Beyond Search: The Advisory Layer We Didn’t Plan to Build

When we founded 20Twenty, the brief was clear.

Help clients build leadership teams across the global insurance ecosystem, working at senior levels, on a selective number of mandates, with platforms we genuinely believe in.

But over time, the model evolved greatly.

The mandates stopped being purely about people.

They became about structure.

The Conversations Behind the Mandates

A typical call today rarely starts with:

“Can you find us a CUO?”

For our clients these days, it’s more likely to be:

• “Do we build this inside our existing platform, partner with another, or launch something new, and what does that decision mean for incentives and control?”

  “Are we simply raising capital, or choosing the long-term partner we’ll ultimately scale with?”

  “Which structure actually fits our underwriting and distribution strategy, and what does it enable or rule out?”

  “How do we secure further capacity and risk support in a way that’s durable, not fragile?”

  “What does ‘winning’ realistically look like in three to five years — and what structure gives us the option to get there?”

  “And if we do get the structure right, can you help us build the leadership team to scale it?”

That’s not recruitment.

That’s platform design.

Where We’ve Quietly Evolved

Today, alongside executive search, 20Twenty operates as a sounding board across:

• Incubator and platform selection

• Capital injection strategy

• Capacity introductions and structuring

• Alignment between underwriting teams and rated paper

• Investor options, including positioning for future buyer or seller scenarios

We don’t pretend to be an investment bank.
We’re not a broker.
We’re not a fund.

But we sit close enough to the ecosystem to understand how the pieces fit together.

And sometimes that’s what founders and boards actually need.

Why This Layer Matters

Launching or scaling an MGA isn’t just about underwriting appetite.

It’s about:

• Governance credibility

• Long-term economics

• Capital patience

• Capacity sustainability

• Exit optionality

A strong underwriter with the wrong structure struggles.

A strong structure with the wrong leadership stalls.

The leverage is in alignment.

How We Approach It

With a mix of in-house industry expertise and carefully chosen external partnerships, 20Twenty Search & Advisory supports both established MGAs and new start-ups with consulting services designed around:

• Commercial clarity

• Structural alignment

• Long-term sustainability

Sometimes that means introducing the right capacity.

Sometimes it means challenging a capital plan.

Sometimes it means advising not to launch — yet.

The Philosophy

We’ve learned that growth without structure is fragile.

But structure without ambition goes nowhere.

The interesting work happens in between.

And that’s where we increasingly operate.