to how leaders develop their teams. Dan partners with CHROs, CLOs, and executive teams at enterprise organizations to build coaching cultures that stick.

Experience Highlights

  • NeuroCoaching methodology and leadership development
  • Manager-as-coach program design
  • Executive coaching and succession planning
  • Building coaching cultures at enterprise scale

Areas of Expertise

NeuroCoaching Leadership Development Executive Coaching Manager Effectiveness Psychological Safety Talent Development Behavior Change L&D Strategy

When was the last time you tackled something truly difficult? Not just uncomfortable, but genuinely outside the boundary of what you believed you were capable of? Growth lives in that gap — and getting across it requires two things: real motivation and a deep desire to change.

Most people have someone in their personal or professional life who pushes them toward hard things. If you do, you're fortunate. My friend Matt has been that person in my journey. He's a successful entrepreneur, father, and adventurer, with a "wild at heart" mindset and an unshakeable belief that the difficult is worth conquering. If you've never read Wild at Heart by John Eldredge, I highly recommend it.

The Phone Call That Changed Everything

Back in 1999, I was at home when the phone rang. I recognized Matt's voice immediately, and he launched right in: "There's an upcoming marathon in Cincinnati this May called the Flying Pig. Let's do it!" He explained it was the inaugural running of the race, a fun and challenging adventure he'd already researched thoroughly. On my end of the line, I was thinking one thing: there is no way I'm running a marathon.

Matt had already mapped out a full training program. He'd done the research, built the schedule, and had an answer for every objection. Then, in his ever-convincing voice, he said, "We can do this."

Before I tell you what I did, I want you to pause here. Think of a moment when someone challenged you to accomplish something you knew would be hard. How did you respond? Did you shut down the idea or open yourself to new possibilities?

The Moment You Can't Take Back

I told Matt I was happy he was excited. I also told him I had never run a 5K, much less 26.2 miles. Everything in my body wanted to say no. But for some reason, "yes" came out of my mouth, and I couldn't take it back.

That instinctive yes changed me permanently. Not just as a runner, but as someone who thinks about growth, behavior change, and what it actually takes to develop. The lessons from that winter informed how I think about leadership and coaching to this day.

Why Micro-Steps Change Everything

Matt's plan was built around Hal Higdon's marathon training framework, which breaks an enormous goal into manageable daily activities. We started running less than three miles. Within 18 weeks, we were running 20.

At the time, I didn't fully appreciate what that structure was doing to my brain. The day-by-day program placed me in a completely different mental state, one built on small wins compounding toward a large one. I was in a positive feedback loop without realizing it.

1 Day at a Time
Research on behavior change consistently shows that sustainable improvement comes from micro-commitments repeated daily, not from attempting a single massive leap. The brain rewards progress, and progress compounds.

If Matt had told me upfront to focus on the 20-mile training run, I would have shut down. I would have entered change resistance mode. The magnitude of the shift would have triggered anxiety, and I never would have started. The structure of the plan removed that threat response and replaced it with something the brain can actually process: one manageable step, then the next.

What Change Resistance Really Is

Change resistance isn't weakness. It's neuroscience. When the brain perceives a goal as too large, too uncertain, or too far from the current state, it activates a threat response. The amygdala signals danger. Cortisol rises. The prefrontal cortex, which handles planning and decision-making, goes offline. The result is avoidance, overwhelm, and the comfortable lie that "now isn't the right time."

The antidote is not willpower. It's structure. When a difficult goal is broken into small, defined steps, the brain shifts from threat to challenge mode. Challenge mode activates the dopaminergic reward system. Each small win produces a hit of dopamine, reinforcing the behavior and pulling you toward the next step. That's not motivation in the abstract sense. That's biology working for you instead of against you.

The Role of Accountability

I will never forget running on the bike trail at 5:00 AM on snowy Ohio mornings with a headlamp on. It wasn't easy. But I showed up every time, partly because Matt was showing up too. Accountability matters in a way that goes beyond social obligation. Knowing someone else is invested in your progress changes your internal calculus at the moment of decision.

When it was cold and dark and the alarm went off, the question wasn't whether I felt like running. The question was whether I was willing to let Matt down. That reframe got me out the door every single time.

A Learning Agenda for Difficult Journeys

Success at something difficult doesn't happen by accident, and it doesn't happen by staring at the end goal. It happens through a deliberate learning agenda that breaks the journey into executable steps. Here's where to start:

  • Get in the right mindset. Decide upfront that the process will be hard and that hard is not the same as impossible.
  • Do your research. Know what the journey actually requires before you commit. Uninformed optimism collapses at the first obstacle.
  • Break it into micro-steps. The goal is the destination. The learning agenda is the map. Build the map first.
  • Find an accountability partner. The right partner doesn't let you off the hook when it's inconvenient. That's the point.
  • Stay at it every day. Consistency is the variable most people underestimate. Small actions, done repeatedly, produce outsized results.
  • Celebrate the small wins. Don't wait for the finish line to acknowledge progress. Progress is worth recognizing in real time.
  • Never give up. The hardest moments are typically the ones closest to a breakthrough.

The Finish Line Is Built One Day at a Time

We finished that marathon together, and we beat our goal of coming in under four hours. Thanks to Matt's belief and friendship, I've run multiple marathons, countless half marathons, and yes, even a few 5Ks. Twenty-plus years of running that started with a phone call I almost said no to.

Here's the real takeaway as you move into any new season of goal-setting: stop being hyper-vigilant about the end goal and start building the daily performance plan that makes the goal achievable. When you write down something you want to accomplish, ask yourself one question before you move forward: what plan do I need to execute in order to actually reach this? Don't proceed until you can answer it.

The people who accomplish difficult things are not superhuman. They have a learning agenda, an accountability partner, and the discipline to show up one day at a time. If you want to be the best, you have to do the work. There's no version of this that bypasses that truth.

If you're thinking about what it takes to build leaders and teams that tackle difficult things consistently, we'd be glad to talk about what that looks like in practice.

About the Author: Dan Docherty is the Chief Coaching Officer at Braintrust and the author of NeuroCoaching. He works with CHROs, CLOs, and executive teams across financial services, insurance, life sciences, software, manufacturing, and private equity to apply the neuroscience of trust and communication to how leaders develop their people. Connect with Dan at dan.docherty@braintrustgrowth.com or reach him directly on LinkedIn.

Serving leadership teams at enterprise organizations

Braintrust is a communication skills-based growth consulting firm offering programs rooted in neuroscience and behavioral psychology — designed to develop the consistent communication habits proven to drive higher sales performance and leadership effectiveness.

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