When the Team Hates the New Boss


Hi Reader

Startups are messy. Add government clients, multiple time zones, and a major leadership transition, and you’ve got a recipe for drama.

But that’s exactly the situation I walked into when I was asked to help mediate at a B2G startup selling complex software in emerging markets.

When the “Perfect Fit” Isn’t Enough

On paper, Jim looked like a dream hire. A young, energetic executive with a proven track record in complex sales. The founder, ready to step back, handed over the reins and hoped for a seamless transition.

Spoiler alert: that didn’t happen.

Here’s what went wrong:

  • Jim believed strategy should come from the top—and only the top.
  • The original team, loyal to the founder (who was now on the board), thought they could just skip over Jim when things got tricky.
  • No shared purpose. No interdependence. Just a cultural cold war.

One Team, Two Realities

Things escalated quickly. Jim fired a senior exec and brought in “his people,” turning the quiet rift into an outright schism:

Jim and his team vs. The Old Guard (plus a founder still lurking in the background).

The result?

  • No real strategy.
  • No sales momentum.
  • Zero progress.

Despite Jim working around the clock, they were spinning their wheels. It was the classic case of “activity without alignment.”

Time for a Reset

When I joined, the toxicity in the air was… palpable. But there was also hope. The founder wanted this to work. The team knew something had to change.

So, we went back to the basics.

What is our purpose?

Not just as a company—but as an executive team.

And let me tell you, that conversation didn’t happen overnight. I started with one-on-one meetings—Jim in one corner, the old team in another. I acted as a translator, a bridge.

Eventually, they started to hear echoes of their own goals in each other’s words.

And something shifted.

They landed on a shared short-term goal:

👉 Create the best sales strategy to serve the mission of improving citizen access to services.

It wasn’t lofty. It wasn’t forever. But it was enough to align them around something tangible.

From there, we redefined roles—not based on titles or tenure, but on skills. That subtle pivot was huge. It turned siloed efforts into true interdependence.

And within weeks?

✅ Strategy approved by the board.

✅ Execution underway.

✅ Trust building in real time.

This is one of the many stories I will share in my upcoming book CLICKing: A Guide for Overloaded Leaders to Building Self-Sufficient Teams.

📓Join the Discussion:

Is your team drowning in 'conflict debt'? Unresolved tensions are killing performance.

Learn how to build a culture that embraces constructive conflict and fosters innovation.

🔴 LinkedIn Live: Strategic Career Development (April 22)

I’m also thrilled to invite you to a LinkedIn Live conversation I’m hosting on April 22 about strategic career development, building a personal brand, and how to use LinkedIn to support both.

Joining me is Marianna Inozemtseva, Founder of Linkifyo and a true expert in helping B2B tech and marketing leaders attract quality leads and talent through LinkedIn.

Marianna has been doing thought leadership and social selling before it even had a name—and now she leads a team doing it at scale. If you’ve ever wondered how to:

• Find your voice online

• Attract the right audience

• Build a brand that drives real business results

…this is the conversation you won’t want to miss.

Count down to 2025-04-20T14:00:00.000Z

Take care,

Daria

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Paid Well, Living Hell? is a no-nonsense newsletter for busy leaders who are tired of overwork and want a smarter way to scale their impact. Each edition delivers practical strategies, leadership insights, and team-building hacks to help you build a high-performing, self-sufficient team—so you can increase productivity, boost profits, and reclaim your time. If you’re ready to stop firefighting and start leading, this is for you.

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